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CN1293176C - Fat compositions - Google Patents

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Publication number
CN1293176C
CN1293176C CNB008198403A CN00819840A CN1293176C CN 1293176 C CN1293176 C CN 1293176C CN B008198403 A CNB008198403 A CN B008198403A CN 00819840 A CN00819840 A CN 00819840A CN 1293176 C CN1293176 C CN 1293176C
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fatty acid
fat
oil
oil composition
quality
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CN1454251A (en
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竹内弘幸
板仓惠
久保田文江
田口信夫
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Nisshin Oillio Ltd
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings or cooking oils

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Edible Oils And Fats (AREA)
  • Fats And Perfumes (AREA)

Abstract

The present invention relates to an oil composition which is mainly composed of triglyceride. The present invention is characterized in that by quality, medium-chain fatty acid accounts for 5 to 23 % of entire fatty acid contained in the oil composition; moreover, the triglyceride which contains two medium-chain fatty acid residue in a molecule accounts for 1 to 20% of the entire triglyceride by quality. The oil composition of the present invention has little fat accumulation, equal cooking adaptability as usual edible oil, favorable taste and high safety.

Description

油脂组合物oil composition

技术领域technical field

本发明涉及供食用的油脂组合物。具体来说,涉及体脂肪积累少,且作为食用油具有优良的烹调适应性和味道的油脂组合物。The present invention relates to edible fat composition. Specifically, it relates to an oil and fat composition that has less body fat accumulation and has excellent cooking suitability and taste as an edible oil.

背景技术Background technique

肥胖为体脂肪过于积累的状态,已知常常伴有多种疾病,主要有糖尿病、高脂血症等代谢异常或高血压、缺血性心脏病等循环器官疾病。根据厚生省进行的国民营养调查结果中,每7个成人中有1人为肥胖者,所以肥胖不仅在欧美国家,而且在日本也是切身的问题。食物中含有的脂肪是与体脂肪积累关系最密切的营养素之一,过量的脂肪摄取具有导致肥胖的可能性。但是,脂肪具有特殊的美味,脂肪极端减少的食物容易导致满足度下降。而且,进行炸或炒等烹调时,食用油作为热介质是必不可少的。Obesity is a state of excessive accumulation of body fat, and it is known that it is often accompanied by various diseases, mainly including metabolic abnormalities such as diabetes and hyperlipidemia, or circulatory organ diseases such as hypertension and ischemic heart disease. According to the results of the National Nutrition Survey conducted by the Ministry of Health and Welfare, 1 out of 7 adults is obese, so obesity is an immediate problem not only in European and American countries, but also in Japan. Fat contained in food is one of the nutrients most closely related to body fat accumulation, and excessive fat intake may lead to obesity. However, fat has a special taste, and foods with extremely reduced fat tend to lead to a decrease in satisfaction. In addition, when cooking such as frying or stir-frying, edible oil is indispensable as a heating medium.

为了突破这种状况,开发了所谓的脂肪替代品。但是,从安全性、物理性质、烹调适应性、味道等来看,其中没有充分满足的物质。例如,蔗糖脂肪酸酯在消化管中不被吸收而排于粪便中,所以可以作为低热量油使用(美国专利第3600186号说明书)。在美国国内,被允许使用在咸味快餐点心中,市场上也出售使用蔗糖脂肪酸酯的马铃薯片,但是附加了在使用蔗糖脂肪酯的商品上标明“可能引起腹部痉挛或软便”、“阻碍脂溶性维生素的吸收”的义务。蛋白质及碳水化合物的能量密度为脂肪的一半以下。因此,通过将蛋白质或碳水化合物加工成具有脂肪一样的物理性质和味道,可以提供低热量的脂肪替代品(营养学综述(レビユ一)、第4卷、第4号、23~33页、1996年)。通过利用这些脂肪替代品,可以制作低热量化的冰淇淋、面包制品、蛋糕等。但是,具有因缺乏耐热性而不能作为炸或炒时的热介质使用等缺点。To overcome this situation, so-called fat substitutes were developed. However, there are no substances that are sufficiently satisfactory in terms of safety, physical properties, cooking suitability, taste, and the like. For example, sucrose fatty acid ester is excreted in feces without being absorbed in the digestive tract, so it can be used as low-calorie oil (US Patent No. 3600186). In the United States, it is allowed to be used in salty fast food snacks. Potato chips using sucrose fatty acid esters are also sold on the market, but the products using sucrose fatty esters are marked with "may cause abdominal cramps or soft stools", " hinder the absorption of fat-soluble vitamins". The energy density of protein and carbohydrates is less than half that of fat. Therefore, by processing protein or carbohydrates to have the same physical properties and taste as fat, a low-calorie fat substitute can be provided (Nutrition Review (レビユ一), Vol. 4, No. 4, pp. 23-33, 1996 Year). By utilizing these fat replacers, reduced calorie ice creams, bakery products, cakes and more can be made. However, it has a disadvantage that it cannot be used as a heat medium for frying or frying due to lack of heat resistance.

在特表(PCT专利日本公开)平4-501812号公告中,公开了通过由长链脂肪酸与短链脂肪酸构成的甘油三酯,可以提供低热量油脂。但是,由短链脂肪酸构成的甘油三酯具有特殊的味道,故可以利用的烹调品受到限制,不适合用作具有广泛性的食用油。而且,已知中链脂肪酸容易被能量化,因而体脂肪积累少(J.Lipid Res.37、708-726(1996))。然而有报道说,由中链脂肪酸构成的甘油三酯原本安全性高,但如果一次摄取大量时,会引起腹泻、恶心、胸闷、食欲不振等症状。日本专利公开平4-300826号公报、日本专利公开平8-60180号公报及日本专利公开平10-176181号公报中公开了以甘油二酯为有效成分的体脂肪积累少的油脂组合物。但是,含有丰富的甘油二酯的油脂组合物的安全性,还没有完总被证明。而且,难以低成本制造高浓度的甘油二酯,从经济角度考虑,具有难以被广泛使用的缺点。进而在日本专利公开平8-269478号公报中,公开了由甘油二酯和甘油三酯构成的油脂组合物成分中,含有31质量%以上的分子内具有2个中链脂肪酸残基的甘油三酯的、体脂肪积累少的油脂组合物。这个发明也以甘油二酯为有效成分,所以存在与前述日本专利公开平4-300826号公报、日本专利公开平8-60180号公报及日本专利公开平10-176181号公报同样的问题。而且,由于含有大量中链脂肪酸,所以发烟点低,起泡明显,故存在不适合油炸烹调等的缺点。In Kokoku (PCT Patent Japanese Publication) Publication No. Hei 4-501812, it is disclosed that low-calorie fats and oils can be provided by triglycerides composed of long-chain fatty acids and short-chain fatty acids. However, triglycerides composed of short-chain fatty acids have a special taste, so the available cooking products are limited, and they are not suitable as a wide range of edible oils. Furthermore, it is known that medium-chain fatty acids are easily energized and thus accumulate less body fat (J. Lipid Res. 37, 708-726 (1996)). However, it has been reported that triglycerides composed of medium-chain fatty acids are originally safe, but if ingested in large amounts at one time, it can cause symptoms such as diarrhea, nausea, chest tightness, and loss of appetite. Japanese Patent Laid-Open Publication No. Hei 4-300826, Japanese Patent Laid-Open Publication No. Hei 8-60180, and Japanese Patent Laid-Open Publication No. Hei 10-176181 disclose oil and fat compositions containing diglyceride as an active ingredient with less accumulation of body fat. However, the safety of oil and fat compositions rich in diglycerides has not been fully proven. Furthermore, it is difficult to produce high-concentration diglyceride at low cost, and it has a disadvantage that it is difficult to be widely used from an economical point of view. Furthermore, in Japanese Patent Laid-Open No. 8-269478, it is disclosed that in an oil composition composed of diglycerides and triglycerides, triglycerides having two medium-chain fatty acid residues in the molecule are contained in an amount of 31% by mass or more. An ester-based fat composition with little accumulation of body fat. This invention also uses diglyceride as an active ingredient, so it has the same problems as the aforementioned Japanese Patent Laid-Open No. Hei 4-300826, Japanese Patent Laid-Open No. Hei 8-60180, and Japanese Patent Laid-Open No. Hei 10-176181. Moreover, since it contains a large amount of medium-chain fatty acids, it has a low smoke point and obvious foaming, so it has disadvantages that it is not suitable for frying and cooking.

发明的公开disclosure of invention

本发明的目的在于,提供体脂肪积累少、具有与常用食用油等同的烹调适应性、并且味道良好且安全性高的油脂组合物。An object of the present invention is to provide an oil and fat composition with less accumulation of body fat, cooking suitability equivalent to common edible oils, good taste, and high safety.

本发明者为了解决上述问题进行了潜心研究,结果发现,中链脂肪酸残基在全部脂肪酸残基中所占的比例,及分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例与体脂肪积累的程度密切相关,从而完成了本发明。In order to solve the above problems, the present inventors have conducted intensive research, and found that the proportion of medium-chain fatty acid residues in all fatty acid residues, and the proportion of triglycerides containing two medium-chain fatty acid residues in the molecule in all triglycerides The proportion of esters is closely related to the degree of body fat accumulation, thus completing the present invention.

即本发明涉及主要由甘油三酯构成且体脂肪积累少的油脂组合物,其特征在于,中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例为5~23质量%,而且分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例为1~20质量%。上述中链脂肪酸优选碳数为6~12的饱和脂肪酸。另外,分子内含有3个中链脂肪酸残基的甘油三酯在构成油脂组合物的全部甘油三酯中所占的比例优选为3重量%以下。而且,长链饱和脂肪酸在构成油脂组合物的全部长链脂肪酸中所占的比例优选为20质量%以下。That is, the present invention relates to an oil composition mainly composed of triglycerides and having little accumulation of body fat, characterized in that the proportion of medium-chain fatty acids in all fatty acids constituting the oil composition is 5 to 23% by mass, and the intramolecular The proportion of triglycerides containing two medium-chain fatty acid residues in all triglycerides is 1 to 20% by mass. The above-mentioned medium-chain fatty acid is preferably a saturated fatty acid having 6 to 12 carbon atoms. In addition, the ratio of triglycerides containing three medium-chain fatty acid residues in the molecule to all triglycerides constituting the oil and fat composition is preferably 3% by weight or less. Furthermore, the ratio of long-chain saturated fatty acids to all long-chain fatty acids constituting the oil and fat composition is preferably 20% by mass or less.

本发明的油脂组合物中含有乳化剂,特别是含有特定组成的乳化剂时,可以提高油炸适应性,特别是可以进一步提高起泡的抑制。The oil and fat composition of the present invention contains an emulsifier, especially when the emulsifier of a specific composition is included, the frying suitability can be improved, and especially the suppression of foaming can be further improved.

另外本发明涉及含有该油脂组合物、体脂肪积累少、而且具有不逊色于常用食用油的烹调适应性及保存稳定性的烹调用油脂组合物。In addition, the present invention relates to a cooking oil and fat composition containing the oil and fat composition, which has less body fat accumulation and has cooking suitability and storage stability not inferior to those of common edible oils.

实施本发明的最佳方式Best Mode for Carrying Out the Invention

下面详细说明本发明。The present invention will be described in detail below.

本发明的油脂组合物主要由甘油三酯构成。所谓“主要”,是指在油脂组合物中,甘油三酯的含量为85质量%以上,优选为95质量%以上。The oil and fat composition of the present invention mainly consists of triglycerides. "Mainly" means that the content of triglycerides in the oil and fat composition is 85% by mass or more, preferably 95% by mass or more.

本发明中所述的中链脂肪酸是指碳数为6~12的脂肪酸,特别是指饱和脂肪酸。例如,己酸、辛酸、癸酸、十二烷酸,优选碳数为8~10的饱和脂肪酸,特别优选辛酸及癸酸。本发明中所述的长链脂肪酸是指碳数为14以上,优选14~22的饱和及不饱和脂肪酸。作为长链脂肪酸,可以例举碳数为14以上、优选为14~22的那些,例如,十四烷酸、软脂酸、硬脂酸、二十烷酸、二十二烷酸、二十四烷酸、二十六烷酸等长链饱和脂肪酸;和9-十四烯酸、十五碳烯酸、棕榈油酸、十六碳三烯酸、十七碳烯酸、油酸、亚油酸、α-亚麻酸、γ-亚麻酸、十八碳四烯酸、二十烯酸、二十碳二烯酸、二十碳三烯酸、二十碳四烯酸、花生四烯酸、二十碳五烯酸、二十二烯酸、二十二碳二烯酸、二十二碳五烯酸、二十二碳六烯酸等长链不饱和脂肪酸。脂肪酸残基为从脂肪酸上去掉羧基的OH后的基团。The medium-chain fatty acid mentioned in the present invention refers to a fatty acid having 6 to 12 carbon atoms, especially a saturated fatty acid. For example, hexanoic acid, caprylic acid, capric acid, and dodecanoic acid are preferably saturated fatty acids having 8 to 10 carbon atoms, and caprylic acid and capric acid are particularly preferable. The long-chain fatty acids in the present invention refer to saturated and unsaturated fatty acids with carbon numbers of 14 or more, preferably 14-22. As long-chain fatty acids, those with carbon numbers of 14 or more, preferably 14 to 22, such as myristic acid, palmitic acid, stearic acid, eicosanoic acid, behenic acid, eicosanoic acid, etc. Long-chain saturated fatty acids such as tetradecanoic acid and hexacosanoic acid; Oleic acid, α-linolenic acid, γ-linolenic acid, stearidonic acid, eicosenoic acid, eicosadienoic acid, eicosatrienoic acid, eicosatetraenoic acid, arachidonic acid , eicosapentaenoic acid, docosahexaenoic acid, docosadienoic acid, docosapentaenoic acid, docosahexaenoic acid and other long-chain unsaturated fatty acids. The fatty acid residue is the group obtained by removing the OH of the carboxyl group from the fatty acid.

本发明的组合物中,需要中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例为5~23质量%,而且分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例为1~20质量%。在这个范围之外不能发挥体脂肪积累少的特点。上述中链脂肪酸的比例优选6~23质量%,上述甘油三酯的比例优选3~20质量%。In the composition of the present invention, the proportion of medium-chain fatty acids in all fatty acids constituting the oil composition is required to be 5 to 23% by mass, and triglycerides containing two medium-chain fatty acid residues in the molecule must account for 5% to 23% by mass of all triglycerides. The proportion in ester is 1 to 20% by mass. Outside this range, the characteristics of less body fat accumulation cannot be exerted. The proportion of the medium-chain fatty acid is preferably 6 to 23% by mass, and the proportion of the triglyceride is preferably 3 to 20% by mass.

另外,分子内含有3个中链脂肪酸残基的甘油三酯在构成油脂组合物的全部甘油三酯中所占的比例优选为3质量%以下,更加优选为2质量%以下,进一步优选为1质量%以下。这个比例如果超过3质量%,烹调时发烟、起泡增加,不适合用作油炸用的油脂。该比例为1质量%以下时,发烟、起泡会得到显著的改善。In addition, the ratio of triglycerides containing three medium-chain fatty acid residues in the molecule to the total triglycerides constituting the oil and fat composition is preferably 3% by mass or less, more preferably 2% by mass or less, and even more preferably 1% by mass. Mass% or less. If the ratio exceeds 3% by mass, smoke and foaming will increase during cooking, making it unsuitable as fat for frying. When the ratio is 1% by mass or less, smoking and foaming are remarkably improved.

进而,长链饱和脂肪酸在构成油脂组合物的全部长链脂肪酸中所占的比例优选为20质量%以下,更加优选为15质量%以下,进一步优选为7质量%以下。这个比例如果超过20质量%,低温下的稳定性会下降,在油脂组合物中可以看到油脂的结晶化,因而通常不适合生食用。Furthermore, the proportion of long-chain saturated fatty acids in all long-chain fatty acids constituting the oil and fat composition is preferably 20% by mass or less, more preferably 15% by mass or less, even more preferably 7% by mass or less. If this ratio exceeds 20% by mass, the stability at low temperature will decrease, and crystallization of oil and fat will be observed in the oil and fat composition, so it is generally not suitable for raw consumption.

本发明的体脂肪积累少的油脂组合物可以通过如下方法得到:将作为原料的油脂与中链脂肪酸适当混合之后,以甲醇钠为催化剂或在脂肪分解酶的存在条件下进行酯交换反应,此时,调整酯交换反应,以使中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例,及分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例在前述特定范围内。The grease composition with less accumulation of body fat of the present invention can be obtained by the following method: after properly mixing the grease and medium-chain fatty acid as a raw material, using sodium methylate as a catalyst or carrying out a transesterification reaction in the presence of a lipolytic enzyme. When adjusting the transesterification reaction, the proportion of medium-chain fatty acids in all fatty acids constituting the oil composition, and the proportion of triglycerides containing two medium-chain fatty acid residues in the total triglycerides The ratio is within the aforementioned specified range.

在进行上述酯交换反应时,进行上述调整的基础上,通过调整分子内含有3个中链脂肪酸残基的甘油三酯在构成油脂组合物的全部甘油三酯中所占的比例和/或长链饱和脂肪酸在构成油脂组合物的全部长链脂肪酸中所占的比例,使其进入前述特定范围内,可以得到体脂肪积累少,且在油炸时发烟、起泡减少和/或具有优良的低温稳定性的油脂组合物。When performing the above-mentioned transesterification reaction, on the basis of the above-mentioned adjustment, by adjusting the proportion and/or length of the triglyceride containing three medium-chain fatty acid residues in the molecule to all the triglycerides constituting the oil composition The ratio of the chain saturated fatty acid in all the long-chain fatty acids constituting the oil composition makes it fall into the above-mentioned specific range, so that the accumulation of body fat is less, and when frying, there is less smoke, less foaming and/or excellent Low temperature stable oil composition.

作为原料油脂,可以例举常用的食用油脂,例如豆油、菜籽油、高油酸菜籽油、玉米油、芝麻油、芝麻色拉油、紫苏子(シソ)油、亚麻仁油、花生油、红花油、高油酸红花油、葵花籽油、高油酸葵花籽油、棉籽油、葡萄籽油、澳大利亚坚果油、榛子油、南瓜种子油、核桃油、茶油、茶子油、紫苏子(エゴマ)油、琉璃苣籽油、橄榄油、米糠油、小麦胚芽油、棕榈油、棕榈仁油、椰子油、可可油、牛油、猪油、鸡油、奶油、鱼油、海豹油、藻油、通过质量改良低饱和化的这些油脂及它们的氢化油脂、分级油脂等。As raw material fats and oils, commonly used edible fats and oils can be exemplified, such as soybean oil, rapeseed oil, high oleic rapeseed oil, corn oil, sesame oil, sesame salad oil, perilla seed (shiso) oil, linseed oil, peanut oil, red Flower Oil, High Oleic Safflower Oil, Sunflower Oil, High Oleic Sunflower Oil, Cottonseed Oil, Grapeseed Oil, Macadamia Oil, Hazelnut Oil, Pumpkin Seed Oil, Walnut Oil, Tea Oil, Tea Seed Oil, Violet Perilla (Egoma) Oil, Borage Seed Oil, Olive Oil, Rice Bran Oil, Wheat Germ Oil, Palm Oil, Palm Kernel Oil, Coconut Oil, Cocoa Butter, Butter, Lard, Chicken Oil, Cream, Fish Oil, Seal Oil , algae oil, these oils and their hydrogenated oils, graded oils, etc. that have been desaturated through quality improvement.

对于中链脂肪酸如同前述,可以替代中链脂肪酸或与其一同使用中链脂肪酸甘油三酯。作为中链脂肪酸甘油三酯,可以使用将前述中链脂肪酸和甘油通过常规方法进行酯化反应而得到的甘油三酯,但是一般优选使用称为MCT(中链甘油三酯,Medium Chain Triglycerides)的、由椰子油分解的脂肪酸等碳数为8~10的饱和脂肪酸构成的单一酸基或混合酸基甘油三酯,例如辛酸/癸酸=60/40~75/25(质量比)的甘油三酯。As for the medium-chain fatty acid as described above, medium-chain fatty acid triglycerides may be used instead of or together with the medium-chain fatty acid. As medium-chain fatty acid triglycerides, triglycerides obtained by esterifying the aforementioned medium-chain fatty acids and glycerin by a conventional method can be used, but it is generally preferable to use those called MCT (Medium Chain Triglycerides). , single-acid or mixed-acid triglycerides composed of saturated fatty acids with carbon numbers of 8 to 10, such as fatty acids decomposed from coconut oil, such as triglycerides with caprylic acid/capric acid=60/40~75/25 (mass ratio) ester.

中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例,及分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例,必要时的分子内含有3个中链脂肪酸残基的甘油三酯在构成油脂组合物的全部甘油三酯中所占的比例,以及必要时的长链饱和脂肪酸在构成油脂组合物的全部长链脂肪酸中所占的比例,通过考虑原料油脂组合物,调整原料油脂与中链脂肪酸的使用比例,测定在酯交换反应中反应产物的甘油三酯组成可以进行调整。The proportion of medium-chain fatty acids in all fatty acids constituting the oil composition, and the proportion of triglycerides containing 2 medium-chain fatty acid residues in the total triglycerides, if necessary, the molecule contains 3 The proportion of triglycerides of medium-chain fatty acid residues in the total triglycerides constituting the oil composition, and the proportion of long-chain saturated fatty acids in the total long-chain fatty acids constituting the oil composition when necessary, By considering the composition of the raw material oil and fat, adjusting the use ratio of the raw material oil and medium chain fatty acid, and measuring the triglyceride composition of the reaction product in the transesterification reaction can be adjusted.

以甲醇钠为催化剂进行酯交换反应时,将原料油脂与中链脂肪酸甘油三酯以前者/后者的质量比=71/29~97/3进行混合,将混合物在100mmHg以下的减压条件下加热至80~120℃,除去原料混合物中含有的气体成分及水分。在其中添加0.02~0.5质量%甲醇钠,在常压、氮气流下或10mmHg以下的减压条件下,在80~120℃下搅拌10~60分钟而进行酯交换反应。通过利用气相色谱法测定反应产物的甘油三酯组成,确定其反应完成。通过在反应产物中添加水或磷酸等酸停止反应。之后,为了除去催化剂及过量的酸进行充分的水洗,并干燥之后,利用常规方法将反应产物脱色、脱臭。When sodium methoxide is used as a catalyst for transesterification, the raw oil and medium-chain fatty acid triglycerides are mixed at a mass ratio of the former/the latter = 71/29 to 97/3, and the mixture is kept under reduced pressure below 100mmHg Heating to 80-120°C removes gas components and moisture contained in the raw material mixture. 0.02-0.5% by mass of sodium methoxide is added thereto, and the transesterification reaction is carried out by stirring at 80-120° C. for 10-60 minutes under normal pressure, under a nitrogen stream, or under reduced pressure conditions of 10 mmHg or less. Reaction completion was determined by measuring the triglyceride composition of the reaction product by gas chromatography. The reaction is stopped by adding water or an acid such as phosphoric acid to the reaction product. Thereafter, the reaction product was washed with water sufficiently to remove the catalyst and excess acid and dried, and the reaction product was decolorized and deodorized by conventional methods.

使用脂分解酶进行酯交换反应时,将原料油脂与中链脂肪酸或中链脂肪酸甘油三酯以前者/后者的质量比=71/29~97/3进行混合,将温度调整为能够充分发挥脂分解酶活性的反应温度40~100℃范围。其中相对于原料混合物以0.005~10质量%的比例添加脂分解酶,在2~48小时范围内进行酯交换反应。该反应优选为常压下氮气流中进行。通过利用气相色谱法测定反应产物的甘油三酯组成,确定其反应完成。通过过滤除去酶停止反应。将反应产物进行水洗、干燥之后,利用常规方法脱色、脱臭。另外,使用中链脂肪酸时,在反应停止之后,利用薄膜式蒸发器除去游离脂肪酸。When performing transesterification using lipolytic enzymes, mix the raw oil and medium-chain fatty acids or medium-chain fatty acid triglycerides at a mass ratio of the former/the latter = 71/29 to 97/3, and adjust the temperature so that the The reaction temperature of lipolytic enzyme activity ranges from 40 to 100°C. Herein, a lipolytic enzyme is added in a ratio of 0.005 to 10% by mass relative to the raw material mixture, and the transesterification reaction is carried out in a range of 2 to 48 hours. The reaction is preferably carried out in a nitrogen stream under normal pressure. Reaction completion was determined by measuring the triglyceride composition of the reaction product by gas chromatography. The reaction was stopped by removing the enzyme by filtration. After the reaction product was washed with water and dried, it was decolorized and deodorized by conventional methods. In addition, when medium-chain fatty acids are used, free fatty acids are removed by a thin-film evaporator after the reaction is stopped.

使用脂分解酶的酯交换反应不充分时,分子内含有3个中链脂肪酸残基的甘油三酯的比例增加。分子内含有3个中链脂肪酸残基的甘油三酯的比例高的油脂组合物,具有体脂肪积累少的特点,但是在连续的油炸烹调时因发烟、起泡显著而不适合使用。When the transesterification reaction using lipolytic enzymes is insufficient, the ratio of triglycerides containing three medium-chain fatty acid residues in the molecule increases. An oil composition with a high proportion of triglycerides containing three medium-chain fatty acid residues in the molecule has the characteristics of less accumulation of body fat, but it is not suitable for continuous frying and cooking because of significant smoke and foaming.

作为脂分解酶,可以例举来自产碱杆菌属、假丝酵母属、根霉菌属、毛霉属或假单胞细菌属的脂肪酶,或来自肝脏的磷脂酶A等,特别优选来自假丝酵母属或根霉菌属的脂肪酶。Examples of lipolytic enzymes include lipases derived from the genus Alcaligenes, Candida, Rhizopus, Mucor, or Pseudomonas, or phospholipase A derived from the liver, and particularly preferably derived from Candida. Lipase from Saccharomyces or Rhizopus.

另外,本发明的油脂组合物,通过从为生产本发明的油脂组合物而使用转基因技术进行了品种改良的植物例如大豆、油菜籽、玉米、椰子、棕榈、橄榄、亚麻仁、葵花、红花、山茶、棉籽、雪茄花等中提取也可以得到。In addition, the oil composition of the present invention is obtained by using transgenic technology for the production of the oil composition of the present invention, such as soybean, rapeseed, corn, coconut, palm, olive, linseed, sunflower, safflower, etc. , camellia, cottonseed, cigar flower, etc. can also be obtained.

本发明的油脂组合物通过含有乳化剂,可以进一步提高油炸适应性,特别是抑制起泡。作为乳化剂,可以例举蔗糖脂肪酸酯、聚甘油脂肪酸酯、琥珀酸甘油酯、单酸甘油酯、甘油二酯、山梨糖醇脂肪酸酯、山梨糖醇酐脂肪酸酯等。在本发明中上述乳化剂可以选择至少一种,向油脂组合物中添加的全部乳化剂的量优选0.1~6质量%,进一步优选0.3~5质量%。By containing an emulsifier, the oil-fat composition of this invention can further improve frying suitability, and can suppress foaming especially. Examples of the emulsifier include sucrose fatty acid ester, polyglycerin fatty acid ester, glyceryl succinate, monoglyceride, diglyceride, sorbitan fatty acid ester, sorbitan fatty acid ester, and the like. In the present invention, at least one kind of emulsifier may be selected, and the amount of all emulsifiers added to the oil and fat composition is preferably 0.1 to 6% by mass, more preferably 0.3 to 5% by mass.

蔗糖脂肪酸酯包括蔗糖与碳数为6~22的饱和或不饱和脂肪酸的酯,优选全部羟基的平均置换度为37.5~87.5%,三酯以上的多元酯在全部蔗糖脂肪酸酯中所占的比例为85质量%以上。聚甘油脂肪酸酯包括三甘油以上、优选十甘油以下(含十甘油)的聚甘油与碳数为6~22的饱和或不饱和脂肪酸的酯,优选全部羟基的平均置换度为20~80%。单酸甘油酯、甘油二酯各自包括甘油或二甘油与碳数为6~22的饱和或不饱和脂肪酸的单酯、二酯,其中优选单酸甘油酯。作为琥珀酸甘油酯,优选琥珀酸与单酸甘油酯或甘油二酯以3∶1~0.1∶1的比例进行酯化的琥珀酸甘油酯。山梨糖醇脂肪酸酯、山梨糖醇酐脂肪酸酯,优选山梨糖醇或山梨糖醇酐与碳数为6~22的饱和或不饱和脂肪酸的单~三酯。作为上述碳数为6~22的饱和或不饱和脂肪酸,可以举出作为中链脂肪酸及长链脂肪酸的例子列举的那些。Sucrose fatty acid esters include esters of sucrose and saturated or unsaturated fatty acids with a carbon number of 6 to 22, preferably with an average substitution degree of all hydroxyl groups of 37.5 to 87.5%, and the proportion of polyesters above triesters in all sucrose fatty acid esters The ratio of 85% by mass or more. Polyglycerol fatty acid esters include esters of polyglycerol with more than triglycerol, preferably less than decaglycerol (including decaglycerol), and saturated or unsaturated fatty acids with carbon numbers of 6 to 22, preferably with an average substitution degree of all hydroxyl groups of 20 to 80%. . Monoglycerides and diglycerides include monoesters and diglycerides of glycerol or diglycerol and saturated or unsaturated fatty acids with 6 to 22 carbon atoms, among which monoglycerides are preferred. Glyceryl succinate is preferably glyceryl succinate in which succinic acid and monoglyceride or diglyceride are esterified in a ratio of 3:1 to 0.1:1. Sorbitan fatty acid esters, sorbitan fatty acid esters, preferably mono-tries esters of sorbitol or sorbitan and saturated or unsaturated fatty acids with 6 to 22 carbon atoms. Examples of the above-mentioned saturated or unsaturated fatty acids having 6 to 22 carbon atoms include those listed as examples of medium-chain fatty acids and long-chain fatty acids.

在组合使用乳化剂时,优选添加、含有选自蔗糖脂肪酸酯及聚甘油脂肪酸酯的至少一种0.1~3质量%,琥珀酸甘油酯0.01~2质量%,及选自单酸甘油酯、甘油二酯、山梨糖醇脂肪酸酯及山梨糖醇酐脂肪酸酯的至少一种0.1~3质量%,以使相对于本发明的油脂组合物,乳化剂的总量达到0.3~5质量%,从而进一步提高油炸适应性、特别是起泡的抑制。When using an emulsifier in combination, it is preferable to add and contain at least one kind selected from sucrose fatty acid esters and polyglycerin fatty acid esters in an amount of 0.1 to 3% by mass, glyceryl succinate in an amount of 0.01 to 2% by mass, and monoglycerides 0.1 to 3 mass % of at least one of diglycerides, sorbitan fatty acid esters, and sorbitan fatty acid esters, so that the total amount of the emulsifier reaches 0.3 to 5 mass % with respect to the oil composition of the present invention %, thereby further improving the frying suitability, especially the inhibition of foaming.

如上所述得到的本发明的油脂组合物,可以直接或混合通常添加到烹调用油脂组合物中使用的添加剂,用作烹调用的油脂组合物。The oil and fat composition of the present invention obtained as described above can be used as a cooking oil and fat composition as it is or in admixture with additives generally used in cooking oil and fat compositions.

所述添加剂,可以例举以提高保存稳定性、氧化稳定性、热稳定性、低温下的结晶化抑制等为目标的聚甘油脂肪酸酯、蔗糖脂肪酸酯、山梨糖醇酐脂肪酸酯、维生素E、抗坏血酸脂肪酸酯、木聚糖、辅酶Q、磷脂、谷维素、甘油二酯等,和具有预防成人病的作用、预防生活习惯病的作用、生物体内氧化抑制作用、肥胖症抑制作用的维生素E、抗坏血酸脂肪酸酯、木聚糖、辅酶Q、磷脂、谷维素等。Such additives may, for example, be polyglycerol fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, Vitamin E, ascorbic acid fatty acid esters, xylan, coenzyme Q, phospholipids, oryzanol, diglycerides, etc., and those that have the effect of preventing adult diseases, preventing lifestyle-related diseases, inhibiting oxidation in vivo, and inhibiting obesity Vitamin E, ascorbic acid fatty acid esters, xylan, coenzyme Q, phospholipids, oryzanol, etc.

本发明的油脂组合物,具有与一般市售的菜籽油、玉米油、红花油、豆油等食用油相同或更好的味道,可以用于炒制物、炸制物、泡制物等的烹调,也可以用于含有油脂的食品,例如调味品、蛋黄酱、人造黄油、点心类、蛋糕、饮料等。根据烹调品的种类其味道特性也不同,但可以制作保持材料原味的清淡料理。而且,油炸烹调时油的消耗量,相同或少于通常的食用油。另外,通过适当连续摄取本发明的烹调用油脂组合物,可以发挥降低血脂浓度的作用。The oil composition of the present invention has the same or better taste as common commercially available edible oils such as rapeseed oil, corn oil, safflower oil, and soybean oil, and can be used for frying, frying, soaking, etc. It can also be used for cooking foods containing fat, such as condiments, mayonnaise, margarine, snacks, cakes, drinks, etc. The taste characteristics vary depending on the type of cooking food, but it is possible to make light dishes that keep the original taste of the ingredients. Moreover, the consumption of oil during frying and cooking is the same or less than that of common edible oil. In addition, the effect of lowering the blood lipid concentration can be exhibited by appropriately and continuously ingesting the oil and fat composition for cooking of the present invention.

实施例Example

下面举出实施例更加具体地说明本发明,但是本发明并非限定于这些实施例。The present invention will be described more specifically with reference to examples below, but the present invention is not limited to these examples.

实施例1Example 1

将菜籽烹调油(日清制油(株)制造)80质量份与MCT(MCT中,构成脂肪酸的质量比是辛酸/癸酸=3/1)20质量份混合之后,在减压、120℃条件下搅拌,进行脱气及脱水处理。其中作为催化剂加入甲醇钠0.1质量份,在120℃下进行30分钟随机酯交换反应。将反应产物利用常规方法水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物1。另外,相对于油脂组合物1,添加蔗糖脂肪酸酯(三菱化学フ一ズ(株)制造,商品名リヨ一ト一シユガ一エステルO-170)2.5质量%,琥珀酸甘油酯(理研维生素(株)制造,商品名ポエムB-10)0.1质量%,山梨糖醇酐脂肪酸酯(理研维生素(株)制造,商品名ポエムO-80)1质量%而得到油脂组合物2。以使用GS-1柱的气相色谱法及“标准油脂分析试验法(1996)”为标准,分别测定了油脂组合物1、2的甘油三酯组成及脂肪酸组成(以下实施例及比较例也同样)。其结果表示在表1中。After mixing 80 parts by mass of rapeseed cooking oil (manufactured by Nisshin Oil Co., Ltd.) and 20 parts by mass of MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid=3/1), the mixture was mixed under reduced pressure at 120 Stir under the condition of ℃, carry out degassing and dehydration treatment. Here, 0.1 parts by mass of sodium methoxide was added as a catalyst, and a random transesterification reaction was performed at 120° C. for 30 minutes. After the reaction product was washed with water and dried by a conventional method, decolorization and deodorization were performed to obtain an oil-fat composition 1 . In addition, 2.5% by mass of sucrose fatty acid ester (manufactured by Mitsubishi Chemical Fuzu Co., Ltd., trade name Riyotoshiyuga-Ester O-170) and glyceryl succinate (Riken Vitamin ( Co., Ltd., trade name Poem B-10) 0.1% by mass, sorbitan fatty acid ester (Riken Vitamin Co., Ltd., trade name Poem O-80) 1% by mass to obtain oil composition 2. The triglyceride composition and fatty acid composition of oil and fat compositions 1 and 2 were measured by gas chromatography using a GS-1 column and "Standard Oil and Fat Analysis Test Method (1996)" (the same applies to the following examples and comparative examples) ). The results are shown in Table 1.

实施例2Example 2

在大豆色拉油(日清制油(株)制造)85质量份与MCT(MCT中,构成脂肪酸的质量比是辛酸/癸酸=3/1)15质量份的混合物中,添加脂肪酶QL(名糖产业(株)制造)0.1质量份,在60℃下进行15小时酯交换反应。从反应产物中过滤出酶,将滤液水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物3。油脂组合物3的甘油三酯组成及脂肪酸组成表示在表1中。Lipase QL ( Meito Sangyo Co., Ltd.) 0.1 parts by mass, transesterification was performed at 60° C. for 15 hours. The enzyme was filtrated from the reaction product, and the filtrate was washed with water and dried, and decolorized and deodorized to obtain the fat composition 3 . Table 1 shows the triglyceride composition and fatty acid composition of oil and fat composition 3.

实施例3Example 3

将棕榈油(日清制油(株)制造)77质量份与质量比为辛酸/癸酸=1/1的中链脂肪酸混合物23质量份混合之后,在混合物中添加脂肪酶QL(名糖产业(株)制造)0.1质量份,在60℃下进行15小时酯交换反应。反应之后将酶过滤出,利用薄膜式蒸发器除去滤液中的游离脂肪酸之后,实施脱色、脱臭而得到了油脂组合物4。油脂组合物4的甘油三酯组成及脂肪酸组成表示在表1中。After mixing 77 parts by mass of palm oil (manufactured by Nisshin Oil Co., Ltd.) and 23 parts by mass of a mixture of medium-chain fatty acids with a mass ratio of caprylic acid/capric acid=1/1, lipase QL (Meito Sangyo Co., Ltd.) was added to the mixture. Co., Ltd.) 0.1 parts by mass, transesterification was performed at 60° C. for 15 hours. After the reaction, the enzyme was filtered off, and the free fatty acid in the filtrate was removed by a thin-film evaporator, followed by decolorization and deodorization to obtain an oil-fat composition 4 . Table 1 shows the triglyceride composition and fatty acid composition of oil and fat composition 4.

实施例4Example 4

将玉米油(日清制油(株)制造)77质量份与质量比为辛酸/癸酸=1/1的中链脂肪酸混合物23质量份混合之后,在混合物中添加脂肪酶QL(名糖产业(株)制造)0.1质量份,搅拌下在60℃进行15小时酯交换反应。反应后滤出酶,利用薄膜式蒸发器除去滤液中的游离脂肪酸后,进行脱色、脱臭得到了油脂组合物5。油脂组合物5的甘油三酯组成及脂肪酸组成表示在表1中。After mixing 77 parts by mass of corn oil (manufactured by Nisshin Oil Co., Ltd.) and 23 parts by mass of a mixture of medium-chain fatty acids with a mass ratio of caprylic acid/capric acid=1/1, lipase QL (Meito Sangyo Co., Ltd. (manufactured by Co., Ltd.) 0.1 parts by mass, transesterification reaction was performed at 60 degreeC for 15 hours with stirring. After the reaction, the enzyme was filtered out, and the free fatty acid in the filtrate was removed by a thin-film evaporator, followed by decolorization and deodorization to obtain an oil composition 5 . Table 1 shows the triglyceride composition and fatty acid composition of oil and fat composition 5.

实施例5Example 5

将菜籽烹调油(日清制油(株)制造)93质量份与MCT(MCT中,构成脂肪酸的质量比为辛酸/癸酸=3/1)7质量份混合之后,在减压、120℃下搅拌,且进行脱气及脱水处理。其中作为催化剂加入甲醇钠0.1质量份,在120℃下进行30分钟随机酯交换反应。将反应产物利用常规方法水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物6。油脂组合物6的甘油三酯组成及脂肪酸组成表示在表2中。After mixing 93 parts by mass of rapeseed cooking oil (manufactured by Nisshin Oil Co., Ltd.) and 7 parts by mass of MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid=3/1), the mixture was mixed under reduced pressure at 120 Stir at ℃, and carry out degassing and dehydration treatment. Here, 0.1 parts by mass of sodium methoxide was added as a catalyst, and a random transesterification reaction was performed at 120° C. for 30 minutes. After the reaction product was washed with water and dried by a conventional method, decolorization and deodorization were carried out to obtain an oil-fat composition 6 . Table 2 shows the triglyceride composition and fatty acid composition of oil and fat composition 6.

实施例6Example 6

将菜籽烹调油(日清制油(株)制造)90质量份与MCT(MCT中,构成脂肪酸的质量比为辛酸/癸酸=3/1)10质量份混合之后,在减压、120℃下搅拌,且进行脱气及脱水处理。其中作为催化剂加入甲醇钠0.1质量份,在120℃下进行30分钟随机酯交换反应。将反应产物利用常规方法水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物7。油脂组合物7的甘油三酯组成及脂肪酸组成表示在表2中。After mixing 90 parts by mass of rapeseed cooking oil (manufactured by Nissin Oil Co., Ltd.) and 10 parts by mass of MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid=3/1), the mixture was mixed under reduced pressure at 120 Stir at ℃, and carry out degassing and dehydration treatment. Here, 0.1 parts by mass of sodium methoxide was added as a catalyst, and a random transesterification reaction was performed at 120° C. for 30 minutes. The reaction product was washed with water and dried by a conventional method, and decolorized and deodorized to obtain the fat composition 7 . Table 2 shows the triglyceride composition and fatty acid composition of oil and fat composition 7.

实施例7Example 7

在与实施例2同样的混合物中添加脂肪酶QL(名糖产业(株)制造)0.1质量份,在60℃下进行3小时酯交换反应。从反应产物中过滤出酶,将滤液水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物8。油脂组合物8的甘油三酯组成及脂肪酸组成表示在表2中。0.1 parts by mass of lipase QL (manufactured by Meito Sangyo Co., Ltd.) was added to the same mixture as in Example 2, and a transesterification reaction was performed at 60° C. for 3 hours. The enzyme was filtered out from the reaction product, and the filtrate was washed with water and dried, and decolorized and deodorized to obtain the fat composition 8 . Table 2 shows the triglyceride composition and fatty acid composition of oil and fat composition 8.

[比较例1][Comparative example 1]

将菜籽烹调油(日清制油(株)制造)75质量份与MCT(MCT中,构成脂肪酸的质量比为辛酸/癸酸=3/1)25质量份混合之后,在减压、120℃下搅拌,进行脱气及脱水处理。其中作为催化剂加入甲醇钠0.1质量份,在120℃下进行30分钟随机酯交换反应。将反应产物利用常规方法水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物9。油脂组合物9的甘油三酯组成及脂肪酸组成表示在表2中。After mixing 75 parts by mass of rapeseed cooking oil (manufactured by Nisshin Oil Co., Ltd.) and 25 parts by mass of MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid=3/1), the mixture was mixed under reduced pressure at 120 Stir at ℃ for degassing and dehydration. Here, 0.1 parts by mass of sodium methoxide was added as a catalyst, and a random transesterification reaction was performed at 120° C. for 30 minutes. The reaction product was washed with water and dried by a conventional method, and then decolorized and deodorized to obtain the fat composition 9 . Table 2 shows the triglyceride composition and fatty acid composition of oil and fat composition 9.

[比较例2][Comparative example 2]

将菜籽烹调油(日清制油(株)制造)97质量份与MCT(MCT中,构成脂肪酸的质量比为辛酸/癸酸=3/1)3质量份混合之后,在减压、120℃下搅拌,进行脱气及脱水处理。其中作为催化剂加入甲醇钠0.1质量份,在120℃下进行30分钟随机酯交换反应。将反应产物利用常规方法水洗、干燥之后,实施脱色、脱臭而得到了油脂组合物10。油脂组合物10的甘油三酯组成及脂肪酸组成表示在表3中。After mixing 97 parts by mass of rapeseed cooking oil (manufactured by Nisshin Oil Co., Ltd.) and 3 parts by mass of MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid=3/1), the mixture was mixed under reduced pressure at 120 Stir at ℃ for degassing and dehydration. Here, 0.1 parts by mass of sodium methoxide was added as a catalyst, and a random transesterification reaction was performed at 120° C. for 30 minutes. The reaction product was washed with water and dried by a conventional method, and then decolorized and deodorized to obtain the fat composition 10 . Table 3 shows the triglyceride composition and fatty acid composition of oil and fat composition 10.

表1油脂组合物的分析值(质量%)                                实施例  油脂组合物1  油脂组合物2  油脂组合物3  油脂组合物4  油脂组合物5   甘油三酯组成3M0L2M1L1M2L0M3L 1.515.944.238.4 1.515.944.238.4 tr.10.241.148.4 2.019.145.433.5 1.918.545.534.1   脂肪组成C 8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3其他 14.44.80.00.03.21.649.217.98.90.0 14.34.60.00.03.12.049.417.98.70.0 10.53.40.00.08.63.320.746.27.10.2 10.811.11.00.833.33.331.67.90.00.2 11.011.20.00.010.21.623.342.70.00.0 The analytical value (mass %) of table 1 grease composition Example Grease Composition 1 Grease Composition 2 Grease Composition 3 Grease Composition 4 Grease Composition 5 Triglyceride composition 3M0L2M1L1M2L0M3L 1.515.944.238.4 1.515.944.238.4 tr.10.241.148.4 2.019.145.433.5 1.918.545.534.1 Fat composition C 8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3Others 14.44.80.00.03.21.649.217.98.90.0 14.34.60.00.03.12.049.417.98.70.0 10.53.40.00.08.63.320.746.27.10.2 10.811.11.00.833.33.331.67.90.00.2 11.011.20.00.010.21.623.342.70.00.0

注:M:中链脂肪酸,L:长链脂肪酸,tr.:微量,例如C8:0表示碳数为8且不饱和键(碳碳双键)数为0。(表2、3及4相同)。Note: M: medium-chain fatty acid, L: long-chain fatty acid, tr.: trace amount, for example, C8:0 means that the number of carbons is 8 and the number of unsaturated bonds (carbon-carbon double bonds) is 0. (Table 2, 3 and 4 are the same).

表2油脂组合物的分析值(质量%)The analytical value (mass %) of table 2 grease composition

                    实施例 Example   油脂组合物6 Fat Composition 6   油脂组合物7 Fat Composition 7   油脂组合物8 Fat composition 8   甘油三酯组成3M0L2M1L1M2L0M3L Triglyceride composition 3M0L2M1L1M2L0M3L 0.13.425.670.90.13.425.670.9 tr.5.131.963.0tr.5.131.963.0 4.86.135.154.04.86.135.154.0   脂肪组成C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3其他 Fat composition C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3Others 5.01.80.00.03.52.156.220.910.20.35.01.80.00.03.52.156.220.910.20.3 7.22.40.00.03.61.855.119.810.10.07.22.40.00.03.61.855.119.810.10.0 10.93.00.00.08.13.820.046.97.20.110.93.00.00.08.13.820.046.97.20.1

表3油脂组合物的分析值(质量%)           比较例  油脂组合物9   油脂组合物10   甘油三酯组成3M0L2M1L1M2L0M3L 2.821.045.530.7 tr.0.511.787.8   脂肪组成C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3其他 18.55.90.00.03.11.545.916.78.40.0 2.11.00.00.03.72.158.521.710.60.3 The analytical value (mass %) of table 3 grease composition comparative example Grease Composition 9 Grease Composition 10 Triglyceride composition 3M0L2M1L1M2L0M3L 2.821.045.530.7 tr.0.511.787.8 Fat composition C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3Others 18.55.90.00.03.11.545.916.78.40.0 2.11.00.00.03.72.158.521.710.60.3

表4油脂组合物的分析值(质量%)                 对照   豆油   菜籽油   调和油   甘油三酯组成3M0L2M1L1M2L0M3L 000100 000100 20.0--80.0   脂肪组成C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3其他 0.00.00.00.010.53.823.654.27.60.3 0.00.00.00.03.82.260.322.410.90.4 15.14.90.00.03.11.848.017.98.90.3 The analytical value (mass %) of table 4 grease composition control soybean oil canola oil blend oil Triglyceride composition 3M0L2M1L1M2L0M3L 000100 000100 20.0--80.0 Fat composition C8:0C10:0C12:0C14:0C16:0C18:0C18:1C18:2C18:3Others 0.00.00.00.010.53.823.654.27.60.3 0.00.00.00.03.82.260.322.410.90.4 15.14.90.00.03.11.848.017.98.90.3

实施例8Example 8

使四周龄的Wister雄性大鼠自由摄取8周添加了25质量%的大豆油(日清制油(株)制造)(对照)(甘油三酯组成及脂肪酸组成表示在表4中)或油脂组合物1、6、7、9或10的饲料。饲料的组成如表5所示。为防止必需脂肪酸不足,在全部饲料中添加了3质量%大豆油。使用美国营养学会推荐维生素及矿物质,向饲料的添加量根据能量密度而调整。实验食物给用8周之后,每组解剖8只,测定了内脏脂肪质量。另外,为了测定皮下脂肪量,将尸体冻结干燥之后利用索(格利特)氏提取器测定脂肪含量。饲养8周的大鼠的结果如表6所示。饲料摄取量、最终体重、尾长,在整个试验区的统计中没有发现明显的差异。饲养8周的大鼠内脏脂肪量及皮下脂肪量,在油脂组合物1、6及7组的统计中表现出明显的低值。从动物试验可以判断,使用中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例,及分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例在本发明范围内的本发明的油脂组合物1、6、7时,与使用对照及比较例油脂组合物9、10相比,体脂肪积累少。Four-week-old Wister male rats freely ingested soybean oil (manufactured by Nissin Oil Co., Ltd.) (control) (composition of triglycerides and fatty acids in Table 4) or a combination of oils and fats supplemented with 25% by mass for 8 weeks. feed for species 1, 6, 7, 9 or 10. The composition of the feed is shown in Table 5. In order to prevent the deficiency of essential fatty acids, 3% by mass soybean oil was added to the whole feed. Use the vitamins and minerals recommended by the American Academy of Nutrition, and the amount added to the feed is adjusted according to the energy density. After 8 weeks of administration of the experimental food, 8 animals in each group were dissected, and the mass of visceral fat was measured. In addition, in order to measure the amount of subcutaneous fat, the body was freeze-dried, and then the fat content was measured using a Sox (Glitter) extractor. Table 6 shows the results of the rats bred for 8 weeks. Feed intake, final body weight, and tail length, no statistically significant differences were found across the experimental plot. The visceral fat mass and subcutaneous fat mass of the rats fed for 8 weeks showed significantly lower values in the statistics of oil composition 1, 6 and 7 groups. It can be judged from animal experiments that the proportion of medium-chain fatty acids in the total fatty acids constituting the oil composition, and the proportion of triglycerides containing two medium-chain fatty acid residues in the total triglycerides in the molecule In the case of the oil-fat compositions 1, 6, and 7 of the present invention within the scope of the present invention, body fat accumulation was less than those using the oil-fat compositions 9, 10 of the control and comparative examples.

表5饲料组成   组成%   油脂组合物玉米淀粉酪蛋白蔗糖大豆油纤维素混合矿物质混合维生素L-胱氨酸重酒石酸胆碱   25.025.125.410.03.05.04.51.30.380.32 Table 5 feed composition composition% Oil Composition Corn Starch Casein Sucrose Soybean Oil Cellulose Mixed Minerals Mixed Vitamins L-Cystine Choline Bitartrate 25.025.125.410.03.05.04.51.30.380.32

表6动物实验结果(饲养8周)   大豆油(对照)   油脂组合物1   油脂组合物6   油脂组合物7   油脂组合物9   油脂组合物10   饲料摄取量(g/8周)   694±7   688±9   698±7   691±5   690±6   699±7  最终体重(g)   294±5   285±4   286±5   285±5   289±6   290±6   尾长(cm)   18±1   18±1   19±1   18±1   18±1   18±1  内脏脂肪(g)   21±2   17±1*   17±1*   18±1*   19±2   21±1  皮下脂肪(g)   30±2   25±1*   26±1*   26±1*   29±2   28±1 Table 6 Animal experiment results (raising for 8 weeks) soybean oil (control) Grease Composition 1 Grease Composition 6 Fat Composition 7 Grease Composition 9 Grease Composition 10 Feed intake (g/8 weeks) 694±7 688±9 698±7 691±5 690±6 699±7 Final body weight (g) 294±5 285±4 286±5 285±5 289±6 290±6 tail length(cm) 18±1 18±1 19±1 18±1 18±1 18±1 Visceral fat (g) 21±2 17±1 * 17±1 * 18±1 * 19±2 21±1 Subcutaneous fat (g) 30±2 25±1 * 26±1 * 26±1 * 29±2 28±1

注:数据以平均值±标准误差表示。Note: Data are presented as mean ± standard error.

*表示与对照相比危险率为5%以下,为显著差异。 * indicates a significant difference with a risk rate of 5% or less compared with the control.

实施例9Example 9

使用油脂组合物进行了烹调试验和耐寒性试验。烹调试验中,考查了发烟、起泡、油的飞溅、烹调品的味道。耐寒性试验是观察了低温保存时的外观。作为油脂组合物样品,使用菜籽油(日清制油(株)制造)(对照)、油脂组合物1、油脂组合物2、油脂组合物4、油脂组合物6、油脂组合物8及菜籽油和MCT(MCT中,构成脂肪酸的质量比为辛酸/癸酸=3/1)以4∶1(质量比)调合的油脂(调和油)等7种。菜籽油及调和油的甘油三酯组成及脂肪酸组成如表4所示。A cooking test and a cold resistance test were conducted using the oil and fat composition. In the cooking test, smoke generation, foaming, splashing of oil, and taste of cooking products were examined. In the cold resistance test, the appearance at the time of low-temperature storage was observed. As oil composition samples, rapeseed oil (manufactured by Nissin Oil Co., Ltd.) (control), oil composition 1, oil composition 2, oil composition 4, oil composition 6, oil composition 8, and rapeseed oil were used. Seed oil and MCT (in MCT, the mass ratio of constituent fatty acids is caprylic acid/capric acid = 3/1) blended at a ratio of 4:1 (mass ratio) including 7 kinds of oil (blend oil). The triglyceride composition and fatty acid composition of rapeseed oil and blended oil are shown in Table 4.

烹调试验结果如表7所示。从烹调试验结果可以看出,中链脂肪酸在构成油脂组合物的全部脂肪酸中所占的比例,及分子内含有2个中链脂肪酸残基的甘油三酯在全部甘油三酯中所占的比例在本发明范围内的本发明的油脂组合物1、2、4、6、8,具有与通常的食用油等同的烹调适应性。进而,分子内含有3个中链脂肪酸残基的甘油三酯在构成油脂组合物的全部甘油三酯中所占的比例为3质量%以下的油脂组合物1、2、4、6,烹调油炸物时稳定性高。特别是调合了乳化剂的油脂组合物2具有优良的抑制起泡效果。而且,将同样的7种样品,在5℃条件下静置48小时,观察了其外观。结果如表7所示。其结果是,在油脂组合物4中发现了结晶析出,但其他样品具有透明的外观。The cooking test results are shown in Table 7. From the results of the cooking test, it can be seen that the proportion of medium-chain fatty acids in all fatty acids constituting the oil composition, and the proportion of triglycerides containing two medium-chain fatty acid residues in the total triglycerides The oil and fat compositions 1, 2, 4, 6, and 8 of the present invention within the scope of the present invention have cooking suitability equivalent to that of common edible oils. Furthermore, the proportion of triglycerides containing three medium-chain fatty acid residues in the molecule in the total triglycerides constituting the oil composition is 3% by mass or less, the oil composition 1, 2, 4, 6, cooking oil High stability when frying. In particular, the oil-fat composition 2 in which an emulsifier was blended had an excellent effect of suppressing foaming. And the same 7 kinds of samples were left still at 5 degreeC for 48 hours, and the external appearance was observed. The results are shown in Table 7. As a result, crystallization was observed in oil and fat composition 4, but the other samples had a transparent appearance.

表7烹调试验及耐寒性试验结果   菜籽油(对照)   调和油   油脂组合物1   油脂组合物2   油脂组合物4   油脂组合物6   油脂组合物8   发烟   10   5   8   8   8   9   8   起泡   10   1   8   10   8   9   8   油的飞溅   10   5   9   9   9   9   9   味道   10   10   10   10   10   10   10   油炸物稳定性   10   1   8   9   8   8   6   耐寒性(5℃)   10   8   8   8   5   8   8 Table 7 cooking test and cold resistance test results Rapeseed Oil (Control) blend oil Grease Composition 1 Grease Composition 2 Grease Composition 4 Grease Composition 6 Grease Composition 8 smoke 10 5 8 8 8 9 8 bubbling 10 1 8 10 8 9 8 oil splash 10 5 9 9 9 9 9 smell 10 10 10 10 10 10 10 fry stability 10 1 8 9 8 8 6 Cold resistance (5℃) 10 8 8 8 5 8 8

注:以菜籽油为对照(10点),评价标准为10~7点:可以使用;6~4点:使用中存在一些问题;3~1点:不能使用。Note: Taking rapeseed oil as the control (10 points), the evaluation standard is 10-7 points: it can be used; 6-4 points: there are some problems in use; 3-1 point: it cannot be used.

发烟:将直径为24cm的特氟隆加工的长把浅平底锅预热30秒,加入样品油15g,进一步加热30秒。之后,在长把浅平底锅中加入烹调用的蔬菜,加热3分钟时添加适量的盐和胡椒。用肉眼观察了烹调时的发烟。Fuming: Preheat a Teflon-processed shallow frying pan with a diameter of 24 cm for 30 seconds, add 15 g of sample oil, and further heat for 30 seconds. Afterwards, add the vegetables for cooking in a long shallow saucepan, adding salt and pepper to taste when heating for 3 minutes. Smoke generation during cooking was observed with the naked eye.

起泡、油的飞溅、味道:在家庭用电油炸锅中加入样品油600g,在180℃下,加入四个虾团,1分钟后观察了油的起泡、油的飞溅。另外,对烹调的炸虾团的味道进行评价。Bubbles, splashes of oil, and taste: 600 g of sample oil was added to a household electric fryer, and four shrimp balls were added at 180° C., and foams and splashes of oil were observed after 1 minute. In addition, the taste of the cooked fried shrimp balls was evaluated.

油炸物的稳定性:在家庭用电油炸锅中加入样品油600g,在180℃下,将虾团油炸30分钟,接着将肉饼油炸30分钟,最后将鸡肉油炸30分钟。根据细泡(カニ泡)产生程度,评价对油炸物烹调的稳定性。细泡的产生,达到油炸锅表面积的100%时停止油炸。Stability of fried food: Add 600 g of sample oil into a domestic electric fryer, fry the shrimp balls at 180°C for 30 minutes, then fry the meatloaf for 30 minutes, and finally fry the chicken for 30 minutes. The stability to fried food cooking was evaluated according to the degree of generation of fine bubbles (kanny bubbles). Generation of fine bubbles, stop frying when 100% of the fryer surface area is reached.

耐寒性:观察了低温保存时(5℃下静置48小时)的外观。Cold resistance: the external appearance at the time of low-temperature storage (standing still at 5 degreeC for 48 hours) was observed.

本发明的油脂组合物,体脂肪积累少,具有与通常的食用油等同的烹调适应性,并且味道良好且安全性高。The oil and fat composition of the present invention has less accumulation of body fat, has cooking suitability equivalent to that of common edible oils, and has good taste and high safety.

Claims (14)

1. a content of triglyceride is the above fat or oil compositions of 85 quality %, it is characterized in that, medium chain fatty acid shared ratio in all fatty acids that constitutes fat or oil composition is 5~23 quality %, triglyceride level shared ratio in whole triglyceride level that intramolecularly contains 2 medium chain fatty acid residues is 1~20 quality %, and chain saturated fatty acids shared ratio in the whole longer chain fatty acids that constitute fat or oil composition is below the 20 quality %, described medium chain fatty acid is that carbon number is 6~12 lipid acid, and described longer chain fatty acid is that carbon number is the lipid acid more than 14.
2. fat or oil composition according to claim 1, it contains and is selected from least a as emulsifying agent of sucrose fatty ester, polyglycerol fatty acid ester, succsinic acid glyceryl ester, monoglyceride, triglyceride, Sorbitol Powder fatty acid ester and sorbitan-fatty acid ester, and the content of emulsifying agent is that benchmark is 0.1~6 quality % with the fat or oil composition that adds before the emulsifying agent.
3. fat or oil composition according to claim 1, wherein medium chain fatty acid is that carbon number is 8~10 saturated fatty acid.
4. fat or oil composition according to claim 2, wherein medium chain fatty acid is that carbon number is 8~10 saturated fatty acid.
5. according to the described fat or oil composition of claim 1, wherein to have triglyceride level shared ratio in the whole triglyceride level that constitute fat or oil composition of 3 medium chain fatty acid residues be below the 3 quality % to intramolecularly.
6. fat or oil composition according to claim 2, wherein triglyceride level in the whole triglyceride level that constitute fat or oil composition the shared ratio of intramolecularly with 3 medium chain fatty acid residues is below the 3 quality %.
7. fat or oil composition according to claim 3, wherein triglyceride level in the whole triglyceride level that constitute fat or oil composition the shared ratio of intramolecularly with 3 medium chain fatty acid residues is below the 3 quality %.
8. fat or oil composition according to claim 4, wherein triglyceride level in the whole triglyceride level that constitute fat or oil composition the shared ratio of intramolecularly with 3 medium chain fatty acid residues is below the 3 quality %.
9. fat or oil composition according to claim 1, wherein with respect to this fat or oil composition, the content of contained various emulsifying agents is: 0.1~3 quality % is selected from least a of sucrose fatty ester and polyglycerol fatty acid ester, 0.01 the succsinic acid glyceryl ester of~2 quality %, and 0.1~3 quality % be selected from least a of monoglyceride, triglyceride, Sorbitol Powder fatty acid ester and sorbitan-fatty acid ester so that the total amount of this emulsifying agent reaches 0.3~5 quality %.
10. fat or oil composition for cooking, it contains each described fat or oil composition of with good grounds claim 1~9.
11. fat or oil composition for cooking according to claim 10 has wherein mixed the additive that is selected from polyglycerol fatty acid ester, sucrose fatty ester, sorbitan-fatty acid ester, vitamin-E, ascorbic acid fatty acid ester, xylan, ubiquinone, phosphatide, thiaminogen and triglyceride.
12. method of making claim 1,3, each described fat or oil composition of 5 and 7, it is characterized in that, with raw oil material and medium chain fatty acid or Triglycerides,C8-10 with the former/latter's mass ratio=71/29~97/3 mixes, raw mix with respect to gained adds lipolytic ferment with the ratio of 0.005~10 quality %, carries out transesterification reaction 2~48 hours under 40~100 ℃ then.
13. a fat or oil composition manufacture method is characterized in that, adds emulsifying agent in claim 1,3, each described fat or oil composition of 5 and 7.
14. the described manufacture method of claim 13, wherein, described emulsifying agent is be selected from sucrose fatty ester, polyglycerol fatty acid ester, succsinic acid glyceryl ester, monoglyceride, triglyceride, Sorbitol Powder fatty acid ester and sorbitan-fatty acid ester at least a.
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