NO179176C - Process for preparing rhamnose from rhamnolipids - Google Patents
Process for preparing rhamnose from rhamnolipidsInfo
- Publication number
- NO179176C NO179176C NO930885A NO930885A NO179176C NO 179176 C NO179176 C NO 179176C NO 930885 A NO930885 A NO 930885A NO 930885 A NO930885 A NO 930885A NO 179176 C NO179176 C NO 179176C
- Authority
- NO
- Norway
- Prior art keywords
- rhamnose
- rhamnolipids
- separated
- further processed
- preparing
- Prior art date
Links
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 title abstract 3
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 title abstract 3
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- CBDCDOTZPYZPRO-DEZHIRTDSA-N (2r,3r,4s,5s)-2,3,4,5-tetrahydroxyhexanal;hydrate Chemical compound O.C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O CBDCDOTZPYZPRO-DEZHIRTDSA-N 0.000 abstract 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 150000007514 bases Chemical class 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- FCBUKWWQSZQDDI-UHFFFAOYSA-N rhamnolipid Chemical compound CCCCCCCC(CC(O)=O)OC(=O)CC(CCCCCCC)OC1OC(C)C(O)C(O)C1OC1C(O)C(O)C(O)C(C)O1 FCBUKWWQSZQDDI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/02—Monosaccharides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/08—Deoxysugars; Unsaturated sugars; Osones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Body Structure For Vehicles (AREA)
Abstract
The invention relates to a process for the production of rhamnose from rhamnolipids in which an acid emulsion of the rhamnolipid is hydrolysed at 100 to 200 C and then cooled, the aqueous phase of the hydrolysate produced is separated from the lipid phase, its pH is raised by the addition of a basic compound, any remaining precipitate is separated, the remaining solution condensed and either further processed directly or chromatographed via an ion exchange resin. The eluate comprises rhamnose-containing fractions which can be further processed as such or converted into crystalline rhamnose monohydrate.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4030262A DE4030262A1 (en) | 1990-09-25 | 1990-09-25 | METHOD FOR PRODUCING RHAMNOSE FROM RHAMNOLIPID |
| PCT/EP1991/001426 WO1992005182A1 (en) | 1990-09-25 | 1991-07-30 | Process for producing rhamnose from rhamnolipids |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| NO930885L NO930885L (en) | 1993-03-11 |
| NO930885D0 NO930885D0 (en) | 1993-03-11 |
| NO179176B NO179176B (en) | 1996-05-13 |
| NO179176C true NO179176C (en) | 1996-08-21 |
Family
ID=6414911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO930885A NO179176C (en) | 1990-09-25 | 1993-03-11 | Process for preparing rhamnose from rhamnolipids |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0550448B1 (en) |
| JP (1) | JP3140775B2 (en) |
| AT (1) | ATE106083T1 (en) |
| DE (2) | DE4030262A1 (en) |
| DK (1) | DK0550448T3 (en) |
| ES (1) | ES2054501T3 (en) |
| FI (1) | FI103119B1 (en) |
| NO (1) | NO179176C (en) |
| WO (1) | WO1992005182A1 (en) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG54274A1 (en) | 1992-11-27 | 1998-11-16 | Hoechst Ag | Alpha-l-rhamnosidase for obtaining rhamnose a process for its preparation and its use |
| WO1999043334A1 (en) * | 1998-02-24 | 1999-09-02 | Tatjana Piljac | Use of rhamnolipids in wound healing, treating burn shock, atherosclerosis, organ transplants, depression, schizophrenia and cosmetics |
| US20040121309A1 (en) | 2002-12-06 | 2004-06-24 | Ecker David J. | Methods for rapid detection and identification of bioagents in blood, bodily fluids, and bodily tissues |
| US7666588B2 (en) | 2001-03-02 | 2010-02-23 | Ibis Biosciences, Inc. | Methods for rapid forensic analysis of mitochondrial DNA and characterization of mitochondrial DNA heteroplasmy |
| WO2004060278A2 (en) | 2002-12-06 | 2004-07-22 | Isis Pharmaceuticals, Inc. | Methods for rapid identification of pathogens in humans and animals |
| US20030027135A1 (en) | 2001-03-02 | 2003-02-06 | Ecker David J. | Method for rapid detection and identification of bioagents |
| US7226739B2 (en) | 2001-03-02 | 2007-06-05 | Isis Pharmaceuticals, Inc | Methods for rapid detection and identification of bioagents in epidemiological and forensic investigations |
| US8073627B2 (en) | 2001-06-26 | 2011-12-06 | Ibis Biosciences, Inc. | System for indentification of pathogens |
| US7217510B2 (en) | 2001-06-26 | 2007-05-15 | Isis Pharmaceuticals, Inc. | Methods for providing bacterial bioagent characterizing information |
| US8057993B2 (en) | 2003-04-26 | 2011-11-15 | Ibis Biosciences, Inc. | Methods for identification of coronaviruses |
| US8158354B2 (en) | 2003-05-13 | 2012-04-17 | Ibis Biosciences, Inc. | Methods for rapid purification of nucleic acids for subsequent analysis by mass spectrometry by solution capture |
| US7964343B2 (en) | 2003-05-13 | 2011-06-21 | Ibis Biosciences, Inc. | Method for rapid purification of nucleic acids for subsequent analysis by mass spectrometry by solution capture |
| US20120122102A1 (en) | 2003-09-11 | 2012-05-17 | Rangarajan Sampath | Compositions for use in identification of bacteria |
| US8546082B2 (en) | 2003-09-11 | 2013-10-01 | Ibis Biosciences, Inc. | Methods for identification of sepsis-causing bacteria |
| US8097416B2 (en) | 2003-09-11 | 2012-01-17 | Ibis Biosciences, Inc. | Methods for identification of sepsis-causing bacteria |
| US8163895B2 (en) | 2003-12-05 | 2012-04-24 | Ibis Biosciences, Inc. | Compositions for use in identification of orthopoxviruses |
| US7666592B2 (en) | 2004-02-18 | 2010-02-23 | Ibis Biosciences, Inc. | Methods for concurrent identification and quantification of an unknown bioagent |
| JP4810533B2 (en) | 2004-05-24 | 2011-11-09 | アイビス バイオサイエンシズ インコーポレイティッド | Mass spectrometry using selective ion filtration by digital thresholding. |
| US20050266411A1 (en) | 2004-05-25 | 2005-12-01 | Hofstadler Steven A | Methods for rapid forensic analysis of mitochondrial DNA |
| US7811753B2 (en) | 2004-07-14 | 2010-10-12 | Ibis Biosciences, Inc. | Methods for repairing degraded DNA |
| US8182992B2 (en) | 2005-03-03 | 2012-05-22 | Ibis Biosciences, Inc. | Compositions for use in identification of adventitious viruses |
| US8084207B2 (en) | 2005-03-03 | 2011-12-27 | Ibis Bioscience, Inc. | Compositions for use in identification of papillomavirus |
| CA2616281C (en) | 2005-07-21 | 2014-04-22 | Isis Pharmaceuticals, Inc. | Methods for rapid identification and quantitation of mitochondrial dna variants |
| EP2064332B1 (en) | 2006-09-14 | 2012-07-18 | Ibis Biosciences, Inc. | Targeted whole genome amplification method for identification of pathogens |
| JP5680304B2 (en) | 2007-02-23 | 2015-03-04 | アイビス バイオサイエンシズ インコーポレイティッド | Rapid forensic DNA analysis |
| US9598724B2 (en) | 2007-06-01 | 2017-03-21 | Ibis Biosciences, Inc. | Methods and compositions for multiple displacement amplification of nucleic acids |
| US8534447B2 (en) | 2008-09-16 | 2013-09-17 | Ibis Biosciences, Inc. | Microplate handling systems and related computer program products and methods |
| WO2010033627A2 (en) | 2008-09-16 | 2010-03-25 | Ibis Biosciences, Inc. | Sample processing units, systems, and related methods |
| US8550694B2 (en) | 2008-09-16 | 2013-10-08 | Ibis Biosciences, Inc. | Mixing cartridges, mixing stations, and related kits, systems, and methods |
| WO2010093943A1 (en) | 2009-02-12 | 2010-08-19 | Ibis Biosciences, Inc. | Ionization probe assemblies |
| WO2011008971A1 (en) | 2009-07-17 | 2011-01-20 | Ibis Biosciences, Inc. | Lift and mount apparatus |
| EP2454000A4 (en) | 2009-07-17 | 2016-08-10 | Ibis Biosciences Inc | Systems for bioagent identification |
| EP2488656B1 (en) | 2009-10-15 | 2015-06-03 | Ibis Biosciences, Inc. | Multiple displacement amplification |
| CN102766172A (en) * | 2011-09-19 | 2012-11-07 | 大庆沃太斯化工有限公司 | Industrial production method of rhamnolipid biosurfactant dry powder |
| AU2016207008B2 (en) * | 2015-01-12 | 2019-09-26 | Stepan Company | Production of rhamnolipid compositions |
| BR102017000578B1 (en) | 2017-01-11 | 2019-04-02 | Natura Cosméticos S.A. | PROCESS OF OBTAINING RAMNOLIPID PRODUCED BY PSEUDOMONAS OR ENTEROBACTER USING ANDIROBA OR MURUMURU SEED WASTE |
| PL3577126T3 (en) * | 2017-02-06 | 2023-11-27 | Stepan Company | Decolorization of concentrated rhamnolipid composition |
| CN108949850B (en) * | 2018-08-01 | 2021-07-23 | 万华化学集团股份有限公司 | A kind of online separation and purification method of rhamnolipid fermentation liquid |
| CN112225763A (en) * | 2020-11-16 | 2021-01-15 | 西安润嬴生物科技有限公司 | Separation and purification method of rhamnolipid |
| CN119464254B (en) * | 2025-01-15 | 2025-04-11 | 南京工业大学 | An α-L-rhamnosidase gene and its application in producing L-rhamnose |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4933281A (en) * | 1987-03-17 | 1990-06-12 | The University Of Iowa Research Foundation | Method for producing rhamnose |
| DE3871491D1 (en) * | 1987-11-03 | 1992-07-02 | Nestle Sa | SELECTIVE HYDROLYSIS. |
| GB8727221D0 (en) * | 1987-11-20 | 1987-12-23 | Unilever Plc | Glycoside hydrolysis |
-
1990
- 1990-09-25 DE DE4030262A patent/DE4030262A1/en not_active Withdrawn
-
1991
- 1991-07-30 DK DK91914055.8T patent/DK0550448T3/en active
- 1991-07-30 EP EP91914055A patent/EP0550448B1/en not_active Expired - Lifetime
- 1991-07-30 ES ES91914055T patent/ES2054501T3/en not_active Expired - Lifetime
- 1991-07-30 DE DE59101734T patent/DE59101734D1/en not_active Expired - Fee Related
- 1991-07-30 AT AT91914055T patent/ATE106083T1/en not_active IP Right Cessation
- 1991-07-30 JP JP03512763A patent/JP3140775B2/en not_active Expired - Fee Related
- 1991-07-30 WO PCT/EP1991/001426 patent/WO1992005182A1/en not_active Ceased
-
1993
- 1993-02-18 FI FI930736A patent/FI103119B1/en active
- 1993-03-11 NO NO930885A patent/NO179176C/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE59101734D1 (en) | 1994-06-30 |
| FI930736A0 (en) | 1993-02-18 |
| DK0550448T3 (en) | 1994-09-26 |
| ATE106083T1 (en) | 1994-06-15 |
| FI103119B (en) | 1999-04-30 |
| EP0550448B1 (en) | 1994-05-25 |
| WO1992005182A1 (en) | 1992-04-02 |
| NO179176B (en) | 1996-05-13 |
| JPH06500309A (en) | 1994-01-13 |
| FI103119B1 (en) | 1999-04-30 |
| ES2054501T3 (en) | 1994-08-01 |
| DE4030262A1 (en) | 1992-03-26 |
| EP0550448A1 (en) | 1993-07-14 |
| NO930885L (en) | 1993-03-11 |
| JP3140775B2 (en) | 2001-03-05 |
| FI930736L (en) | 1993-02-18 |
| NO930885D0 (en) | 1993-03-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN JANUARY 2003 |