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WO2002009125A1 - Particules magnetiques spheriques de sio2 ayant des taille de particule, taille de pore et teneur magnetique regulables, leur procede de preparation et utilisation de particules de sio2 de ce type - Google Patents

Particules magnetiques spheriques de sio2 ayant des taille de particule, taille de pore et teneur magnetique regulables, leur procede de preparation et utilisation de particules de sio2 de ce type Download PDF

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Publication number
WO2002009125A1
WO2002009125A1 PCT/EP2001/008392 EP0108392W WO0209125A1 WO 2002009125 A1 WO2002009125 A1 WO 2002009125A1 EP 0108392 W EP0108392 W EP 0108392W WO 0209125 A1 WO0209125 A1 WO 0209125A1
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WIPO (PCT)
Prior art keywords
particles
magnetic
added
dispersion
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2001/008392
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German (de)
English (en)
Inventor
Detlef Müller-Schulte
Rainer Fischer
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Fraunhofer Gesellschaft zur Foerderung der Angewandten Forschung eV
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Fraunhofer Gesellschaft zur Foerderung der Angewandten Forschung eV
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Priority to AU2001279770A priority Critical patent/AU2001279770A1/en
Publication of WO2002009125A1 publication Critical patent/WO2002009125A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y25/00—Nanomagnetism, e.g. magnetoimpedance, anisotropic magnetoresistance, giant magnetoresistance or tunneling magnetoresistance
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03C—MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03C1/00—Magnetic separation
    • B03C1/005—Pretreatment specially adapted for magnetic separation
    • B03C1/01—Pretreatment specially adapted for magnetic separation by addition of magnetic adjuvants
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09—Recombinant DNA-technology
    • C12N15/10—Processes for the isolation, preparation or purification of DNA or RNA
    • C12N15/1003—Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor
    • C12N15/1006—Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor by means of a solid support carrier, e.g. particles, polymers
    • C12N15/1013—Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor by means of a solid support carrier, e.g. particles, polymers by using magnetic beads
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
    • G01N33/54313—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being characterised by its particulate form
    • G01N33/54326—Magnetic particles
    • G01N33/5434—Magnetic particles using magnetic particle immunoreagent carriers which constitute new materials per se
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01F—MAGNETS; INDUCTANCES; TRANSFORMERS; SELECTION OF MATERIALS FOR THEIR MAGNETIC PROPERTIES
    • H01F1/00—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties
    • H01F1/0036—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties showing low dimensional magnetism, i.e. spin rearrangements due to a restriction of dimensions, e.g. showing giant magnetoresistivity
    • H01F1/0045—Zero dimensional, e.g. nanoparticles, soft nanoparticles for medical/biological use
    • H01F1/0054—Coated nanoparticles, e.g. nanoparticles coated with organic surfactant
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2400/00—Assays, e.g. immunoassays or enzyme assays, involving carbohydrates

Definitions

  • the present invention relates to magnetic Si0 2 particles with adjustable pore and particle size and adjustable magnetic content, a process for their preparation and their use.
  • Such Si0 2 particles are used in particular in the field of purification and analysis, in particular of biomolecules and as a carrier for biocatalysts, for example in the field of biotechnology, as an adsorber, for example in the field of medicine or as a stimulus-response gel.
  • Si0 2 gels of various origins have long been known as chromatography media, but their use specifically for nucleic acid purification was only recognized and in the early eighties DE 32 11 309 AI described.
  • the particles listed there are pure Si0 2 gels, which are used exclusively in acid chromatography.
  • Silanized iron oxide particles for the immobilization of enzymes are known from US 4,152,210 A. Also for the purpose of enzyme immobilization, US 4,343,901 describes ferromagnetic particles which are produced by a sol-gel technique.
  • PCT EP97 / 04828 describes 50-150 nm large monodisperse magnetic particles which consist of an SiO 2 core which receives magnetic properties by coating with iron oxide. Subsequent silanization of the iron oxide layer enables the particles to bind nucleic acids. ⁇
  • Magnetic Si0 hybrid paste particles consisting of a polystyrene core onto which magnetite and subsequently an Si0 2 layer are polymerized, are known from PCT / US 95/12988. The particles are used for antibody and cell separation.
  • Iron oxide particles coated with colloidal SiO 2 are disclosed in US Pat. No. 4,280,918 A.
  • Colloidal metal particles for use in immunoassay are described in the application PCT / US97 / 03886.
  • US Pat. No. 5,320,944 A discloses 0.2-3 .mu.m magnetic particles which obtain magnetic properties by coating a polymer particle with iron oxides. By further coating the particles with silanes, nylon or polystyrene, antibodies can then be coupled to the particles for use in the immunoassay.
  • WO 99/13993 discloses the production of an optical sensor in the form of a glass or transparent polymer support on which noble metal colloids are applied to improve the binding of the effector molecules for use in immunoassays.
  • silica gels for gel permeation chromatography which are grafted with cerium (IV) initiation with vinyl monomers in order to suppress non-specific protein adsorption, is known from PCT / EP94 / 01378.
  • Organosilanized colloidal Si0 2 gel particles as biological separating media are disclosed 4,927,749 A and US 4,927,750 A and WO 99/36359 in the 'US, wherein the stability of the colloids, and manner of silanization in the foreground, magnetic particles contain a magnetic core material and are coated with an inorganic oxide are disclosed in EP 0 343 934 AI.
  • the starting point of the invention are prepolymers in the form of Si0 2 hydrosols, which are mixed with magnetic colloids or magnetic particles and then polycondensed into spherical polymer particles in the heterogeneous phase.
  • Magnetic particles in the sense of the present invention are understood here to mean conventional magnetic particles, magnetic colloids and / or ferrofluids, with “colloids * or“ ferrofluids * by definition all magnetic nanoparticles which, either with or without the addition of a stabilizer, surfactant or emulsifier, form a stable aqueous form colloidal dispersion.
  • the Si0 2 sols are produced by the known sol-gel processes by hydrolysis of alkoxysilanes with the aid of dilute mineral acids or organic-based acids. Hydrochloric acid or carboxylic acids such as acetic acid, iron acid or propionic acid are used as mineral acids. To obtain the Si0 2 sols, the alkoxysilanes are dispersed in water and hydrolyzed by adding acid. Silicic acid orthoesters of aliphatic alcohols can be used as alkoxysilanes, preferably methyl, ethyl or propyl esters being used individually or as mixtures.
  • P PJ ⁇ P- P N d H ⁇ d ⁇ ⁇ 01 ⁇ d ⁇ ; ⁇ ⁇ P. d P P "rt PJ: P- ⁇ -i 01 d
  • TJ PJ ⁇ a ⁇ H) uq da P ⁇ a rt 0 4 P- d ⁇ uq rt tr P 3 ao ⁇ o TJ Hi
  • PK ⁇ d P "uq. ⁇ &> P 1 1 H ⁇ rt P3 P ⁇ : cn rt ⁇ ⁇ ⁇
  • the sol can be used for further particle production.
  • immediate use of the brine is not absolutely necessary, since the brine, depending on the acid concentration and sol preparation, maintain a fluid consistency over several days and can still be processed after days.
  • a magnetic colloid or ferrofluid is added to the sol.
  • colloids or “ferrofluids” include all magnetic nanoparticles which form a stable aqueous-colloidal dispersion either with or without the addition of a stabilizer, surfactant or emulsifier.
  • Magnetic and transition metal oxides, ferrites or other nanoparticulate compounds which are either ferro-, ferri- or superparamagnetic in nature are suitable as magnetic nanoparticles.
  • ferrofluids that enter into a homogeneous dispersion with the sols are those that contain either charged surfactants, for example in the form of aromatic or aliphatic sulfides. co co c ⁇ O C ⁇ o c ⁇ Cn
  • These magnetic particles are used in an analogous manner to the colloids or ferrofluids for the production of the Si0 2 particles according to the invention.
  • the magnetic-colloid-sol mixture is dispersed in an organic solvent with stirring in the subsequent step.
  • Suitable dispersants are solvents which are immiscible with water and which form either emulsions or dispersions. It has surprisingly been found that, above all, organic solvents lead to a stable dispersion which have a distribution coefficient of> 2. According to Laane et al. (in “Biocatalysis in Organic Media”, Laane et al. Ed., Elsevier, Amsterdam, pp 65, 1987) the logarithm of the distribution coefficient is defined in a standard octanol-water two-phase system.
  • Solvents that fulfill these properties are, for example, chloroform, trichlorethylene, 1.1.1-trichloroethane, hexane, petroleum ether, toluene, carbon tetrachloride, heptane, octane. Mixtures of the above solvents, which have a density of approx. 1 g / cm 3 . o ⁇ to P 1 P>
  • the low viscosity enables the synthesized magnetic particles to be separated from the reaction mixture within a few seconds using a commercially available hand magnet. This separation step, however, takes up to a few hours when using vegetable oils, followed by extensive washing processes with organic solvents, which are necessary to remove the residual oil from the magnetic particles. In the present process, however, the solvents used can be easily recovered by redistillation.
  • the volume ratios of organic phase to hydrosol are generally 8: 1 to 30: 1 and 2: 1 to 4: 1 in relation to the volume ratio of sol to magnetic colloid.
  • Solids in the sol approach is between 10-55%.
  • the magnetic particles as biocatalysts in biotechnological fermentation processes, as a protein encapsulation matrix, as a "stimulus-response” gel or as an adsorber in hemoperfusion.
  • biomolecules such as enzymes or proteins are both encapsulated in the sol-gel matrix by simple admixing to the sol approach and also via active groups, as will be explained below the Si0 2 carrier can be covalently coupled.
  • Ligands in the form of peptides, proteins or enzymes can be covalently coupled to the supports modified in this way for the separation according to the affinity principle or for use as biocatalysts. There are several options for this:
  • Protein and other ligands can be coupled directly to the halogen-substituted supports by simple incubation.
  • Protein ligands can be covalently bound with the amino group-substituted magnetic particles using dialdehydes.
  • Amino-substituted Si0 2 carriers are first reacted using succinic anhydride and the carboxyl groups formed are then activated, for example with carbodiimides. Protein ligands can be coupled directly to the activated groups.
  • amino-functionalized nucleic acids of any kind can also be coupled to the Si0 2 support using the methods described.
  • the magnetic particles can also be produced by mixing Si0 2 sols with synthetic, semisynthetic or natural organic polymers. With regard to the changed morphology and the chemical reaction behavior compared to the pure Si0 2 gels, there is a modified one
  • Range of properties that opens up an expansion of the application framework This relates in particular to the application in the field of purification of high molecular nucleic acids and the separation of proteins.
  • the polymer mixture leads to hybrid polymers which partially combine both the chemical-physical properties of the organic polymers and those of the SiO 2 gels. Specifically, the hybrid particles' adsorption behavior towards proteins, the mechanical strength and the base stability are worth mentioning.
  • Suitable copolymers are largely those polymers which are water-soluble and compatible with the SiO 2 sols, ie which can form homogeneous mixtures without phase separation.
  • the pro Products and their targeted use in selected biochemical and biotechnological areas are preferred those polymers that enable a targeted modification of the morphological structure with regard to a surface enlargement as well as with regard to the pore structure.
  • Polymers that are preferred as additives are, for example, polyvinyl alcohol, polyacrylic acid, polyamino acids, polysaccharides, proteins or polyvinylpyrrolidone.
  • aqueous polymer solutions are used, which are mixed with the SiO 2 sols before the dispersion process.
  • the volume fraction of the organic polymer solutions in the sol phase is between 5 and 25%.
  • Polymers with a molecular weight of 15,000 to 250,000 are usually used.
  • the use of the predominantly very hydrophilic polymers also offers the possibility of largely suppressing the unspecific adsorption behavior which is very pronounced in pure silica gels.
  • a mixture of 55 ml tetraethoxylsilane and 15 ml 0.05 M HCI are in an ultrasonic bath for 25 min. sonicated under ice cooling.
  • 20 ml of the SiO 2 sol which has a viscosity of 36 cp at 20 ° C.
  • a magnetic colloid which according to the specification by Shinkai et al. (Biocatalysis, Vol 5, 61, 1991) by oxidation of a 0.6 molar iron (II) salt solution using 0.3 M Na nitrite.
  • the suspension obtained is introduced into 280 ml of 1.1.1-trichloroethane in which 0.5% by volume of Tween 80 and 0.8% by volume of Prisorine have been dissolved.
  • the batch is dispersed with stirring (1800 rpm) for a few seconds, 10 ml of 1% ammonia solution are then added, and the dispersion is stirred for a further 3 seconds.
  • the magnetic particles are separated from the suspension using a hand magnet and washed three times with approx. 50 ml of ethanol and water. Magnetic particles with a particle size of 20-60 ⁇ m are obtained. After 12 hours of incubation in water, the particles are washed several times with water and then dried in vacuo for several hours to constant weight. The particles have an average pore size of 24 nm.
  • the magnetic particles obtained can be used according to the known methods for the purification of nucleic acids.
  • a mixture consisting of 25 ml of the sol prepared according to Example 1 and 8 ml of a magnetite colloid, which according to the instructions of Khalafalla and Reimers (Br-Pat. 1 439 03 1) from an iron (III) - / iron ( II) salt solution (molar ratio 2: 1) obtained by ammonia precipitation are in
  • a suspension consisting of 50 ml of tetramethoxylsilane and 20 ml of 0.3 M HC1 is for 5 min. sonicated in an ultrasonic bath. 20 ml of the thus obtained

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Abstract

La présente invention concerne un procédé de préparation de particules magnétiques de SiO2, comprenant les étapes suivantes: a) des alkoxy silanes sont dispersés dans l'eau, hydrolysés par catalyse acide, et condensés en un hydrosol de SiO2; b) afin de produire un mélange particules magnétiques-sol, des particules magnétiques telles que des particules magnétiques courantes, des colloïdes magnétiques et/ou des ferrofluides, sont ajoutées à l'hydrosol de SiO2; c) le mélange particules magnétiques-sol est dispersé dans un solvant organique non miscible dans l'eau; et d) au mélange particules magnétiques-sol est ajoutée une base, pendant ou après la dispersion dans le solvant organique, afin de permettre la formation d'un gel.
PCT/EP2001/008392 2000-07-21 2001-07-20 Particules magnetiques spheriques de sio2 ayant des taille de particule, taille de pore et teneur magnetique regulables, leur procede de preparation et utilisation de particules de sio2 de ce type Ceased WO2002009125A1 (fr)

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AU2001279770A AU2001279770A1 (en) 2000-07-21 2001-07-20 Spherical, magnetic sio2 particles with an adjustable particle and pore size and an adjustable magnetic content, method for producing them and use of sio2 particles of this type

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2000135953 DE10035953A1 (de) 2000-07-21 2000-07-21 Sphärische, magnetische Silica-Partikel mit einstellbarer Teilchen- und Porengröße sowie einstellbarem Magnetgehalt für die Aufreinigung von Nukleinsäuren und anderen Biomolekülen
DE10035953.1 2000-07-21

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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003002633A1 (fr) * 2001-06-29 2003-01-09 Nanomics Biosystems Pty, Ltd. Synthese et utilisation de particules d'organosilice
EP1510577A1 (fr) * 2003-08-29 2005-03-02 Qiagen GmbH Méthode pour l'isolation des acides nucléiques en utilisant des particules magnétiques
EP1907585A4 (fr) * 2005-07-01 2010-04-07 Promega Corp Réseau de particules flottantes destinées à purifier des biomolécules et utilisations de ces particules ou de ce réseau de particules flottantes pour purifier des biomolécules
WO2010149150A2 (fr) 2009-06-22 2010-12-29 Deklatec Gmbh Particules polymères magnétiques incolores pour la mise en évidence à haute sensibilité de substances biologiques et d'agents pathogènes dans le cadre de la bioanalyse et du diagnostic
US7919333B2 (en) 2003-11-25 2011-04-05 Magnamedics Gmbh Spherical and magnetical silicagel carriers having an increase surface for purifying nucleic acids
WO2011128086A1 (fr) * 2010-04-13 2011-10-20 Magnamedics Gmbh Particules magnétiques recouvertes de dnase
DE102011005489A1 (de) 2011-03-14 2012-09-20 Evonik Degussa Gmbh Umhüllte Eisenoxidpartikel
WO2013117583A1 (fr) 2012-02-07 2013-08-15 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Microparticules séparables magnétiquement dotées d'une enveloppe siliceuse, leur procédé de production aisi que leur utilisation
WO2014000872A1 (fr) * 2012-06-26 2014-01-03 Magnamedics Gmbh Purification d'acides nucléiques
EP2871460A4 (fr) * 2012-07-06 2016-02-17 Hitachi High Tech Corp Kit d'extraction d'acides nucléiques, et extracteur d'acides nucléiques
EP3017042A4 (fr) * 2013-07-02 2017-02-22 Ibis Biosciences, Inc. Procédé de purification d'acides nucléiques ciblés obtenus à partir d'acides nucléiques d'arrière-plan
CN107456960A (zh) * 2016-06-06 2017-12-12 青岛大学 一种Fe3O4@SiO2@CS磁性吸附材料及其制备方法
US10350933B2 (en) 2007-06-05 2019-07-16 Bank Of Canada Ink or toner compositions, methods of use, and products derived therefrom
CN116835730A (zh) * 2023-06-15 2023-10-03 江南大学 一种用于抑制有害藻生长的双功能抑藻剂及其制备方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
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DE102011001743A1 (de) * 2011-04-01 2012-10-04 Technische Universität Dortmund Verfahren zur Trennung/Reinigung von Biomolekühlen
CN114570302B (zh) * 2022-03-24 2024-08-09 苏州华诺生物科技有限公司 一种基于蛋白的磁性琼脂糖多孔微球及其制备方法

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WO2000032762A1 (fr) * 1998-11-30 2000-06-08 Roche Diagnostics Gmbh Particules magnetiques pour purifier des acides nucleiques

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ZHANG L ET AL: "SIZE QUANTIZATION AND INTERFACIAL EFFECTS ON A NOVEL GAMMA-FE2O3/SIO2 MAGNETIC NANOCOMPOSITE VIA SOL-GEL MATRIX-MEDIATEDSYNTHESIS", JOURNAL OF APPLIED PHYSICS, AMERICAN INSTITUTE OF PHYSICS. NEW YORK, US, vol. 81, no. 10, 15 May 1997 (1997-05-15), pages 6892 - 6900, XP000658306, ISSN: 0021-8979 *

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2002330668B2 (en) * 2001-06-29 2007-11-15 Nanomics Biosystems Pty, Ltd. Synthesis and use of organosilica particles
WO2003002633A1 (fr) * 2001-06-29 2003-01-09 Nanomics Biosystems Pty, Ltd. Synthese et utilisation de particules d'organosilice
US8729252B2 (en) 2003-08-29 2014-05-20 Qiagen Gmbh Method for facilitating an automated isolation of a biopolymer using magnetic particles
EP1510577A1 (fr) * 2003-08-29 2005-03-02 Qiagen GmbH Méthode pour l'isolation des acides nucléiques en utilisant des particules magnétiques
WO2005021748A1 (fr) * 2003-08-29 2005-03-10 Qiagen Gmbh Procede d'isolement d'acides nucleiques au moyen de billes magnetiques
US7919333B2 (en) 2003-11-25 2011-04-05 Magnamedics Gmbh Spherical and magnetical silicagel carriers having an increase surface for purifying nucleic acids
EP1907585A4 (fr) * 2005-07-01 2010-04-07 Promega Corp Réseau de particules flottantes destinées à purifier des biomolécules et utilisations de ces particules ou de ce réseau de particules flottantes pour purifier des biomolécules
US10350933B2 (en) 2007-06-05 2019-07-16 Bank Of Canada Ink or toner compositions, methods of use, and products derived therefrom
WO2010149150A2 (fr) 2009-06-22 2010-12-29 Deklatec Gmbh Particules polymères magnétiques incolores pour la mise en évidence à haute sensibilité de substances biologiques et d'agents pathogènes dans le cadre de la bioanalyse et du diagnostic
WO2011128086A1 (fr) * 2010-04-13 2011-10-20 Magnamedics Gmbh Particules magnétiques recouvertes de dnase
DE102011005489A1 (de) 2011-03-14 2012-09-20 Evonik Degussa Gmbh Umhüllte Eisenoxidpartikel
WO2013117583A1 (fr) 2012-02-07 2013-08-15 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Microparticules séparables magnétiquement dotées d'une enveloppe siliceuse, leur procédé de production aisi que leur utilisation
WO2014000872A1 (fr) * 2012-06-26 2014-01-03 Magnamedics Gmbh Purification d'acides nucléiques
EP2871460A4 (fr) * 2012-07-06 2016-02-17 Hitachi High Tech Corp Kit d'extraction d'acides nucléiques, et extracteur d'acides nucléiques
EP3017042A4 (fr) * 2013-07-02 2017-02-22 Ibis Biosciences, Inc. Procédé de purification d'acides nucléiques ciblés obtenus à partir d'acides nucléiques d'arrière-plan
CN107456960A (zh) * 2016-06-06 2017-12-12 青岛大学 一种Fe3O4@SiO2@CS磁性吸附材料及其制备方法
CN116835730A (zh) * 2023-06-15 2023-10-03 江南大学 一种用于抑制有害藻生长的双功能抑藻剂及其制备方法

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