CA2368179A1 - Surfactant-lipase complex immobilized on insoluble matrix - Google Patents

Surfactant-lipase complex immobilized on insoluble matrix Download PDF

Info

Publication number: CA2368179A1
Authority: CA; Canada
Prior art keywords: lipase; surfactant; group; immobilized; preparation
Prior art date: 1999-03-22
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.): Abandoned

Application number

CA002368179A

Other languages

English (en)

French (fr)

Inventor

Sobhi Basheer

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Enzymotec Ltd

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1999-03-22

Filing date

2000-03-16

Publication date

2000-09-28

2000-03-16 Application filed by Individual filed Critical Individual

2000-09-28 Publication of CA2368179A1 publication Critical patent/CA2368179A1/en

Status Abandoned legal-status Critical Current

Links

239000004367 Lipase Substances 0.000 title claims abstract description 343
239000011159 matrix material Substances 0.000 title claims abstract description 76
102000004882 Lipase Human genes 0.000 claims abstract description 337
108090001060 Lipase Proteins 0.000 claims abstract description 337
235000019421 lipase Nutrition 0.000 claims abstract description 336
239000004094 surface-active agent Substances 0.000 claims abstract description 116
238000000034 method Methods 0.000 claims abstract description 90
238000002360 preparation method Methods 0.000 claims abstract description 65
229940040461 lipase Drugs 0.000 claims description 299
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 102
102000004190 Enzymes Human genes 0.000 claims description 90
108090000790 Enzymes Proteins 0.000 claims description 90
229940088598 enzyme Drugs 0.000 claims description 83
238000006243 chemical reaction Methods 0.000 claims description 55
235000014113 dietary fatty acids Nutrition 0.000 claims description 55
239000000194 fatty acid Substances 0.000 claims description 55
229930195729 fatty acid Natural products 0.000 claims description 55
150000004665 fatty acids Chemical class 0.000 claims description 53
238000005886 esterification reaction Methods 0.000 claims description 43
238000009884 interesterification Methods 0.000 claims description 42
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 42
239000003921 oil Substances 0.000 claims description 36
235000019198 oils Nutrition 0.000 claims description 36
230000032050 esterification Effects 0.000 claims description 33
239000000243 solution Substances 0.000 claims description 33
150000003626 triacylglycerols Chemical class 0.000 claims description 32
239000000758 substrate Substances 0.000 claims description 31
238000006136 alcoholysis reaction Methods 0.000 claims description 30
230000008569 process Effects 0.000 claims description 27
PVNIQBQSYATKKL-UHFFFAOYSA-N tripalmitin Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC PVNIQBQSYATKKL-UHFFFAOYSA-N 0.000 claims description 27
239000003960 organic solvent Substances 0.000 claims description 26
238000005809 transesterification reaction Methods 0.000 claims description 25
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IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 15
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239000007864 aqueous solution Substances 0.000 claims description 13
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 13
DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 13
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OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 12
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CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 claims description 7
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WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 5
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WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
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Classifications

- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/082—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C12N11/087—Acrylic polymers
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/082—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/14—Enzymes or microbial cells immobilised on or in an inorganic carrier
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6454—Glycerides by esterification
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6458—Glycerides by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Engineering & Computer Science (AREA)
Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Genetics & Genomics (AREA)
Microbiology (AREA)
Biotechnology (AREA)
Biochemistry (AREA)
General Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Biomedical Technology (AREA)
Oil, Petroleum & Natural Gas (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Molecular Biology (AREA)
Medicinal Chemistry (AREA)
Inorganic Chemistry (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Coloring Foods And Improving Nutritive Qualities (AREA)
Enzymes And Modification Thereof (AREA)
Fats And Perfumes (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

CA002368179A 1999-03-22 2000-03-16 Surfactant-lipase complex immobilized on insoluble matrix Abandoned CA2368179A1 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
IL12908699A IL129086A0 (en)	1999-03-22	1999-03-22	Surfactant-lipase complex immobilized on insoluble matrix
IL129086		1999-03-22
PCT/IL2000/000166 WO2000056869A2 (en)	1999-03-22	2000-03-16	Surfactant-lipase complex immobilized on insoluble matrix

Publications (1)

Publication Number	Publication Date
CA2368179A1 true CA2368179A1 (en)	2000-09-28

Family

ID=11072627

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002368179A Abandoned CA2368179A1 (en)	1999-03-22	2000-03-16	Surfactant-lipase complex immobilized on insoluble matrix

Country Status (7)

Country	Link
EP (1)	EP1163329A2 (ja)
JP (1)	JP2002539782A (ja)
KR (1)	KR100774281B1 (ja)
CA (1)	CA2368179A1 (ja)
IL (2)	IL129086A0 (ja)
NZ (1)	NZ514271A (ja)
WO (1)	WO2000056869A2 (ja)

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US20060233863A1 (en)	2003-02-10	2006-10-19	Enzymotec Ltd.	Oils enriched with diacylglycerols and phytosterol esters and unit dosage forms thereof for use in therapy
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US8052992B2 (en)	2003-10-22	2011-11-08	Enzymotec Ltd.	Glycerophospholipids containing omega-3 and omega-6 fatty acids and their use in the treatment and improvement of cognitive functions
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US20050130937A1 (en)	2003-10-22	2005-06-16	Enzymotec Ltd.	Lipids containing omega-3 and omega-6 fatty acids
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WO2006016363A2 (en)	2004-08-10	2006-02-16	Enzymotec Ltd.	Mixture of phytosterol ester(s) and 1, 3-diglyceride(s) for use in the treatment of medical conditions
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EP2439268B1 (en) *	2005-06-16	2015-11-04	DSM Nutritional Products AG	Immobilized enzymes and methods of using thereof
JP4917349B2 (ja) *	2006-05-11	2012-04-18	日清オイリオグループ株式会社	リパーゼ活性の回復方法
IL180598A0 (en) *	2007-01-08	2007-07-04	Basheer Sobhi	Immobilized interfacial enzymes of improved and stabilized activity
IL183084A0 (en)	2007-05-09	2007-09-20	Trans Biodisel Ltd	Modified-immobilized enzymes of high tolerance to hydrophilic substrates in organic media
DE102008006716A1 (de) *	2008-01-30	2009-08-13	BAM Bundesanstalt für Materialforschung und -prüfung	Lipasenformulierung
US8846338B2 (en)	2008-08-07	2014-09-30	Lipogen Ltd.	Processes for the preparation of phosphatides
DK2563167T3 (en)	2010-04-26	2015-05-18	Enzymotec Ltd	PRACTICES AND lipid TO PROMOTE DEVELOPMENT OF INTESTINAL FLORA
EP3173464B1 (en) *	2014-07-22	2021-11-24	The Nisshin OilliO Group, Ltd.	Powdered fat/oil composition, food including powdered fat/oil composition, and methods for producing same
WO2017051910A1 (ja)	2015-09-24	2017-03-30	日清オイリオグループ株式会社	粉末油脂組成物及びその製造方法
JP6216098B1 (ja)	2016-01-21	2017-10-18	日清オイリオグループ株式会社	液状成分の粉末化剤
JP6216099B1 (ja)	2016-01-21	2017-10-18	日清オイリオグループ株式会社	液状成分の粉末化剤
EP3406683A4 (en)	2016-01-21	2020-02-26	The Nisshin OilliO Group, Ltd.	LIQUID COMPONENT THICKENER
US11219224B2 (en)	2016-01-21	2022-01-11	The Nisshin Oillio Group, Ltd.	Thickener for liquid component

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1999
- 1999-03-22 IL IL12908699A patent/IL129086A0/xx unknown
2000
- 2000-03-16 KR KR1020017012028A patent/KR100774281B1/ko active IP Right Grant
- 2000-03-16 WO PCT/IL2000/000166 patent/WO2000056869A2/en active IP Right Grant
- 2000-03-16 JP JP2000606728A patent/JP2002539782A/ja active Pending
- 2000-03-16 EP EP00911221A patent/EP1163329A2/en not_active Withdrawn
- 2000-03-16 NZ NZ514271A patent/NZ514271A/en not_active IP Right Cessation
- 2000-03-16 CA CA002368179A patent/CA2368179A1/en not_active Abandoned
2001
- 2001-09-17 IL IL145503A patent/IL145503A/en not_active IP Right Cessation

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US7473539B2 (en)	2004-09-20	2009-01-06	Sunho Biodiesel Corporation	Methods for producing alkyl esters
US7666666B2 (en)	2004-09-20	2010-02-23	Sunho Biodiesel Corporation	Fuel production
AU2005200356B2 (en) *	2004-09-20	2011-03-03	Sunho Biodiesel Corporation	Methods for producing alkyl esters
US8076110B2 (en)	2004-09-20	2011-12-13	Sunho Biodiesel Corporation	Methods for producing alkyl esters

Also Published As

Publication number	Publication date
IL129086A0 (en)	2000-02-17
KR100774281B1 (ko)	2007-11-08
WO2000056869A2 (en)	2000-09-28
EP1163329A2 (en)	2001-12-19
KR20020010129A (ko)	2002-02-02
JP2002539782A (ja)	2002-11-26
NZ514271A (en)	2003-08-29
WO2000056869A3 (en)	2001-02-08
IL145503A (en)	2009-06-15

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Date	Code	Title	Description
2005-03-09	EEER	Examination request
2011-03-16	FZDE	Discontinued

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