JPH0697998B2 - 固定化リパーゼ調製品の製造方法 - Google Patents

固定化リパーゼ調製品の製造方法

Info

Publication number: JPH0697998B2
Authority: JP; Japan
Prior art keywords: lipase; resin; immobilized; solution; activity
Prior art date: 1985-02-27
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.): Expired - Lifetime

Application number

JP61039323A

Other languages

English (en)

Japanese (ja)

Other versions

JPS61202688A (ja

Inventor

エイグトベドペーター

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.)

Novo Nordisk AS

Original Assignee

Novo Nordisk AS

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.)

1985-02-27

Filing date

1986-02-26

Publication date

1994-12-07

1986-02-26 Application filed by Novo Nordisk AS filed Critical Novo Nordisk AS

1986-09-08 Publication of JPS61202688A publication Critical patent/JPS61202688A/ja

1994-12-07 Publication of JPH0697998B2 publication Critical patent/JPH0697998B2/ja

2009-12-07 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

108090001060 Lipase Proteins 0.000 title claims description 86
102000004882 Lipase Human genes 0.000 title claims description 86
239000004367 Lipase Substances 0.000 title claims description 86
235000019421 lipase Nutrition 0.000 title claims description 86
238000002360 preparation method Methods 0.000 title claims description 24
238000004519 manufacturing process Methods 0.000 title claims description 4
229920005989 resin Polymers 0.000 claims description 56
239000011347 resin Substances 0.000 claims description 56
239000003463 adsorbent Substances 0.000 claims description 32
238000000034 method Methods 0.000 claims description 32
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
238000005809 transesterification reaction Methods 0.000 claims description 20
239000000243 solution Substances 0.000 claims description 16
239000002245 particle Substances 0.000 claims description 13
235000019626 lipase activity Nutrition 0.000 claims description 11
108010093096 Immobilized Enzymes Proteins 0.000 claims description 7
241000235395 Mucor Species 0.000 claims description 6
239000007864 aqueous solution Substances 0.000 claims description 4
239000008346 aqueous phase Substances 0.000 claims description 2
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
239000000047 product Substances 0.000 description 35
230000000694 effects Effects 0.000 description 19
108090000790 Enzymes Proteins 0.000 description 18
102000004190 Enzymes Human genes 0.000 description 18
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
230000008569 process Effects 0.000 description 10
239000000758 substrate Substances 0.000 description 10
PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 9
239000003925 fat Substances 0.000 description 9
230000008901 benefit Effects 0.000 description 8
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 8
229920001568 phenolic resin Polymers 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 7
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 7
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
239000002904 solvent Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
239000004793 Polystyrene Substances 0.000 description 5
241000235403 Rhizomucor miehei Species 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
238000005349 anion exchange Methods 0.000 description 5
238000001035 drying Methods 0.000 description 5
239000011159 matrix material Substances 0.000 description 5
239000000203 mixture Substances 0.000 description 5
229920002223 polystyrene Polymers 0.000 description 5
108010079522 solysime Proteins 0.000 description 5
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 description 4
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
239000003456 ion exchange resin Substances 0.000 description 4
229920003303 ion-exchange polymer Polymers 0.000 description 4
239000003208 petroleum Substances 0.000 description 4
239000011148 porous material Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
230000000977 initiatory effect Effects 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
235000021314 Palmitic acid Nutrition 0.000 description 2
229920002125 Sokalan® Polymers 0.000 description 2
BAECOWNUKCLBPZ-HIUWNOOHSA-N Triolein Natural products O([C@H](OCC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CCCCCCC/C=C\CCCCCCCC BAECOWNUKCLBPZ-HIUWNOOHSA-N 0.000 description 2
MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000000969 carrier Substances 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
230000002255 enzymatic effect Effects 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000002156 mixing Methods 0.000 description 2
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
238000001179 sorption measurement Methods 0.000 description 2
241000894007 species Species 0.000 description 2
PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
229940117972 triolein Drugs 0.000 description 2
238000005406 washing Methods 0.000 description 2
GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
241000228212 Aspergillus Species 0.000 description 1
241000228257 Aspergillus sp. Species 0.000 description 1
GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
101100478173 Drosophila melanogaster spen gene Proteins 0.000 description 1
238000003109 Karl Fischer titration Methods 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241000498617 Mucor javanicus Species 0.000 description 1
101100513476 Mus musculus Spen gene Proteins 0.000 description 1
240000007817 Olea europaea Species 0.000 description 1
241000235527 Rhizopus Species 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
229920004890 Triton X-100 Polymers 0.000 description 1
239000013504 Triton X-100 Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000009471 action Effects 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
239000003957 anion exchange resin Substances 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
238000003556 assay Methods 0.000 description 1
230000001580 bacterial effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
239000012876 carrier material Substances 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
238000005341 cation exchange Methods 0.000 description 1
239000012612 commercial material Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
230000001186 cumulative effect Effects 0.000 description 1
238000009826 distribution Methods 0.000 description 1
238000010981 drying operation Methods 0.000 description 1
238000010828 elution Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000003100 immobilizing effect Effects 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
238000011068 loading method Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
230000000877 morphologic effect Effects 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
239000012071 phase Substances 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
230000010399 physical interaction Effects 0.000 description 1
230000008707 rearrangement Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
108010072641 thermostable lipase Proteins 0.000 description 1
230000036962 time dependent Effects 0.000 description 1
239000012610 weak anion exchange resin Substances 0.000 description 1

Landscapes

Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

JP61039323A 1985-02-27 1986-02-26 固定化リパーゼ調製品の製造方法 Expired - Lifetime JPH0697998B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DK87885A DK153762C (da)	1985-02-27	1985-02-27	Fremgangsmaade til fremstilling af et immobiliseret lipasepraeparat
DK878/85		1985-02-27

Publications (2)

Publication Number	Publication Date
JPS61202688A JPS61202688A (ja)	1986-09-08
JPH0697998B2 true JPH0697998B2 (ja)	1994-12-07

Family

ID=8098553

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP61039323A Expired - Lifetime JPH0697998B2 (ja)	1985-02-27	1986-02-26	固定化リパーゼ調製品の製造方法

Country Status (2)

Country	Link
JP (1)	JPH0697998B2 (da)
DK (1)	DK153762C (da)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4923810A (en) *	1988-08-24	1990-05-08	Genzyme Corporation	Resolution of glycidyl esters to high enantiomeric excess
US5177013A (en) *	1989-07-31	1993-01-05	Ajinomoto Co., Inc.	Preparation of an immobilized lipase having a low water content without drying
JP2794201B2 (ja) *	1989-07-31	1998-09-03	味の素株式会社	固定化リパーゼ酵素剤
JP2668187B2 (ja) *	1993-09-17	1997-10-27	日清製油株式会社	リパーゼ粉末を用いたエステル交換法
MY142014A (en)	2004-04-08	2010-08-16	Nisshin Oillio Group Ltd	A lipase powder, methods for producing the same and use thereof
JP4394598B2 (ja)	2004-08-24	2010-01-06	日清オイリオグループ株式会社	リパーゼ粉末組成物及びそれを用いたエステル化物の製造方法
JP4478540B2 (ja)	2004-09-16	2010-06-09	日清オイリオグループ株式会社	リパーゼ粉末、その製造方法及びその使用
RU2412245C2 (ru)	2005-06-09	2011-02-20	Дзе Ниссин Ойллио Груп, Лтд.	Липазные порошковые составы
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
TWI438279B (zh)	2007-03-16	2014-05-21	Nisshin Oillio Group Ltd	脂肪酶粉末製劑，其製造方法及使用
JP5177143B2 (ja)	2007-07-31	2013-04-03	不二製油株式会社	固定化リパーゼおよびその製造方法
JP5284663B2 (ja) *	2008-03-19	2013-09-11	株式会社Ａｄｅｋａ	油脂のエステル交換反応方法
JP5494913B2 (ja)	2009-03-27	2014-05-21	日清オイリオグループ株式会社	リパーゼ粉末組成物の製造方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS59183691A (ja) *	1983-04-01	1984-10-18	Sumitomo Chem Co Ltd	固定化リパ−ゼの製造法

1985
- 1985-02-27 DK DK87885A patent/DK153762C/da not_active IP Right Cessation
1986
- 1986-02-26 JP JP61039323A patent/JPH0697998B2/ja not_active Expired - Lifetime

Also Published As

Publication number	Publication date
DK153762B (da)	1988-08-29
DK87885A (da)	1986-08-28
DK153762C (da)	1989-01-09
DK87885D0 (da)	1985-02-27
JPS61202688A (ja)	1986-09-08

Publication	Publication Date	Title
US4798793A (en)	1989-01-17	Immobilized Mucor miehei lipase for transesterification
Ivanov et al.	1997	Methods for the immobilization of lipases and their use for ester synthesis
JPH0697998B2 (ja)	1994-12-07	固定化リパーゼ調製品の製造方法
JP2862509B2 (ja)	1999-03-03	リパーゼ固定化用担体及び固定化リパーゼ
EP0698090B1 (en)	1997-11-26	Process for preparing immobilized lipases
KR20000015993A (ko)	2000-03-25	가교된 단백질 결정 제제 및 유기 용매 중에서 상기 제제를촉매로서 사용하는 방법
JP2719667B2 (ja)	1998-02-25	エステル交換脂の製造法
US4897352A (en)	1990-01-30	Acrylate based adsorbent resin for the immobilization of enzymes
DK152763B (da)	1988-05-09	Fremgangsmaade til fremstilling af et immobiliseret lipasepraeparat
EP0478685A1 (en)	1992-04-08	Immobilized lipase preparation and use thereof for ester synthesis.
JP2824900B2 (ja)	1998-11-18	固定化リパーゼの再生方法
CN102277348B (zh)	2013-01-23	一种用高碘酸钠氧化法固定化磷脂酶a1的方法
JP4799422B2 (ja)	2011-10-26	架橋タンパク質結晶の調製方法
Warmuth et al.	1995	Selection of a support for immobilization of a microbial lipase for the hydrolysis of triglycerides
JP3509124B2 (ja)	2004-03-22	固定化リパーゼを用いた油脂類のエステル交換方法
JP2676470B2 (ja)	1997-11-17	固定化リパーゼ、その製造方法及び該リパーゼを用いた油脂類のエステル交換方法
JPH0585157B2 (da)	1993-12-06
KR830002846B1 (ko)	1983-12-27	덱스트로오스를 함유하는 시럽 제조방법
JPS5878586A (ja)	1983-05-12	コレステロ−ルオキシダ−ゼの精製方法
JP3018277B2 (ja)	2000-03-13	エステルの転移反応方法
JP2657886B2 (ja)	1997-09-30	固定化酵素及びこれを用いるエステル交換法
JPH0349684A (ja)	1991-03-04	リパーゼ固定化酵素剤の調製方法
JP4061415B2 (ja)	2008-03-19	固定化用担体、固定化酵素製剤及びその製造方法
JPH01174384A (ja)	1989-07-10	脂質分解酵素の固定化方法
KR950010816B1 (ko)	1995-09-23	에스테르 교환 반응용 고정화 리파제