DD210302A5 - Verfahren zur immobilisierung des cyclodextringlycosyltransferaseenzyms - Google Patents

Verfahren zur immobilisierung des cyclodextringlycosyltransferaseenzyms Download PDF

Info

Publication number: DD210302A5
Authority: DD; German Democratic Republic
Prior art keywords: enzyme; sodium acetate; acetate buffer; solution; washed
Prior art date: 1982-08-24

Application number

DD83254163A

Other languages

German (de)

English (en)

Inventor

Laszlo Boross

Ivan Daroczi

Katalin Ivony

Gabor Seres

Bela Szajani

Jozsef Szejtli

Original Assignee

Reanal Finomvegyszergyar

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.)

1982-08-24

Filing date

1983-08-23

Publication date

1984-06-06

1983-08-23 Application filed by Reanal Finomvegyszergyar filed Critical Reanal Finomvegyszergyar

1984-06-06 Publication of DD210302A5 publication Critical patent/DD210302A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 27
230000008569 process Effects 0.000 title claims abstract description 9
230000003100 immobilizing effect Effects 0.000 title claims description 5
108010025880 Cyclomaltodextrin glucanotransferase Proteins 0.000 claims abstract description 30
108090000790 Enzymes Proteins 0.000 claims abstract description 22
102000004190 Enzymes Human genes 0.000 claims abstract description 22
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 12
-1 carbodiimide compound Chemical class 0.000 claims abstract description 9
229920000642 polymer Polymers 0.000 claims abstract description 7
150000004676 glycans Chemical class 0.000 claims abstract description 4
229920001282 polysaccharide Polymers 0.000 claims abstract description 4
239000005017 polysaccharide Substances 0.000 claims abstract description 4
239000007974 sodium acetate buffer Substances 0.000 claims description 44
239000000243 solution Substances 0.000 claims description 36
238000006243 chemical reaction Methods 0.000 claims description 20
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
239000012153 distilled water Substances 0.000 claims description 9
239000011780 sodium chloride Substances 0.000 claims description 9
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
239000003960 organic solvent Substances 0.000 claims description 6
229920002678 cellulose Polymers 0.000 claims description 5
239000001913 cellulose Substances 0.000 claims description 5
230000003213 activating effect Effects 0.000 claims description 4
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
230000009471 action Effects 0.000 claims description 3
239000003431 cross linking reagent Substances 0.000 claims description 3
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
239000000178 monomer Substances 0.000 claims description 3
230000004913 activation Effects 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
DCPMPXBYPZGNDC-UHFFFAOYSA-N hydron;methanediimine;chloride Chemical compound Cl.N=C=N DCPMPXBYPZGNDC-UHFFFAOYSA-N 0.000 claims description 2
239000000047 product Substances 0.000 claims 2
108700023372 Glycosyltransferases Proteins 0.000 claims 1
102000051366 Glycosyltransferases Human genes 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
239000012043 crude product Substances 0.000 claims 1
229920000858 Cyclodextrin Polymers 0.000 abstract description 5
230000008901 benefit Effects 0.000 abstract description 3
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 abstract description 3
125000003277 amino group Chemical group 0.000 abstract description 2
230000007774 longterm Effects 0.000 abstract description 2
238000002360 preparation method Methods 0.000 abstract description 2
108010093096 Immobilized Enzymes Proteins 0.000 abstract 1
230000000694 effects Effects 0.000 description 21
229940088598 enzyme Drugs 0.000 description 17
239000011541 reaction mixture Substances 0.000 description 15
238000003756 stirring Methods 0.000 description 15
238000005119 centrifugation Methods 0.000 description 8
239000002245 particle Substances 0.000 description 8
239000000126 substance Substances 0.000 description 8
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 7
239000000203 mixture Substances 0.000 description 7
230000035484 reaction time Effects 0.000 description 7
239000001632 sodium acetate Substances 0.000 description 7
235000017281 sodium acetate Nutrition 0.000 description 7
239000000725 suspension Substances 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
WNWVKZTYMQWFHE-UHFFFAOYSA-N 4-ethylmorpholine Chemical group [CH2]CN1CCOCC1 WNWVKZTYMQWFHE-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
150000001718 carbodiimides Chemical class 0.000 description 3
239000000969 carrier Substances 0.000 description 3
229940079919 digestives enzyme preparation Drugs 0.000 description 3
238000004090 dissolution Methods 0.000 description 3
238000001914 filtration Methods 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
229920002126 Acrylic acid copolymer Polymers 0.000 description 2
239000000872 buffer Substances 0.000 description 2
238000003795 desorption Methods 0.000 description 2
238000000502 dialysis Methods 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
239000007787 solid Substances 0.000 description 2
KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
108010058683 Immobilized Proteins Proteins 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
108090000992 Transferases Proteins 0.000 description 1
102000004357 Transferases Human genes 0.000 description 1
239000008351 acetate buffer Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
229940097362 cyclodextrins Drugs 0.000 description 1
230000029087 digestion Effects 0.000 description 1
125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 description 1
230000003053 immunization Effects 0.000 description 1
VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
244000005700 microbiome Species 0.000 description 1
ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 1
ATTMPECCODOGBK-UHFFFAOYSA-N prop-2-enamide;prop-2-enoic acid;n-[(prop-2-enoylamino)methyl]prop-2-enamide Chemical compound NC(=O)C=C.OC(=O)C=C.C=CC(=O)NCNC(=O)C=C ATTMPECCODOGBK-UHFFFAOYSA-N 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000012475 sodium chloride buffer Substances 0.000 description 1
VRYGRLBNIVQXMY-UHFFFAOYSA-M sodium;acetic acid;chloride Chemical compound [Na+].[Cl-].CC(O)=O VRYGRLBNIVQXMY-UHFFFAOYSA-M 0.000 description 1
239000011949 solid catalyst Substances 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical group OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/18—Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
- 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
- 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
- C12N11/10—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a carbohydrate

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Zoology (AREA)
Engineering & Computer Science (AREA)
Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Bioinformatics & Cheminformatics (AREA)
Genetics & Genomics (AREA)
Biotechnology (AREA)
Microbiology (AREA)
Biochemistry (AREA)
General Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Biomedical Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Molecular Biology (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

DD83254163A 1982-08-24 1983-08-23 Verfahren zur immobilisierung des cyclodextringlycosyltransferaseenzyms DD210302A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HU822716A HU187152B (en)	1982-08-24	1982-08-24	Process for the immobilization of cyclodextrine glycoziltransferaze enzyme

Publications (1)

Publication Number	Publication Date
DD210302A5 true DD210302A5 (de)	1984-06-06

Family

ID=10960783

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD83254163A DD210302A5 (de)	1982-08-24	1983-08-23	Verfahren zur immobilisierung des cyclodextringlycosyltransferaseenzyms

Country Status (6)

Country	Link
US (1)	US4593004A (fr)
JP (1)	JPS5995888A (fr)
DD (1)	DD210302A5 (fr)
DE (1)	DE3330571A1 (fr)
FR (2)	FR2544331B1 (fr)
HU (1)	HU187152B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0388003A3 (fr) *	1989-02-13	1990-11-28	Nippon Shinyaku Company, Limited	Dérivés de la moranoline et leur préparation

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4704193A (en) *	1986-05-14	1987-11-03	Gte Laboratories Incorporated	Covalently coupled cofactor modified electrodes and methods of synthesis and use
US4865976A (en) *	1986-09-10	1989-09-12	Uop	Method of cyclodextrin manufacture using an immobilized cyclodextrin glycosyltransferase
US4797181A (en) *	1987-08-03	1989-01-10	Gte Laboratories Incorporated	Flavin cofactor modified electrodes and methods of synthesis and use
US4921796A (en) *	1988-04-19	1990-05-01	Genetics Institute,Inc.	Immobilized cyclodextrin glucosyltransferase composition for the production of cyclodextrins
US5595900A (en) *	1990-02-14	1997-01-21	The Regents Of The University Of Michigan	Methods and products for the synthesis of oligosaccharide structures on glycoproteins, glycolipids, or as free molecules, and for the isolation of cloned genetic sequences that determine these structures
US5492829A (en) *	1990-12-20	1996-02-20	Lotte Confectionery Co., Ltd.	Klebsiella oxytoca No. 19-1 capable of producing α-cyclodextrin
US5691180A (en) *	1994-06-09	1997-11-25	The Regents Of The University Of Michigan	DNA sequence encoding N-acetyl-galactosamine-transferase
US5807732A (en) *	1995-02-28	1998-09-15	Lowe; John B.	GDP-L-fucose: β-D-galactoside 2-α-L-fucosyltransferases, DNA sequences encoding the same, method for producing the same and a method of genotyping a person
US5770420A (en) *	1995-09-08	1998-06-23	The Regents Of The University Of Michigan	Methods and products for the synthesis of oligosaccharide structures on glycoproteins, glycolipids, or as free molecules, and for the isolation of cloned genetic sequences that determine these structures
JP4003093B2 (ja) *	1997-07-29	2007-11-07	東洋紡績株式会社	糖類の製造方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4338398A (en) *	1979-03-20	1982-07-06	Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo	Immobilization of starch degrading enzymes
JPS5749196A (en) *	1980-09-05	1982-03-20	Sharp Kk	Device for firing discharge lamp
JPS58187188A (ja) *	1982-04-27	1983-11-01	Nippon Oil Co Ltd	酵素活性物質の固定化法

1982
- 1982-08-24 HU HU822716A patent/HU187152B/hu not_active IP Right Cessation
1983
- 1983-08-23 DD DD83254163A patent/DD210302A5/de not_active IP Right Cessation
- 1983-08-23 JP JP58152571A patent/JPS5995888A/ja active Pending
- 1983-08-24 US US06/526,034 patent/US4593004A/en not_active Expired - Fee Related
- 1983-08-24 DE DE19833330571 patent/DE3330571A1/de not_active Withdrawn
- 1983-08-24 FR FR838313672A patent/FR2544331B1/fr not_active Expired
1984
- 1984-02-13 FR FR848402158A patent/FR2542010B1/fr not_active Expired

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0388003A3 (fr) *	1989-02-13	1990-11-28	Nippon Shinyaku Company, Limited	Dérivés de la moranoline et leur préparation
EP0430307A1 (fr) *	1989-02-13	1991-06-05	Nippon Shinyaku Company, Limited	L'utilisation de moranoline et ses dérivés comme un agent stabilisant des enzymes

Also Published As

Publication number	Publication date
FR2542010A1 (fr)	1984-09-07
JPS5995888A (ja)	1984-06-02
FR2544331B1 (fr)	1989-10-13
FR2544331A1 (fr)	1984-10-19
HU187152B (en)	1985-11-28
DE3330571A1 (de)	1984-04-19
FR2542010B1 (fr)	1989-09-29
US4593004A (en)	1986-06-03

Legal Events

Date	Code	Title	Description
2002-08-14	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE2426988C2 (de)	1985-02-14	Verfahren zur Trägerbindung biologisch aktiver Proteine
DE2806674A1 (de)	1978-08-24	Immobilisierte enzyme
DE2247163A1 (de)	1974-03-28	Traegermatrix zur fixierung biologisch wirksamer stoffe und verfahren zu ihrer herstellung
EP0075815A2 (fr)	1983-04-06	Matériau protéinique insoluble dans l'eau, son procédé de préparation et son application
DE69020276T2 (de)	1995-10-26	Amylose-Lysozym-Hybrid, ein Aktivzucker und Verfahren zur Herstellung.
DD210302A5 (de)	1984-06-06	Verfahren zur immobilisierung des cyclodextringlycosyltransferaseenzyms
DE2542255A1 (de)	1976-04-08	Mittel zur intravaskulaeren verabreichung
DE1792773C3 (de)	1978-04-06	Rohrförmiger Formkörper aus einem unlöslichen Träger, der durchlässig oder undurchlässig ist, mit einem an den Träger über einen überbrückenden Rest chemisch gebundenem Enzym
DE2832536A1 (de)	1979-02-15	Kuenstliches medizinisches material mit gerinnungshemmender wirkung
DD143262A1 (de)	1980-08-13	Verfahren zur herstellung eines polymeren,zur bindung von nucleophilen gruppen aktivierten traegers
DE2219063A1 (de)	1972-11-09	Enzymatisch aktive Substanz, deren Herstellung und Verwendung
DE2220568A1 (de)	1972-11-30	Neues Affinitaetsmatrixmaterial und seine Verwendung
DE3315201C2 (fr)	1991-06-20
DE2723454B2 (de)	1979-01-11	Beständiger Komplex aus Träger und Aminoacylase
CH618466A5 (fr)	1980-07-31
DE2611258C2 (de)	1985-10-03	Verfahren zum Extrahieren eines Polypeptids aus einer wäßrigen Lösung
DE2340407A1 (de)	1974-03-07	Verfahren zur reinigung des coenzyms
DE2102514B2 (de)	1977-08-18	Verfahren zur chemischen kupplung von biologisch wirksamen stoffen an ein hydrophiles polymer
DE2732301A1 (de)	1979-01-25	Verfahren zur herstellung von stabilisierten traegergebundenen proteinen
DE3033030A1 (de)	1981-04-23	Thermostabile derivate der urokinase und verfahren zu deren herstellung
EP0734437A1 (fr)	1996-10-02	Penicilline g-amidase, glutaryl-7-aca-acylase ou oxydase d'aminoacide-d fixee a un support
DE2417265A1 (de)	1974-10-31	Traegergebundene enzyme
DE2615349C3 (de)	1979-02-08	Verfahren zum Immobilisieren von Antigenen, Enzymen und Enzyminhibitoren
EP0030363A2 (fr)	1981-06-17	Procédé d'extraction de l'alpha-2-SB-glycoprotéine
DD263663A7 (de)	1989-01-11	Verfahren zur herstellung eines immobilisierten cholinestetase-praeparates