WO1986003781A1 - Procede pour produire des alginates possedant des caracteristiques physiques ameliorees et leur utilisation - Google Patents

Procede pour produire des alginates possedant des caracteristiques physiques ameliorees et leur utilisation Download PDF

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Publication number
WO1986003781A1
WO1986003781A1 PCT/NO1985/000080 NO8500080W WO8603781A1 WO 1986003781 A1 WO1986003781 A1 WO 1986003781A1 NO 8500080 W NO8500080 W NO 8500080W WO 8603781 A1 WO8603781 A1 WO 8603781A1
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WO
WIPO (PCT)
Prior art keywords
alginates
alginate
physical properties
preparation
improved physical
Prior art date
Application number
PCT/NO1985/000080
Other languages
English (en)
Inventor
Bjo^/rn LARSEN
Gudmund Skja^ok BRA^EK
Original Assignee
Sintef
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.)
Filing date
Publication date
Application filed by Sintef filed Critical Sintef
Publication of WO1986003781A1 publication Critical patent/WO1986003781A1/fr

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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
    • C12P19/24—Preparation of compounds containing saccharide radicals produced by the action of an isomerase, e.g. fructose
    • 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

Definitions

  • the present invention relates to the preparation of alginates having improved physical properties, especially with respect to the formation of gels having inorganic or polyvalent organic ions.
  • Said modified alginates are intended to be used for immobilizing and encapsulating enzymes and/or cells for use in biotechnological processes .
  • alginate gels as an immobilizing material has several deficiencies, two of them being:
  • Calcium alginate gels are destabilized by compounds having affinity for calcium, for instance EDTA, citrate, lactate and phosphate, as well as high concentrations of
  • + + ++ cations such as Na , K and Mg ;
  • Alginates currently used have a high degree of chemical heterogenity and provide gels having pores of such great size that proteins - enzymes and other macro- molecules - can leach out, at the same time as the size distribution of the pores is difficult to control.
  • Alginate is the most important structural poly- saccharide in marine brown algae and is used for several industrial purposes wherein the properties of the polymer are utilized as a polyelectrolyte - for instance for gel formation and thickening purposes - and also for its water and ion binding capacity.
  • the purpose of the present invention is to prepare alginates having physical properties satisfying the requirements for increased gel strength and stability and better controllable pore size.
  • alginate is a polyuronide built up from two uronic acids, viz., D-mannuronic acid ( ) and the C-5-epimer L-guluronic acid (G) . They are arranged in such fashion that the polymer is further built up from three types of sequence: (G)-rich sequences called G-blocks, (M)-rich sequences called M-blocks and alter ⁇ nating structure symbolized by ( G G G) .
  • G-blocks G-blocks
  • M-rich sequences called M-blocks
  • alter ⁇ nating structure symbolized by ( G G G G) alter ⁇ nating structure symbolized by ( G G G G) .
  • the alginate's ability to form a gel by ionic binding, and the properties of said gel depends both on the relative content of the two uronic acids and on the distribution of the guluronic acid units along the chain.
  • a high content of (G) -blocks yields, for instance, an alginate with great gel-forming capacity, which, techni ⁇ cally seen, is a valuable property of the polymer.
  • the present invention is based on the following:
  • the alginate is synthesized in the alga as poly- mannuronic acid and is thereafter modified by an enzyme, mannuronan-C-5epimerase, which converts D-mannuronic acid residues into i-guluronic acid residues within the chain.
  • an enzyme mannuronan-C-5epimerase, which converts D-mannuronic acid residues into i-guluronic acid residues within the chain.
  • the invention relates to a process for producing alginates having improved physical properties such as increased gel strength, by using enzymatic modification on a polymeric level.
  • the process is characterized in that alginates derived from brown algae or bacteria are inoculated with an enzyme preparation.
  • an enzyme preparation is preferably used a C-5-epimerase preparation, more preferably an alginate lyase-free mannuronan-C-5-epimerase produced from the earth bacterium Azotobacter vinelandii.
  • the present invention also comprises the use of the thus modified alginates for immobilizing enzymes, cell organelles and cells by entrapment in gels of alginate or alginate having suitable cations, as well as by immobi ⁇ lizing biocatalysts by encapsulation in alginate poly- cation microcapsules .
  • the mannuronan-C-5-epimerase may be isolated from cultures from the earth bacterium Azotobacter vinelandii. which produces both alginate and epimerase extracellu- larily.
  • the fact that the enzyme is extracellular is a great advantage in the isolation process, and it also indicates that the enzyme may function freely in solution independent on intracellular factors, which is favourable to a technical exploitation of the invention.
  • Immobilized enzymes as catalysts has obtained still greater importance in industry and will, in the years to come, become one of the most important expansion areas for biotechnology. Immobilized enzymes are often more stable, but first and foremost, they are easier to handle than free, soluble enzymes and may be used in continuous processes.
  • the cells may serve as carriers for a single enzyme, such that isolation of the enzyme is unnecessary before immobilizing, or several enzymes may also be used in the cell in order to catalyse multistep processes (for instance synthesis of hormones, proteins, etc.).
  • the epimerization degree measured by means of high solution n.m. . -spectro- scopy, shows an increase of the guluronic acid content from 68% to 79% (see the Table) .
  • composition and GG content of the polymer before and after enzymatic modification measured by 1 high solution H-n.m.r. -spectroscopy

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

Ce procédé consiste à inoculer des alginates dérivés d'algues brunes ou de bactéries, avec une préparation d'enzyme telle qu'une préparation de mannuronane-C-5-épimérase à partir d'Azotobacter vinelandii. Les alginates modifiés sont utilisés pour immobiliser des enzymes, des organites cellulaires ou des cellules ainsi que pour la microencapsulation de biocatalyseurs.
PCT/NO1985/000080 1984-12-17 1985-12-16 Procede pour produire des alginates possedant des caracteristiques physiques ameliorees et leur utilisation WO1986003781A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NO845059 1984-12-17
NO845059A NO845059L (no) 1984-12-17 1984-12-17 Fremgangsmaate for fremstilling av alginater med endrede fysikalske egenskaper samt anvendelse av disse alginater.

Publications (1)

Publication Number Publication Date
WO1986003781A1 true WO1986003781A1 (fr) 1986-07-03

Family

ID=19887997

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/NO1985/000080 WO1986003781A1 (fr) 1984-12-17 1985-12-16 Procede pour produire des alginates possedant des caracteristiques physiques ameliorees et leur utilisation

Country Status (3)

Country Link
EP (1) EP0204805A1 (fr)
NO (1) NO845059L (fr)
WO (1) WO1986003781A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988002758A1 (fr) * 1986-10-17 1988-04-21 Protan A/S Modification d'alginates ou d'autres composes contenant de l'acide uronique par traitement avec du co2
WO1994009124A1 (fr) * 1992-10-08 1994-04-28 Pronova Biopolymer A.S Composes d'adn comprenant des sequences codant la mannuronan c-5-epimerase
FR2849056A1 (fr) * 2002-12-19 2004-06-25 Centre Nat Rech Scient Mannuronane c5-epimerases d'algues brunes, procedes d'obtention et utilisations
WO2005120589A2 (fr) * 2004-06-14 2005-12-22 Ntnu Technology Transfer Nouvel agent de contraste
WO2006051421A1 (fr) * 2004-11-12 2006-05-18 Fmc Biopolymer As Alginates modifies, leurs procedes de production, et leur utilisation
WO2008004890A2 (fr) 2006-07-04 2008-01-10 Spermvital As Conservation et administration/libération contrôlée de spermatozoïdes
WO2013076232A1 (fr) 2011-11-24 2013-05-30 Spermvital As Procédés de préparation d'hydrogels en utilisant des enzymes lipases
US9422373B2 (en) 2011-06-02 2016-08-23 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
US9446168B2 (en) 2010-06-07 2016-09-20 Beta-O2 Technologies Ltd. Multiple-layer immune barrier for donor cells
US9540630B2 (en) 2008-09-17 2017-01-10 Beta O2 Technologies Ltd. Optimization of alginate encapsulation of islets for transplantation
WO2018104160A1 (fr) 2016-12-05 2018-06-14 Spermvital As Composition à libération prolongée
WO2019234010A1 (fr) 2018-06-04 2019-12-12 Spermvital As Kit fonctionnalisé pour la préparation d'hydrogels

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU742434A1 (ru) * 1978-10-11 1980-06-25 Ленинградский ордена Трудового Красного Знамени институт текстильной и легкой промышленности им.С.М.Кирова Способ получени иммобилизованной пероксидазы
JPS5974984A (ja) * 1982-10-21 1984-04-27 Sumitomo Chem Co Ltd 固定化酵素もしくは固定化微生物の製造方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU742434A1 (ru) * 1978-10-11 1980-06-25 Ленинградский ордена Трудового Красного Знамени институт текстильной и легкой промышленности им.С.М.Кирова Способ получени иммобилизованной пероксидазы
JPS5974984A (ja) * 1982-10-21 1984-04-27 Sumitomo Chem Co Ltd 固定化酵素もしくは固定化微生物の製造方法

Non-Patent Citations (14)

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Title
BIOCHIM. BIOPHYS. ACTA, vol. 192, no. 3, 1969, pages 557 - 559 *
CARBOHYD. RES., vol. 17, no. 2, 1971, pages 297 - 308 *
CARBOHYD. RES., vol. 20, no. 2, 1971, pages 225 - 232 *
CHEMICAL ABSTRACTS, vol. 101, 1984, Columbus, Ohio, US; abstract no. 166114U *
CHEMICAL ABSTRACTS, vol. 72, 1970, Columbus, Ohio, US; abstract no. 75879P *
CHEMICAL ABSTRACTS, vol. 75, 1971, Columbus, Ohio, US; abstract no. 564K *
CHEMICAL ABSTRACTS, vol. 76, 1972, Columbus, Ohio, US; abstract no. 31806R *
CHEMICAL ABSTRACTS, vol. 82, 1975, Columbus, Ohio, US; abstract no. 167310F *
CHEMICAL ABSTRACTS, vol. 95, 1981, Columbus, Ohio, US; abstract no. 147178J *
DATABASE WPI Derwent World Patents Index; AN 1981-13334D/08 *
GUMS. STAB. FOOD IND. APPL. HYDROCOLLOIDS; PROC. INT. CONF. 2ND 1983, 1984, pages 523 - 528 *
NIPPON SUISAN GAKKAISHA, vol. 47, no. 7, 1981, pages 889 - 893 *
PATENT ABSTRACTS OF JAPAN *
PROC. INT. SEAWEED SYMP. 7TH 1971, 1972, pages 491 - 495 *

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988002758A1 (fr) * 1986-10-17 1988-04-21 Protan A/S Modification d'alginates ou d'autres composes contenant de l'acide uronique par traitement avec du co2
WO1994009124A1 (fr) * 1992-10-08 1994-04-28 Pronova Biopolymer A.S Composes d'adn comprenant des sequences codant la mannuronan c-5-epimerase
US5939289A (en) * 1992-10-08 1999-08-17 Pronova Biopolymer A.S. DNA compounds comprising sequences encoding mannuronan C-5-epimerase
KR100338997B1 (ko) * 1992-10-08 2002-11-11 에프엠씨 바이오폴리머 아에스 만누로난씨(c)-5-에피머라제를암호화하는서열을포함하는디엔에이(dna)화합물
FR2849056A1 (fr) * 2002-12-19 2004-06-25 Centre Nat Rech Scient Mannuronane c5-epimerases d'algues brunes, procedes d'obtention et utilisations
WO2004065594A3 (fr) * 2002-12-19 2005-04-07 Centre Nat Rech Scient Mannuronane c5-epimerases d’algues brunes, procedes d’obtention et utilisations
WO2004065594A2 (fr) * 2002-12-19 2004-08-05 Centre National De La Recherche Scientifique (C.N.R.S.) Mannuronane c5-epimerases d’algues brunes, procedes d’obtention et utilisations
WO2005120589A3 (fr) * 2004-06-14 2006-06-15 Ntnu Technology Transfer Nouvel agent de contraste
WO2005120589A2 (fr) * 2004-06-14 2005-12-22 Ntnu Technology Transfer Nouvel agent de contraste
JP2008519595A (ja) * 2004-11-12 2008-06-12 エフエムシー バイオポリマー エイエス 変性アルギネートおよびその製造方法および用途
WO2006051421A1 (fr) * 2004-11-12 2006-05-18 Fmc Biopolymer As Alginates modifies, leurs procedes de production, et leur utilisation
WO2008004890A2 (fr) 2006-07-04 2008-01-10 Spermvital As Conservation et administration/libération contrôlée de spermatozoïdes
US9540630B2 (en) 2008-09-17 2017-01-10 Beta O2 Technologies Ltd. Optimization of alginate encapsulation of islets for transplantation
US9446168B2 (en) 2010-06-07 2016-09-20 Beta-O2 Technologies Ltd. Multiple-layer immune barrier for donor cells
US10285949B2 (en) 2011-06-02 2019-05-14 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
US9422373B2 (en) 2011-06-02 2016-08-23 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
US11337930B2 (en) 2011-06-02 2022-05-24 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
US10842753B2 (en) 2011-06-02 2020-11-24 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
US10292936B2 (en) 2011-06-02 2019-05-21 Massachusetts Institute Of Technology Modified alginates for cell encapsulation and cell therapy
WO2013076232A1 (fr) 2011-11-24 2013-05-30 Spermvital As Procédés de préparation d'hydrogels en utilisant des enzymes lipases
US10041059B2 (en) 2011-11-24 2018-08-07 Spermvital As Methods for the preparation of hydrogels
US9578871B2 (en) 2011-11-24 2017-02-28 Spermvital As Methods for the preparation of hydrogels using lipase enzymes
WO2018104160A1 (fr) 2016-12-05 2018-06-14 Spermvital As Composition à libération prolongée
WO2019234010A1 (fr) 2018-06-04 2019-12-12 Spermvital As Kit fonctionnalisé pour la préparation d'hydrogels
US11957123B2 (en) 2018-06-04 2024-04-16 Spermvital As Functionalized kit for preparing hydrogels

Also Published As

Publication number Publication date
EP0204805A1 (fr) 1986-12-17
NO845059L (no) 1986-06-18

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