WO2006100253A3 - Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga - Google Patents

Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga Download PDF

Info

Publication number
WO2006100253A3
WO2006100253A3 PCT/EP2006/060932 EP2006060932W WO2006100253A3 WO 2006100253 A3 WO2006100253 A3 WO 2006100253A3 EP 2006060932 W EP2006060932 W EP 2006060932W WO 2006100253 A3 WO2006100253 A3 WO 2006100253A3
Authority
WO
WIPO (PCT)
Prior art keywords
glycosylation
glycosyl transferases
synthesizing oligosaccharides
saccharide
sucrose
Prior art date
Application number
PCT/EP2006/060932
Other languages
English (en)
French (fr)
Other versions
WO2006100253A2 (de
Inventor
Klaus Buchholz
Juergen Seibel
Hans-Joachim Joerdening
Raphael Beine
Original Assignee
Univ Braunschweig Tech
Klaus Buchholz
Juergen Seibel
Hans-Joachim Joerdening
Raphael Beine
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 Univ Braunschweig Tech, Klaus Buchholz, Juergen Seibel, Hans-Joachim Joerdening, Raphael Beine filed Critical Univ Braunschweig Tech
Priority to US11/886,938 priority Critical patent/US20090076258A1/en
Priority to EP06725216A priority patent/EP1861503A2/de
Publication of WO2006100253A2 publication Critical patent/WO2006100253A2/de
Publication of WO2006100253A3 publication Critical patent/WO2006100253A3/de

Links

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
    • C12P21/00—Preparation of peptides or proteins
    • C12P21/005—Glycopeptides, glycoproteins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • 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
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10—Transferases (2.)
    • C12N9/1048—Glycosyltransferases (2.4)
    • 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
    • C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

Die vorliegende Erfindung betrifft ein enzymatisches Verfahren zur Synthese von Oligosacchariden, bei dem jeweils eine Saccharidgruppe eines Saccharose- Analogons auf ein Akzeptormolekül übertragen wird, beispielsweise zur Glykosylierung einer Hydroxylverbindung, eines Saccharids, Peptids, oder eines Arzneimittels. Das erfindungsgemäße Verfahren nutzt in einem ersten Schritt die enzymatische Synthese eines ß-D-Fructofuranosyl-α-D-Aldopyranosids, in einem zweiten Schritt die enzymatische Übertragung eines der Saccharidreste auf das Akzeptormolekül.
PCT/EP2006/060932 2005-03-22 2006-03-22 Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga WO2006100253A2 (de)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US11/886,938 US20090076258A1 (en) 2005-03-22 2006-03-22 Method for synthesizing oligosaccharides and glycosylation
EP06725216A EP1861503A2 (de) 2005-03-22 2006-03-22 Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP05102284 2005-03-22
EP05102284.6 2005-03-22

Publications (2)

Publication Number Publication Date
WO2006100253A2 WO2006100253A2 (de) 2006-09-28
WO2006100253A3 true WO2006100253A3 (de) 2007-04-26

Family

ID=37024194

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/060932 WO2006100253A2 (de) 2005-03-22 2006-03-22 Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga

Country Status (3)

Country Link
US (1) US20090076258A1 (de)
EP (1) EP1861503A2 (de)
WO (1) WO2006100253A2 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108384821B (zh) * 2017-12-18 2021-09-14 江苏省农业科学院 一种促进肠道益生菌增殖的低聚糖的制备方法
JP2022506635A (ja) * 2018-11-08 2022-01-17 カレイド・バイオサイエンシズ・インコーポレイテッド オリゴ糖組成物およびその使用方法
CN113651860A (zh) * 2021-08-25 2021-11-16 合肥工业大学 一种适合肠道益生菌增殖的乳果三糖及其酶法制备方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001090319A2 (en) * 2000-05-25 2001-11-29 Nederlandse Organisatie Voor Toegepast-Wetenschappelijk Onderzoek Fructosyltransferases (inulosucrase and levansucrase) from lactobacillus reuteri

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001090319A2 (en) * 2000-05-25 2001-11-29 Nederlandse Organisatie Voor Toegepast-Wetenschappelijk Onderzoek Fructosyltransferases (inulosucrase and levansucrase) from lactobacillus reuteri

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
BÖKER, M. ET AL.: "Kinetics of leucrose formation from sucrose by dextransucrase", BIOTECHNOLOGY AND BIOENGINEERING, vol. 43, no. 9, 1994, pages 856 - 864, XP002415398 *
CHEETHAM, P.S.J. ET AL.: "Synthesis of novel disaccharides by a newly isolated fructosyl transferase from Bacillus subtilis", ENZYME AND MICROBIAL TECHNOLOGY, vol. 11, no. 4, 1989, pages 212 - 219, XP002415396 *
DEMUTH, K. ET AL.: "Oligosaccharide synthesis by dextransucrase: new unconventional acceptors", CARBOHYDRATE RESEARCH, vol. 337, no. 20, 2002, pages 1811 - 1820, XP004392177 *
FEINGOLD, D.S. ET AL.: "Enzymatic synthesis and reactions of a sucrose isomer alpha-D-galactopyranosyl-beta-D-fructofuranoside", JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 224, no. 1, 1957, pages 295 - 307, XP002415395 *
MAZZA, J.C. ET AL.: "Synthesis of alpha-D-glycopyranosyl alpha-L-sorbofuranoside, and its use as a D-glucosyl donor", CARBOHYDRATE RESEARCH, vol. 40, no. 2, 1975, pages 402 - 406, XP002415397 *
TANAKA, T. ET AL.: "Structures of Heterooligosaccharides Synthesized by Levansucrase", JOURNAL OF BIOCHEMISTRY, vol. 90, no. 2, 1981, pages 521 - 526, XP008073464 *

Also Published As

Publication number Publication date
US20090076258A1 (en) 2009-03-19
WO2006100253A2 (de) 2006-09-28
EP1861503A2 (de) 2007-12-05

Similar Documents

Publication Publication Date Title
WO2006034225A3 (en) Production of oligosaccharides by microorganisms
WO2002010361A1 (fr) Synthase d'$g(a)-isomaltosylglucosaccharide, procede de preparation et utilisation associes
WO2008012542A3 (en) Polysaccharide derivatives of erythropoietin
WO2007133855A3 (en) Glycoprotein synthesis and remodeling by enzymatic transglycosylation
WO2003000738A3 (de) Wasserlösliches, einen aminozucker aufweisendes antibiotikum in form eines polysaccharidkonjugats
HUP0104892A2 (hu) A Neisseria nemzetség baktériumaiból származó elágaztató enzimet kódoló nukleinsav-molekulák és eljárás alfa-1,6-elágazó alfa-1,4-glükánok előállítására
WO2000059528A8 (en) Desleucyl glycopeptide antibiotics and methods of making same
WO2006127605A3 (en) Confectionery composition including an elastomeric component, a cooked saccharide component, and a sweetener
NO20053179L (no) Aldonsyreestere, fremgangsmater for fremstilling derav og fremgangsmater for fremstilling av farmasoytisk aktive ingredienser som er bundet til polysakkarider eller polysakkarid-derivater pa frie aminogrupper.
WO2008084411A3 (en) Modified saccharides
WO2006108180A3 (en) Thin film coated microwell arrays and methods of making same
JP2019503710A5 (de)
WO2000029603A8 (en) Low cost manufacture of oligosaccharides
MX2022000150A (es) Enzima de glicosiltransferasa dependiente de difosfato de uridina.
WO2008034158A8 (en) Method for producing 2-o-glyceryl-alpha-d-glucopyranoside
WO2001038337A3 (en) Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
WO2005044016A8 (de) Gelatinefreie, isomaltulose-haltige weichkaramelle
WO2006100253A3 (de) Verfahren zur oligosaccharidsynthese oder zur glykosylierung unter verwendung von glycosyltransferasen und saccharose-analoga
WO2008111526A1 (ja) 糖オキサゾリン誘導体の製造方法
WO2007115210A3 (en) Non-starchy rice bran polysaccharides
WO2007039317A3 (en) Plants having an increased content of amino sugars
WO2019152459A8 (en) Stereoselective synthesis and process for the manufacturing of 2'-deoxynucleosides
Fujimoto et al. Enzymatic synthesis of gentiooligosaccharides by transglycosylation with β-glycosidases from Penicillium multicolor
WO2004017910A3 (en) Total synthesis of heparin
WO2006116724A3 (en) Low-alcohol, low-calorie wine

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 2006725216

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE

NENP Non-entry into the national phase

Ref country code: RU

WWW Wipo information: withdrawn in national office

Country of ref document: RU

WWP Wipo information: published in national office

Ref document number: 2006725216

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 11886938

Country of ref document: US