WO2002074942B1 - Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics - Google Patents

Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics

Info

Publication number
WO2002074942B1
WO2002074942B1 PCT/CA2002/000229 CA0200229W WO02074942B1 WO 2002074942 B1 WO2002074942 B1 WO 2002074942B1 CA 0200229 W CA0200229 W CA 0200229W WO 02074942 B1 WO02074942 B1 WO 02074942B1
Authority
WO
WIPO (PCT)
Prior art keywords
polypeptide
seq
isolated
set forth
nucleic acid
Prior art date
Application number
PCT/CA2002/000229
Other languages
French (fr)
Other versions
WO2002074942A2 (en
WO2002074942A3 (en
Inventor
Michel Gilbert
Warren W Wakarchuk
Original Assignee
Ca Nat Research Council
Michel Gilbert
Warren W Wakarchuk
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 Ca Nat Research Council, Michel Gilbert, Warren W Wakarchuk filed Critical Ca Nat Research Council
Priority to EP02703414A priority Critical patent/EP1385941A2/en
Priority to MXPA03008565A priority patent/MXPA03008565A/en
Priority to AU2002237122A priority patent/AU2002237122B2/en
Priority to JP2002574334A priority patent/JP4431312B2/en
Priority to CA2441570A priority patent/CA2441570C/en
Publication of WO2002074942A2 publication Critical patent/WO2002074942A2/en
Publication of WO2002074942A3 publication Critical patent/WO2002074942A3/en
Publication of WO2002074942B1 publication Critical patent/WO2002074942B1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10Transferases (2.)
    • C12N9/12Transferases (2.) transferring phosphorus containing groups, e.g. kinases (2.7)
    • C12N9/1241Nucleotidyltransferases (2.7.7)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10Transferases (2.)
    • C12N9/1025Acyltransferases (2.3)
    • C12N9/1029Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10Transferases (2.)
    • C12N9/1048Glycosyltransferases (2.4)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10Transferases (2.)
    • C12N9/1048Glycosyltransferases (2.4)
    • C12N9/1051Hexosyltransferases (2.4.1)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10Transferases (2.)
    • C12N9/1048Glycosyltransferases (2.4)
    • C12N9/1081Glycosyltransferases (2.4) transferring other glycosyl groups (2.4.99)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/18Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins

Abstract

This invention provides prokaryotic glycosyltransferases, including a bifunctional sialyltransferase that has both an α2,3- and an α2,8-activity. A β1,4-GalNAc transferase and a β1,3-galactosyltransferase are also provided by the invention, as are other glycosyltransferases and enzymes involved in synthesis of lipooligosaccharide (LOS). The glycosyltransferases can be obtained from, for example, Campylobacter species, including C. jejuni. In additional embodiments, the invention provides nucleic acids that encode the glycosyltransferases, as well as expression vectors and host cells for expressing the glycosyltransferases.

Claims

83
AMENDED CLAIMS
[received by the International Bureau on 16 January 2003 (16.01.03); original claims 1-42 cancelled and replaced by new claims 1-21 (3 pages)]
WHAT IS CLAIMED IS:
1 1. An isolated or recombinant nucleic acid molecule that comprises a
2 polynucleotide sequence that encodes a sialyltransferase polypeptide; wherein the
3 sialyltransferase polypeptide has α-2,3 -sialyltransferase activity;
4 and wherein the sialyltransferase polypeptide comprises an amino acid
5 sequence as set forth in SEQ ID NO: 12.
1 2. An isolated or recombinant nucleic acid molecule that comprises a
2 polynucleotide sequence that encodes a sialyltransferase polypeptide; wherein the
3 sialyltransferase polypeptide has α-2,3 -sialyltransferase activity;
4 and wherein the sialyltransferase polypeptide comprises an amino acid
5 sequence as set forth in SEQ ID NO: 14.
1 3. An isolated or recombinant nucleic acid molecule that comprises a
2 polynucleotide sequence that encodes a sialyltransferase polypeptide; wherein the
3 sialyltransferase polypeptide has α-2,3-sialyltransferase activity;
4 and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in
5 SEQ ID O:l l.
1 4. An isolated or recombinant nucleic acid molecule that comprises a
2 polynucleotide sequence that encodes a sialyltransferase polypeptide; wherein the
3 sialyltransferase polypeptide has α-2,3 -sialyltransferase activity;
4 and wherein the polynucleotide sequence comprises a nucleic acid sequence
5 as set forth in SEQ ID NO: 13.
1 5. An isolated α-2,3 -sialyltransferase polypeptide,
2 wherein the α-2,3 -sialyltransferase polypeptide comprises an amino acid
3 sequence as set forth in SEQ ID NO: 12.
1 6. An isolated α-2,3 -sialyltransferase polypeptide,
2 wherein the α-2,3-sialyltransferase polypeptide comprises an amino acid
3 sequence as set forth in SEQ ID NO: 14.
1 7. An isolated or recombinant nucleic acid molecule that comprises a
2 polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; 84 and wherein the β-l,4^G'alNAe teansferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO: 19.
8. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; and wherein the β-1 ,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:21.
9. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; and wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:23.
10. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; and wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:25.
11. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in SEQ ID NO: 18.
12. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-l,4-GalNAc transferase polypeptide; and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in SEQ ID NO:20.
13. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β- 1 ,4-GalN Ac transferase polypeptide; and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in SEQ ID NO:22.
14. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β- 1 ,4-GalN Ac transferase polypeptide; 85
and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in SEQ ID NO:24.
15. An isolated β- 1 ,4-GalNAc transferase polypeptide, wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO : 19.
16. An isolated β-l,4-GalNAc transferase polypeptide, wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:21.
17. An isolated β-l,4-GalNAc transferase polypeptide, wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO :23.
18. An isolated β-1 ,4-GalNAc transferase polypeptide, wherein the β-l,4-GalNAc transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:25
19. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes aβ- 1,3 -galactosyl transferase polypeptide; and wherein the β-l,3-galactosyl transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO: 31.
20. An isolated or recombinant nucleic acid molecule that comprises a polynucleotide sequence that encodes a β-1, 3 -galactosyl transferase polypeptide; and wherein the polynucleotide sequence comprises a nucleic acid sequence as set forth in SEQ ID NO:30.
21. An isolated β- 1 ,3 -galactosyl transferase polypeptide, wherein the β-1, 3 -galactosyl transferase polypeptide comprises an amino acid sequence as set forth in SEQ ID NO:31.
PCT/CA2002/000229 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics WO2002074942A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP02703414A EP1385941A2 (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics
MXPA03008565A MXPA03008565A (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics.
AU2002237122A AU2002237122B2 (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics
JP2002574334A JP4431312B2 (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferase for the biosynthesis of gangliosides and ganglioside mimetics
CA2441570A CA2441570C (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/816,028 US6699705B2 (en) 1999-02-01 2001-03-21 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics
US09/816,028 2001-03-21

Publications (3)

Publication Number Publication Date
WO2002074942A2 WO2002074942A2 (en) 2002-09-26
WO2002074942A3 WO2002074942A3 (en) 2003-03-13
WO2002074942B1 true WO2002074942B1 (en) 2003-07-03

Family

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PCT/CA2002/000229 WO2002074942A2 (en) 2001-03-21 2002-02-22 Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics

Country Status (7)

Country Link
US (22) US6699705B2 (en)
EP (2) EP1914302B1 (en)
JP (2) JP4431312B2 (en)
AU (1) AU2002237122B2 (en)
CA (1) CA2441570C (en)
MX (1) MXPA03008565A (en)
WO (1) WO2002074942A2 (en)

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AU2004236174B2 (en) 2001-10-10 2011-06-02 Novo Nordisk A/S Glycopegylation methods and proteins/peptides produced by the methods
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ES2391525T3 (en) * 2002-08-01 2012-11-27 National Research Council Of Canada Campylobacter glycans and glycopeptides
WO2004071177A2 (en) * 2003-02-11 2004-08-26 Arizona Board Of Regents, Acting For And On Behalf Of, Arizona State University Sialylation of glycoproteins in plants
MXPA05009480A (en) 2003-03-06 2006-02-22 Neose Technologies Inc Methods and compositions for the enzymatic synthesis of gangliosides.
US7627651B2 (en) * 2003-10-27 2009-12-01 American Power Conversion Corporation System and method for network device communication
US7287761B2 (en) * 2004-12-09 2007-10-30 Charles James Montgomery Method and an assembly for selectively adjusting the height and load capacity of a motorized assembly and a motorized assembly incorporating the method
US7355376B2 (en) 2005-03-03 2008-04-08 Cardiac Pacemakers, Inc. Battery status indicator compensating for battery voltage recovery
CA2604621C (en) 2005-04-11 2014-01-21 National Research Council Of Canada Identification of a beta-1,3-n-acetylgalactosaminyltransferase (cgte) from campylobacter jejuni lio87
US7820422B2 (en) * 2005-06-16 2010-10-26 Centre National De La Recherche Scientifique (Cnrs) Efficient production of oligosaccharides using metabolically engineered microorganisms
US8771991B2 (en) 2005-08-11 2014-07-08 National Research Council Of Canada SOAT polypeptide reaction mixture
WO2007087711A1 (en) * 2006-01-31 2007-08-09 National Research Council Of Canada Production of polysialic acid containing glyconjugates using a self-priming polysialyltransferase
ATE542915T1 (en) * 2006-02-01 2012-02-15 Biogenerix Ag CST-II MODIFICATIONS FOR INCREASED PROTEIN EXPRESSION
JP5544164B2 (en) * 2006-05-02 2014-07-09 ナショナル リサーチ カウンセル オブ カナダ Α-1,4-galactosyltransferase (CgtD) derived from Campylobacter jejuni
EP1911850A1 (en) * 2006-10-09 2008-04-16 Centre National De La Recherche Scientifique (Cnrs) Method of producing 6-thio-sialylated glycoproteins and glycoconjugates
US8409583B2 (en) * 2007-04-20 2013-04-02 National Research Council Of Canada Engineered versions of CgtB (β-1,3 galactosyltransferase) enzymes, with enhanced enzymatic properties
US8460909B2 (en) 2007-06-15 2013-06-11 National Research Council Of Canada Engineered versions of polysialyltransferases with enhanced enzymatic properties
WO2009126308A2 (en) * 2008-04-11 2009-10-15 Government Of The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Compositions and methods for vaccine and virus production
EP2927316B1 (en) * 2014-03-31 2018-11-07 Jennewein Biotechnologie GmbH Total fermentation of oligosaccharides
US9616114B1 (en) 2014-09-18 2017-04-11 David Gordon Bermudes Modified bacteria having improved pharmacokinetics and tumor colonization enhancing antitumor activity
US11129906B1 (en) 2016-12-07 2021-09-28 David Gordon Bermudes Chimeric protein toxins for expression by therapeutic bacteria
US11180535B1 (en) 2016-12-07 2021-11-23 David Gordon Bermudes Saccharide binding, tumor penetration, and cytotoxic antitumor chimeric peptides from therapeutic bacteria
KR102371465B1 (en) * 2019-11-08 2022-03-08 영남대학교 산학협력단 Codon-optimized N-acetylgalactosamine transferase and galactose transferase derived from Campylobacter jejuni, and production method of E. coli-based soluble transferase using the same
DK202270078A1 (en) * 2022-03-02 2023-12-04 Dsm Ip Assets Bv New sialyltransferases for in vivo synthesis of lst-a

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US7384771B2 (en) 2008-06-10
US20050048630A1 (en) 2005-03-03
US20030157656A1 (en) 2003-08-21
US7211657B2 (en) 2007-05-01
US6723545B2 (en) 2004-04-20
CA2441570C (en) 2010-07-13
WO2002074942A2 (en) 2002-09-26
EP1914302A3 (en) 2008-07-23
US20030157655A1 (en) 2003-08-21
US20070048854A1 (en) 2007-03-01
US7078207B2 (en) 2006-07-18
US20040203103A1 (en) 2004-10-14
US7217549B2 (en) 2007-05-15
US7192756B2 (en) 2007-03-20
JP4431312B2 (en) 2010-03-10
US20040203113A1 (en) 2004-10-14
US20030157658A1 (en) 2003-08-21
US20020042369A1 (en) 2002-04-11
US20040265875A1 (en) 2004-12-30
US20040229272A1 (en) 2004-11-18
US20050227248A1 (en) 2005-10-13
CA2441570A1 (en) 2002-09-26
US20040259140A1 (en) 2004-12-23
US20040229313A1 (en) 2004-11-18
US20050084891A1 (en) 2005-04-21
JP4460615B2 (en) 2010-05-12
US7166717B2 (en) 2007-01-23
US7202353B2 (en) 2007-04-10
AU2002237122B2 (en) 2007-03-22
US7026147B2 (en) 2006-04-11
US7208304B2 (en) 2007-04-24
US20040229263A1 (en) 2004-11-18
US20040203112A1 (en) 2004-10-14
US7238509B2 (en) 2007-07-03
US6825019B2 (en) 2004-11-30
MXPA03008565A (en) 2004-05-21
US7138258B2 (en) 2006-11-21
US7169914B2 (en) 2007-01-30
EP1914302B1 (en) 2018-04-18
US7169593B2 (en) 2007-01-30
US20030148459A1 (en) 2003-08-07
US6699705B2 (en) 2004-03-02
JP2004524033A (en) 2004-08-12
JP2009000122A (en) 2009-01-08
EP1385941A2 (en) 2004-02-04
WO2002074942A3 (en) 2003-03-13
US20060166317A1 (en) 2006-07-27
US6905867B2 (en) 2005-06-14
US6911337B2 (en) 2005-06-28
US20030157657A1 (en) 2003-08-21
US7189836B2 (en) 2007-03-13
US20040259203A1 (en) 2004-12-23
EP1914302A2 (en) 2008-04-23
US7608442B2 (en) 2009-10-27
US20040219638A1 (en) 2004-11-04
US7462474B2 (en) 2008-12-09
US20040180406A1 (en) 2004-09-16
US7220848B2 (en) 2007-05-22

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