Acceptor substrate specificity of UDP-Gal: GlcNAc-R β1,3- galactosyltransferase (WbbD) from Escherichia coli O7:K1

Glycoconjugate Journal

Volumn 25, Issue 7, 2008, Pages 663-673

  Brockhausen, Inka ^a   Riley, John G ^a   Joynt, Meileen ^a   Yang, Xiaojing ^a   Szarek, Walter A ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

E. coli; Enzyme assay; Galactosyltransferase; O antigen synthesis; Substrate specificity; Undecaprenol pyrophosphate

Indexed keywords

GALACTOSYLTRANSFERASE; LIPOPOLYSACCHARIDE; O ANTIGEN; OLIGOSACCHARIDE; PYROPHOSPHATE; SUGAR; URIDINE DIPHOSPHATE GALACTOSE;

ARTICLE; BACTERIAL GENE; BACTERIAL STRAIN; BINDING SITE; BIOSYNTHESIS; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME SPECIFICITY; ESCHERICHIA COLI; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN STRUCTURE; WBBD GENE;

ACETYLGLUCOSAMINE; AMINO ACID SEQUENCE; ANIMALS; CATTLE; ENZYME INHIBITORS; ESCHERICHIA COLI; ESCHERICHIA COLI PROTEINS; GALACTOSYLTRANSFERASES; MAMMALS; MOLECULAR SEQUENCE DATA; SEQUENCE ALIGNMENT; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SUBSTRATE SPECIFICITY;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI; MAMMALIA;

EID: 52549103992     PISSN: 02820080     EISSN: 15734986     Source Type: Journal    
DOI: 10.1007/s10719-008-9127-7     Document Type: Article

References (26)

1. V.L. L'vov A.S. Shaskov B.A. Dmitriev N.K. Kochetkov 1984 Structural studies of the O-specific side chain of the lipopolysaccharide from Escherichia coli O:7 Carbohydr. Res. 126 249 259
2. R.H. Raetz C. Whitfield 2002 Lipopolysaccharide endotoxins Ann. Rev. Biochem. 71 635 700
3. G. Samuel P. Reeves 2003 Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly Carbohydr. Res. 338 2503 2519
4. C.L. Marolda M.F. Feldman M.A. Valvano 1999 Genetic organization of the O7-specific lipopolysaccharide biosynthesis cluster of Escherichia coli VW187 (O7:K1) Microbiology 145 2485 2495
5. C. Whitfield M.A. Valvano 1993 Biosynthesis and expression of cell-surface polysaccharides in gram-negative bacteria Adv. Microb. Physiol. 35 135 246
6. P.J. Montoya-Peleaz J.G. Riley W.A. Szarek M.A. Valvano J.S. Schutzbach I. Brockhausen 2005 Identification of a UDP-Gal: GlcNAc-R galactosyltransferase activity in Escherichia coli VW187 Bioorg. Med. Chem. Lett. 15 1205 1211
7. J.G. Riley M. Menggad P. Montoya-Peleaz W.A. Szarek C.L. Marolda M.A. Valvano J.S. Schutzbach I. Brockhausen 2006 The wbbD gene of Escherichia coli strain VW187 (O7:K1) encodes a UDP-Gal: GlcNAca-pyrophosphate-R b1,3-galactosyltransferase involved in the biosynthesis of O7-specific lipopolysaccharide Glycoconj. J. 23 525 541
8. C. Whitfield 1995 Biosynthesis of lipopolysaccharide O antigens Trends Microbiol. 3 178 185
9. C. Breton L. Snajdrova C. Jeanneau J. Koca A. Imberty 2006 Structures and mechanisms of glycosyltransferases Glycobiology 16 29R 37R
10. I. Brockhausen M. Benn S. Bhat S. Marone J.G. Riley P. Montoya-Peleaz J.Z. Vlahakis H. Paulsen J.S. Schutzbach W. Szarek 2006 UDP-Gal: GlcNAc-R beta1,4 Galactosyltransferase-a target enzyme for drug design. Acceptor specificity and inhibition of the enzyme Glycoconj. J. 23 523 539
11. F. Vavasseur J. Yang K. Dole H. Paulsen I. Brockhausen 1995 Synthesis of O-glycan core 3: characterization of UDP-GlcNAc: GalNAc-R b3-N-acetyl- glucosaminyltransferase activity from colonic mucosal tissues and lack of the activity in human cancer cell lines Glycobiology 5 351 357
12. A.O. Amer M.A. Valvano 2001 Conserved amino acid residues found in a predicted cytosolic domain of the lipopolysaccharide biosynthetic protein WecA are implicated in the recognition of UDP-N-acetylglucosamine Microbiology 147 3015 3025
13. A.O. Amer M.A. Valvano 2002 Conserved aspartic acids are essential for the enzymic activity of the WecA protein initiating the biosynthesis of O-specific lipopolysaccharide and enterobacterial common antigen in Escherichia coli Microbiology 148 571 582
14. L. Chen H. Men S. Ha X.-Y. Ye L. Brunner Y. Hu S. Walker 2002 Intrinsic lipid preferences and kinetic mechanism of Escherichia coli MurG Biochemistry 41 6824 6833
15. Y.H. Zhang C. Ginsberg Y. Yuan S. Walker 2006 Acceptor substrate selectivity and kinetic mechanism of Bacillus subtilis TagA Biochemistry 45 10895 10904
16. I. Brockhausen E.A. Larsson O. Hindsgaul 2007 A very simple synthesis of GlcNAc-alpha-pyrophosphoryl-decanol: a substrate for the assay of a bacterial galactosyltransferase Bioorg. Med. Chem. Lett. 18 2 804 807
17. S.J. Charnock G.J. Davies 1999 Structure of the nucleotide-diphospho- sugar transferase, SpsA from Bacillus subtilis, in native and nucleotide-complexed forms Biochemistry. 38 6380 6385
18. L.L. Lairson C.P. Chiu H.D. Ly S. He W.W. Wakarchuk N.C. Strynadka S.G. Withers 2004 Intermediate trapping on a mutant retaining alpha- galactosyltransferase identifies an unexpected aspartate residue J. Biol. Chem. 279 28339 28344
19. M.D. Leipold N.A. Kaniuk C. Whitfield 2007 The C-terminal domain of the Escherichia coli WaaJ glycosyltransferase is important for catalytic activity and membrane association J. Biol. Chem. 282 1257 1264
20. H. Guo W. Yi L. Li P.G. Wang 2007 Three UDP-hexose 4-epimerases with overlapping substrate specificity coexist in E. coli O86:B7 Biochem. Biophys. Res. Commun. 356 604 609
21. W. Yi Q. Yao Y. Zhang E. Motari S. Lin P.G. Wang 2006 The wbnH gene of Escherichia coli O86:H2 encodes an alpha-1,3-N-acetylgalactosaminyl transferase involved in the O-repeating unit biosynthesis Biochem. Biophys. Res. Commun. 344 631 639
22. W.W. Wakarchuk A. Cunningham D.C. Watson N.M. Young 1998 Role of paired basic residues in the expression of active recombinant galactosyltransferases from the bacterial pathogen Neisseria meningitidis Protein Eng. 11 295 302
23. J.E. Park K.Y. Lee S.I. Do S.S. Olee 2002 Expression and characterization of b-1,4-galactosyltransferase from Neisseria meningitis and Neisseria gonorrhoeae J. Biochem. Mol. Biol. 35 330 336
24. W. Yi J. Shao L. Zhu M. Li M. Singh Y. Lu S. Lin H. Li K. Ryu J. Shen H. Guo Q. Yao C.A. Bush P.G. Wang 2005 Escherichia coli O86 O-antigen biosynthetic gene cluster and stepwise enzymatic synthesis of human blood group B antigen tetrasaccharide J. Am. Chem. Soc. 127 2040 2041
25. J. Shao M. Li Q. Jia Y. Lu P.G. Wang 2003 Sequence of Escherichia coli O128 antigen biosynthesis cluster and functional identification of an a-1,2-fucosyltransferase FEBS Lett. 553 99 103
26. P.K. Qasba B. Ramakrishnan E. Boeggeman 2005 Substrate-induced conformational changes in glycosyltransferases Trends Biochem. Sci. 30 53 62