Literature DB >> 8981083

A 1H NMR investigation of the hydrolysis of a synthetic substrate by KDN-sialidase from Crassostrea virginica.

J C Wilson1, D C Kong, Y T Li, M von Itzstein.   

Abstract

The mechanism of hydrolysis of 4-methylumbelliferyl 3-deoxy-D-glycero-alpha-D-galacto-2-nonulopyranosidonic acid (KDN alpha 2MeUmb, 4) by KDN-sialidase isolated from the hepatopancreas of the oyster Crassostrea virginica has been monitored by 1H NMR spectroscopy. The results of these experiments reveal that KDN-sialidase catalyses the hydrolysis of the synthetic substrate KDN alpha 2MeUmb, with initial release of alpha-D-KDN. This is consistent with an overall mechanism for the hydrolysis which proceeds with retention of anomeric configuration. These results agree with earlier NMR studies of other N-acetylneuraminic acid-recognising sialidases from both viral and bacterial sources.

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Year:  1996        PMID： 8981083     DOI： 10.1007/bf01053187

Source DB:  PubMed          Journal:  Glycoconj J        ISSN： 0282-0080            Impact factor:   2.916


  19 in total

1.  Characterization of Le(x), Le(y) and A Le(y) antigen determinants in KDN-containing O-linked glycan chains from Pleurodeles waltlii jelly coat eggs.

Authors:  G Strecker; J M Wieruszeski; J C Michalski; C Alonso; B Boilly; J Montreuil
Journal:  FEBS Lett       Date:  1992-02-17       Impact factor: 4.124

Review 2.  The sialidase superfamily and its spread by horizontal gene transfer.

Authors:  P Roggentin; R Schauer; L L Hoyer; E R Vimr
Journal:  Mol Microbiol       Date:  1993-09       Impact factor: 3.501

3.  The synthesis of 2,3-didehydro-2,4-dideoxy-4-guanidinyl-N-acetylneuraminic acid: a potent influenza virus sialidase inhibitor.

Authors:  M von Itzstein; W Y Wu; B Jin
Journal:  Carbohydr Res       Date:  1994-06-17       Impact factor: 2.104

4.  Structure of the influenza virus glycoprotein antigen neuraminidase at 2.9 A resolution.

Authors:  J N Varghese; W G Laver; P M Colman
Journal:  Nature       Date:  1983 May 5-11       Impact factor: 49.962

5.  The synthesis of 4-methylumbelliferyl alpha-ketoside of N-acetylneuraminic acid and its use in a fluorometric assay for neuraminidase.

Authors:  R W Myers; R T Lee; Y C Lee; G H Thomas; L W Reynolds; Y Uchida
Journal:  Anal Biochem       Date:  1980-01-01       Impact factor: 3.365

6.  Evidence for a sialosyl cation transition-state complex in the reaction of sialidase from influenza virus.

Authors:  A K Chong; M S Pegg; N R Taylor; M von Itzstein
Journal:  Eur J Biochem       Date:  1992-07-01

7.  Detection, isolation, and characterization of oligo/poly(sialic acid) and oligo/poly(deaminoneuraminic acid) units in glycoconjugates.

Authors:  S Kitazume; K Kitajima; S Inoue; Y Inoue
Journal:  Anal Biochem       Date:  1992-04       Impact factor: 3.365

8.  Isolation and structural elucidation of a novel type of ganglioside, deaminated neuraminic acid (KDN)-containing glycosphingolipid, from rainbow trout sperm. The first example of the natural occurrence of KDN-ganglioside, (KDN)GM3.

Authors:  Y Song; K Kitajima; S Inoue; Y Inoue
Journal:  J Biol Chem       Date:  1991-11-15       Impact factor: 5.157

9.  Molecular modeling studies on ligand binding to sialidase from influenza virus and the mechanism of catalysis.

Authors:  N R Taylor; M von Itzstein
Journal:  J Med Chem       Date:  1994-03-04       Impact factor: 7.446

10.  Structure of the capsular polysaccharide of Klebsiella ozaenae serotype K4 containing 3-deoxy-D-glycero-D-galacto-nonulosonic acid.

Authors:  Y A Knirel; N A Kocharova; A S Shashkov; N K Kochetkov; V A Mamontova; T F Solovéva
Journal:  Carbohydr Res       Date:  1989-06-01       Impact factor: 2.104
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  1 in total

1.  A 1H STD NMR spectroscopic investigation of sialylnucleoside mimetics as probes of CMP-Kdn synthetase.

Authors:  Thomas Haselhorst; Melanie Oschlies; Tareq Abu-Izneid; Milton J Kiefel; Joe Tiralongo; Anja K Münster-Kühnel; Rita Gerardy-Schahn; Mark von Itzstein
Journal:  Glycoconj J       Date:  2006-07       Impact factor: 2.916
  1 in total

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