Literature DB >> 19081938

Synthesis of sulfone-based nucleotide isosteres: identification of CMP-sialic acid synthetase inhibitors.

Jessica H Wong1, Urvashi Sahni, Yanhong Li, Xi Chen, Jacquelyn Gervay-Hague.   

Abstract

A modular replacement approach to the synthesis of sulfo-nucleotide analogs prepared from condensation of nucleoside aldehydes with bis phosphonate Horner-Wadsworth-Emmons reagents is disclosed. These analogs were shown to be inhibitors of Neisseria meningitidis CSS (NmCSS), which is a key enzyme in the biosynthesis of the capsular polysaccharides required for bacterial infection.

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Year:  2008        PMID: 19081938      PMCID: PMC4505548          DOI: 10.1039/b819155g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  16 in total

Review 1.  Polysialylation: from bacteria to brains.

Authors:  F A Troy
Journal:  Glycobiology       Date:  1992-02       Impact factor: 4.313

2.  Synthesis of analogs of N-acetylneuraminic acid and their effect on CMP-sialate synthase.

Authors:  C R Petrie; M Sharma; O D Simmons; W Korytnyk
Journal:  Carbohydr Res       Date:  1989-03-15       Impact factor: 2.104

3.  Synthesis of the 4-acetamido-4-deoxy analogue of N-acetylneuraminic acid and its behaviour towards CMP-sialate synthase.

Authors:  E Zbiral; E Schreiner; R Christian
Journal:  Carbohydr Res       Date:  1989-12-01       Impact factor: 2.104

4.  Molecular cloning of a unique CMP-sialic acid synthetase that effectively utilizes both deaminoneuraminic acid (KDN) and N-acetylneuraminic acid (Neu5Ac) as substrates.

Authors:  D Nakata; A K Münster; R Gerardy-Schahn; N Aoki; T Matsuda; K Kitajima
Journal:  Glycobiology       Date:  2001-08       Impact factor: 4.313

5.  Kinetic properties of the acylneuraminate cytidylyltransferase from Pasteurella haemolytica A2.

Authors:  I G Bravo; S Barrallo; M A Ferrero; L B Rodríguez-Aparicio; H Martínez-Blanco; A Reglero
Journal:  Biochem J       Date:  2001-09-15       Impact factor: 3.857

Review 6.  Molecular mimicry of host structures by bacterial lipopolysaccharides and its contribution to disease.

Authors:  A P Moran; M M Prendergast; B J Appelmelk
Journal:  FEMS Immunol Med Microbiol       Date:  1996-12-01

Review 7.  Lipo-oligosaccharides (LOS) of mucosal pathogens: molecular mimicry and host-modification of LOS.

Authors:  R E Mandrell; M A Apicella
Journal:  Immunobiology       Date:  1993-04       Impact factor: 3.144

8.  Substrate specificity of CTP synthetase from Escherichia coli.

Authors:  K H Scheit; H J Linke
Journal:  Eur J Biochem       Date:  1982-08

9.  Structure-activity relationships of C6-uridine derivatives targeting plasmodia orotidine monophosphate decarboxylase.

Authors:  Angelica M Bello; Ewa Poduch; Yan Liu; Lianhu Wei; Ian Crandall; Xiaoyang Wang; Christopher Dyanand; Kevin C Kain; Emil F Pai; Lakshmi P Kotra
Journal:  J Med Chem       Date:  2008-01-12       Impact factor: 7.446

10.  Vinyl sulfones.

Authors:  Jessica H Wong; Marilyn M Olmstead; James C Fettinger; Jacquelyn Gervay-Hague
Journal:  Acta Crystallogr C       Date:  2008-02-09       Impact factor: 1.172

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  2 in total

Review 1.  Flagellin glycosylation with pseudaminic acid in Campylobacter and Helicobacter: prospects for development of novel therapeutics.

Authors:  Abu Iftiaf Md Salah Ud-Din; Anna Roujeinikova
Journal:  Cell Mol Life Sci       Date:  2017-10-27       Impact factor: 9.261

2.  Porous Organic Polymer-Derived Fe2P@N,P-Codoped Porous Carbon as Efficient Electrocatalysts for pH Universal ORR.

Authors:  Meng Zhang; Jingjing Ming; Wenhua Zhang; Jingru Xie; Ping Lin; Xiaofei Song; Xiangying Chen; Xuedong Wang; Baolong Zhou
Journal:  ACS Omega       Date:  2020-03-24
  2 in total

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