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

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

Research output: Contribution to journalArticle

4 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)27-29
Number of pages3
JournalOrganic and Biomolecular Chemistry
Volume7
Issue number1
DOIs
StatePublished - 2009

Fingerprint

N-Acylneuraminate Cytidylyltransferase
Organophosphonates
Sulfones
sulfones
Neisseria meningitidis
Biosynthesis
nucleotides
Nucleosides
Bacterial Infections
Aldehydes
inhibitors
Polysaccharides
Condensation
Nucleotides
analogs
acids
nucleosides
biosynthesis
polysaccharides
infectious diseases

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

Synthesis of sulfone-based nucleotide isosteres : Identification of CMP-sialic acid synthetase inhibitors. / Wong, Jessica H.; Sahni, Urvashi; Li, Yanhong; Chen, Xi; Gervay-Hague, Jacquelyn.

In: Organic and Biomolecular Chemistry, Vol. 7, No. 1, 2009, p. 27-29.

Research output: Contribution to journalArticle

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