A family of mycothiol analogues

Spencer Knapp, Benjamin Amorelli, Etzer Darout, Christian C. Ventocilla, Lawrence M. Goldman, Richard A. Huhn, Ellen C. Minnihan

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

A thioglycoside aminotriol scaffold has been elaborated by acylation, reductive alkylation, sulfonation, phosphorylation, and other procedures to produce a library of 40 functionalized thioglycosides that superficially resemble the enzyme-binding portions of the Mycobacterium tuberculosis detoxifier mycothiol and its metabolic congeners. To the extent that these analogues mimic the transition states derived from substrates of the mycothiol-associated enzymes, they might prove useful as inhibitors and, ultimately, as drug leads.

Original languageEnglish (US)
Pages (from-to)103-130
Number of pages28
JournalJournal of Carbohydrate Chemistry
Volume24
Issue number2
DOIs
StatePublished - 2005

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry

Keywords

  • Acetyltransferase
  • Amidase
  • D-glucosaminide
  • Deacetylase
  • Glycosyltransferase
  • Ligase
  • Metalloprotein
  • Mycothiol
  • Reductase
  • Thioglycoside aminotriol scaffold

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