The synthesis of single enantiomers of trans-alkene containing mycolic acids and related sugar esters

Hanan M. Ali, Gani Koza, Rwoa'a T. Hameed, Richard Rowles, Carys Davies, Juma'a R. Al Dulayymi, Christopher D. Gwenin, Mark S. Baird*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Routes to single enantiomers of hydroxy, methoxy and ketomycolic acids containing an α-methyl-trans-alkene unit as well as related trehalose, glucose, arabinose and glycerol esters are described. In serodiagnostic assays to detect antibodies to mycobacterial lipids, the trehalose esters give higher responses to the serum of patients with culture positive tuberculosis than to that of culture negative patients.

Original languageEnglish
Pages (from-to)7143-7158
Number of pages16
JournalTetrahedron
Volume72
Issue number45
Early online date14 Sep 2016
DOIs
Publication statusPublished - 10 Nov 2016
Externally publishedYes

Keywords

  • Mycolic acid
  • TDM
  • TMM
  • GMM
  • Trans-alkene
  • Trehalose monomycolate
  • Trehalose dimycolate

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