Mycobacterium alvei (ω-1)-methoxy mycolic acids: absolute stereochemistry and synthesis

Zamzam S Alhuwaymil, Intisar Q.M. Al-araj, Ahmad R Al Dulayymi, Alison Jones, Pedro L Valero-Guillén, Paul J Gates, Mark S Baird, Juma'a R. Al Dulayymi*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

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Abstract

Cells of Mycobacterium alvei are known to contain a unique set of mycolic acids with a (ω-1)-methoxy group; although the various enzymes in the biosynthesis of other types of mycolic acid have been widely studied, the biosynthetic route to this substituent is unclear. We now define the stereochemistry of the (ω-1)-methoxy fragment as R, and describe the synthesis of a major R-(ω-1)-methoxy-mycolic acid and its sugar esters, and of two natural M. alvei diene mycolic acids.
Original languageEnglish
Article number104977
Number of pages14
JournalChemistry and Physics of Lipids
Early online date20 Sep 2020
DOIs
Publication statusPublished - 1 Nov 2020

Keywords

  • Mycobacterium
  • alvei
  • mycolic acid
  • (w-1)-methoxy
  • synthesis

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