Two novel iso-branched octadecenoic acids from a Micrococcus species

J Nat Prod. 2000 Nov;63(11):1573-5. doi: 10.1021/np000305r.

Abstract

The novel fatty acids 16-methyl-6(Z)-heptadecenoic acid and 16-methyl-8(Z)-heptadecenoic acid were identified for the first time in nature in a species of the bacterium Micrococcus isolated from Lake Pomorie in Bulgaria. The principal fatty acids in this bacterium were a series of iso-anteiso fatty acids with chain lengths between C(14) and C(24), while the most interesting series of monounsaturated fatty acids was a family of Delta(6) fatty acids with chain lengths between C(14) and C(17). The novel compounds were characterized using a combination of GC-MS and chemical transformations, such as dimethyl disulfide derivatization and catalytic hydrogenation. The results established for the first time a bacterial origin for some of these Delta(6) fatty acids.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Fatty Acids, Monounsaturated / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Micrococcus / chemistry*
  • Micrococcus / metabolism
  • Spectrophotometry, Infrared
  • Spectroscopy, Fourier Transform Infrared
  • Water Microbiology

Substances

  • 16-methyl-6-heptadecenoic acid
  • 16-methyl-8-heptadecenoic acid
  • Fatty Acids, Monounsaturated