Thiol modified mycolic acids

Chem Phys Lipids. 2013 Jul-Aug:172-173:40-55. doi: 10.1016/j.chemphyslip.2013.03.004. Epub 2013 Apr 18.

Abstract

Patient serum antibodies to mycolic acids have the potential to be surrogate markers of active tuberculosis (TB) when they can be distinguished from the ubiquitously present cross-reactive antibodies to cholesterol. Mycolic acids are known to interact more strongly with antibodies present in the serum of patients with active TB than in patients with latent TB or no TB. Examples of single stereoisomers of mycolic acids with chain lengths corresponding to major homologues of those present in Mycobacterium tuberculosis have now been synthesised with a sulfur substituent on the terminal position of the α-chain; initial studies have established that one of these binds to a gold electrode surface, offering the potential to develop second generation sensors for diagnostic patient antibody detection.

Keywords: Cyclic voltammetry; Gold surfaces; Mycolic acids; Thiolated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antibodies / immunology
  • Electrochemical Techniques
  • Electrodes
  • Humans
  • Mycolic Acids / chemical synthesis
  • Mycolic Acids / chemistry*
  • Mycolic Acids / immunology
  • Stereoisomerism
  • Sulfhydryl Compounds / chemistry*
  • Tuberculosis / immunology
  • Tuberculosis / metabolism
  • Tuberculosis / pathology

Substances

  • Antibodies
  • Mycolic Acids
  • Sulfhydryl Compounds