The synthesis of water soluble decalin-based thiols and S-nitrosothiols--model systems for studying the reactions of nitric oxide with protein thiols

Org Biomol Chem. 2005 May 21;3(10):1942-52. doi: 10.1039/b503758a. Epub 2005 Apr 19.

Abstract

The syntheses of three decalin-based tert-thiols displaying varying degrees of solubility in aqueous milieu are described. The S-nitroso derivatives of these compounds have also been prepared and the structures of two of these determined by single crystal X-ray diffraction. These compounds have been designed for studying the interaction of nitric oxide (NO) with thiols under physiological conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Naphthalenes / chemistry*
  • Nitric Oxide / chemistry*
  • Solubility
  • Spectrometry, Mass, Electrospray Ionization
  • Sulfhydryl Compounds / chemical synthesis*
  • Sulfhydryl Compounds / chemistry
  • Water / chemistry

Substances

  • Naphthalenes
  • Sulfhydryl Compounds
  • Water
  • Nitric Oxide
  • decalin