An improved synthesis of arsenic-biotin conjugates

Bioorg Med Chem. 2008 May 15;16(10):5743-6. doi: 10.1016/j.bmc.2008.03.054. Epub 2008 Mar 27.

Abstract

An amide linked conjugate of p-aminophenylarsine oxide and biotin is conveniently prepared in a one-pot procedure by the reaction of biotinyl chloride, formed in situ, with p-aminophenyldichloroarsine. The reaction of the arsine oxide-biotin conjugate with 1,2-ethanedithiol produces the stabilized dithiarsolane. These reagents are now readily available for a variety of applications.

Publication types

  • Research Support, N.I.H., Intramural

MeSH terms

  • Arsenicals / chemical synthesis*
  • Arsenicals / chemistry*
  • Biotin / chemistry*
  • Mercaptoethanol / analogs & derivatives
  • Mercaptoethanol / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Arsenicals
  • N-(4-(1,3,2)dithiarsolan-2-yl-phenyl)hexahydro-2-oxo-(3aS,4S,6aR)-1H-trieno(3,4-d)imidazole-4-pentamide
  • p-aminophenylarsine oxide
  • 4-aminophenyldichloroarsine
  • Mercaptoethanol
  • Biotin
  • 1,2-ethanedithiol