The N-hydroxysuccinimide ester of Boc-[S-(3-nitro-2-pyridinesulfenyl)]-cysteine: a heterobifunctional cross-linking agent

Biochem Biophys Res Commun. 1985 Nov 15;132(3):1046-50. doi: 10.1016/0006-291x(85)91912-6.

Abstract

Synthetic cysteine-containing peptides were unidirectionally conjugated to albumin via disulfide bonds using the S-(3-nitro-2-pyridinesulfenyl) derivative of cysteine. This method employs the N-hydroxysuccinimide ester of Boc-[S-(3-nitro-2-pyridinesulfenyl)]-cysteine, a protected amino acid derivative used in peptide synthesis, as a heterobifunctional cross-linking agent. The disulfide bonds in the conjugates are formed by the reaction of free thiols with S-(3-nitro-2-pyridinesulfenyl) groups. Bovine albumin was conjugated in this manner to several synthetic peptides derived from human fibrin. Amino acid analysis of these conjugates demonstrated incorporations of from 6 to 11 peptide molecules per molecule of protein.

Publication types

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

MeSH terms

  • Cross-Linking Reagents*
  • Cysteine / analogs & derivatives*
  • Peptides
  • Serum Albumin
  • Succinimides*

Substances

  • Cross-Linking Reagents
  • Peptides
  • Serum Albumin
  • Succinimides
  • tert-butyloxycarbonyl-(S-(3-nitro-2-pyridinesulfenyl))cysteine-N-hydroxysuccinimide
  • Cysteine