Preparation of photoreactive derivatives of α‐melanotropin by selective modification of the lysine or tryptophan residue

KOJI MURAMOTO, DOUGLAS I. BUCKLEY, J. RAMACHANDRAN

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Photoreactive derivatives of α‐melanotropin were prepared by selective modification of the single tryptophan residue in position 9 or the amino group of the lysine residue in position 11 by reaction with 2‐nitro‐4‐azidophenylsulfenyl chloride. [2‐Nitro‐4‐azidophenylsulfenyl‐Trp9]‐α‐melanotropin was found to be five times as potent as α‐melanotropin in stimulating lipolysis in isolated rabbit adipocytes. [Nε‐2‐nitro‐4‐azidophenylsulfenyl‐Lys11]‐α‐melanotropin had only 11% of the lipolytic potency of α‐melanotropin.

Original languageEnglish
Pages (from-to)366-370
Number of pages5
JournalInternational Journal of Peptide and Protein Research
Volume20
Issue number4
DOIs
Publication statusPublished - 1982 Oct
Externally publishedYes

Keywords

  • 2‐nitro‐4‐azidophenylsulfenyl
  • lipolysis
  • partition chromatography
  • sulfenamide cleavage.

ASJC Scopus subject areas

  • Biochemistry

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