First synthesis of a fully active spin-labeled peptide hormone

FEBS Lett. 1999 Mar 5;446(1):45-8. doi: 10.1016/s0014-5793(99)00172-6.

Abstract

For the first time in the electron spin resonance (ESR) and peptide synthesis fields, a fully active spin-labeled peptide hormone was reported. The ESR spectra of this alpha-melanocyte stimulating hormone (alpha-MSH) analogue (acetyl-Toac0-alpha-MSH) where Toac is the paramagnetic amino acid probe 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid, suggested a pH-independent conformation and a more restricted movement comparatively to the free Toac. Owing to its equivalent biological potency in a skin pigmentation assay as compared to the native alpha-MSH and its unique characteristic (paramagnetic, naturally fluorescent and fully active), this analogue is of great potential for investigation of relevant physiological roles reported for alpha-MSH.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electron Spin Resonance Spectroscopy
  • Protein Conformation
  • Spin Labels
  • alpha-MSH / chemical synthesis*
  • alpha-MSH / chemistry
  • alpha-MSH / metabolism

Substances

  • Spin Labels
  • alpha-MSH