Synthesis and 1H-NMR studies of alpha-deuterated analogues of des-Trp1, Nle12-human minigastrin

Biopolymers. 1990;30(7-8):847-54. doi: 10.1002/bip.360300719.

Abstract

Three analogues of the tridecapeptide amide H-Leu-(Glu)5-Ala-Tyr-Gly-Nle-Asp-Phe-NH2 were synthetized with alpha-deuterated glutamate residues in specific positions in order to assign unambiguously the 1H nmr spectrum of the parent peptide in water and in water-trifluoroethanol mixtures. The synthetic route is described and the assignment illustrated. A previous, tentative assignment based solely on indirect evidence [Mammi, S., Mammi, N. J. & Peggion, E. (1988) Biochemistry 27, 1374-1379] was partially modified.

MeSH terms

  • Amino Acid Sequence
  • Deuterium
  • Gastrins / chemistry*
  • Glutamates / chemistry
  • Humans
  • Molecular Sequence Data
  • Peptides / chemical synthesis
  • Peptides / chemistry
  • Temperature
  • Tryptophan / chemistry

Substances

  • Gastrins
  • Glutamates
  • Peptides
  • minigastrin
  • Tryptophan
  • Deuterium