Structure of a peptide surrogate, tert-butoxycarbonylalanyl-psi(CH2S)-phenylalanine [Boc-Ala-psi(CH2S)-Phe-OH]

Acta Crystallogr C. 1988 Sep 15:44 ( Pt 9):1576-9. doi: 10.1107/s0108270188003452.

Abstract

C17H25NO4S, Mr = 339.5, monoclonic, C2 a = 24.927 (8), b = 5.252 (4), c = 16.867 (7) A, beta = 122.70 (1) degree, V = 1858.2 (9) A3, Z = 4, D chi = 1.21 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 1.83 cm-1, F(000) = 728, T = 295 K. The final R value for 1466 independent observed reflections is 0.075. The thiomethylene dipeptide analogue possesses a C alpha i...C alpha i+1 distance somewhat smaller than in the extended amide counterpart due to a partially folded structure, especially in the C-terminal region. Pairs of molecules are held together by O-H...O = C (carboxylic acid) hydrogen bonds.

Publication types

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

MeSH terms

  • Dipeptides*
  • Molecular Structure
  • Oligopeptides*
  • X-Ray Diffraction

Substances

  • Dipeptides
  • Oligopeptides
  • tert-butoxycarbonylalanyl-psi-thiomethylene-phenylalanine