An exploratory density functional study on N- and C- protected trans- α,β-didehydroalanine

Anna K. Füzéry, Imre G. Csizmadia

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Dehydroamino acids play a significant role in nature and in drug design. Up to the present however, few conformational studies have been carried out computationally on such molecules. The present study explored the stable conformations available to N-formyl-trans-2,3-didehydroalaninamide (trans- For-ΔAla-NH2). Seven minima (β(DL), δ(D), δ(L), ε(D), ε(L), γ(D) and γ(L)) were found at the B3LYP/6-31G* levels of theory, with the β(DL) conformer being the most stable. The ΔE(stabilization)((γ)<(SUBL)> indicated in the dehydroalanine residue is more stable than the glycine residue by -12.55 kcal/mol, although it is also more rigid. (C) 2000 Elsevier Science B.V.

Original languageEnglish
Pages (from-to)539-547
Number of pages9
JournalJournal of Molecular Structure: THEOCHEM
Publication statusPublished - Apr 28 2000



  • Ab initio study
  • N- and C-protected trans-2,3-didehydroalanine
  • α,β-dehydroamino acids

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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