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

Anna K. Füzéry, I. Csizmadia

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

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) 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
Volume501-502
DOIs
Publication statusPublished - Apr 28 2000

Fingerprint

Drug Design
Glycine
Conformations
Amino acids
Stabilization
Molecules
Acids
glycine
Pharmaceutical Preparations
drugs
stabilization
acids
molecules
dehydroalanine

Keywords

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

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

An exploratory density functional study on N- and C- protected trans- α,β-didehydroalanine. / Füzéry, Anna K.; Csizmadia, I.

In: Journal of Molecular Structure: THEOCHEM, Vol. 501-502, 28.04.2000, p. 539-547.

Research output: Contribution to journalArticle

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