Conformational properties of N-acetyl-L-alanine N',N'-dimethylamide.

• Authors: Dawid Siodłak , Barbara Rzeszotarska , Małgorzata A Broda
• Languages of publication: EN

Abstracts

EN

Ab initio/DFT analysis of the conformational properties of free Ac-Ala-NMe2 (N-acetyl-L-alanine-N',N'-dimethylamide) in terms of the N-H···O, N-H···N, C-H···O hydrogen bonds and Cδ+ = Oδ- dipole attractions was performed. The Ala residue combined with the C-terminal tertiary amide prefers an extended conformation and that characteristic of the (i + 1)th position of the βVIb turn. These can be easily remodelled into a structure compatible with the (i + 1)th position of the βII/βVIa turn. The residue has also the potential to adopt the conformation accommodated at both central positions of the βIII/βIII' turn or the (i + 1)th position of the βI/β'I turn.

Keywords

EN

ab initio/DFT calculations; N-alkylpeptides; β-turns; alanine derivative; N',N'-dimethylamides; peptide design

• Journal: Acta Biochimica Polonica
• Year: 2004
• Volume: 51
• Issue: 1
• Pages: 137-143

Dates

published

2004

received

2003-10-31

revised

2004-02-12

accepted

2004-02-18

Contributors

author

Dawid Siodłak

• Institute of Chemistry, University of Opole, Opole, Poland

author

Barbara Rzeszotarska

• Institute of Chemistry, University of Opole, Opole, Poland

author

Małgorzata A Broda

• Institute of Chemistry, University of Opole, Opole, Poland

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