Association of model peptides and dehydropeptides: N-acetyl-L-butyrine and (Z)-dehydrobutyrine N',N'-dimethylamides.

Małgorzata A Broda; Barbara Rzeszotarska

doi:10.18388/abp.2006_3381

Association of model peptides and dehydropeptides: N-acetyl-L-butyrine and (Z)-dehydrobutyrine N',N'-dimethylamides.

Małgorzata A Broda Institute of Chemistry, University of Opole, Opole, Poland.;
Barbara Rzeszotarska

DOI: https://doi.org/10.18388/abp.2006_3381

Abstract

These comparative studies on the aggregation behaviour of Ac-(Z)-DeltaAbu-NMe(2) and Ac-L-Abu-NMe(2) in carbon tetrachloride were performed by the analysis of their FTIR spectra and by theoretical calculations. The percentage of the monomeric form (alpha) decreased as concentration increased and this occurred to a higher degree for the (Z)-DeltaAbu derivative than for its saturated analogue. The dimerization constant K(D), calculated on the basis of the intensity of the monomer and associate bands in the nu(s)(N-H) vibration region, is by three orders of magnitude larger for Ac-(Z)-DeltaAbu-NMe(2) than for Ac-L-Abu-NMe(2). The obtained dimer geometries of the dehydro- compound were calculated by the B3LYP/6-31+G** method.

Published

2006-03-09

Issue

Vol. 53 No. 1 (2006)

Section

Articles

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