ISSN:
0025-116X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
A series of N- and C-protected L-α-aminobutyric acid homo-oligopeptides from dipeptide through heptapeptide was synthesized by the dicyclohexylcarbodiimide and acyl azide coupling methods. The monodisperse peptides were characterized and found to be chemically and optically pure. By means of infrared absorption and circular dichroism in the vacuum ultraviolet (150 nm) the occurrence of the intermolecular β-conformation in the higher oligopeptides in the solid state was ascertained. In solvents of low polarity at high dilution the amount of intramolecularly hydrogen-bonded folded structure formation was established as a function of peptide chain length. Unordered and intermolecular β-structures were found in alcohols and in water/2,2,2-trifluoroethanol mixtures. The results obtained are compared with those already published of other homologous peptide series derived from L-α-amino acid residues with linear hydrocarbon side chains, namely alanine, norvaline, and norleucine. Analogies and differences with the series from β- and γ-branched residues are also discussed.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1981.021821121
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