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Lipidic peptides, VII. Synthesis and structure elucidation of γ-aminobutyric acid conjugates with lipidic acids, lipidic amino acids and lipidic peptides

✍ Scribed by Hussain, Rohanah ;Toth, Istvan ;Gibbons, William A.

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
555 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

A series of γ‐aminobutyric acid esters of lipidic acids, lipidic peptides and γ‐aminobutyric acid amides of lipidic α‐amino acids and oligomers were synthesised. The GABA conjugates with ester linkages (6j–r) were prepared by coupling the lipidic acids and peptide conjugates to the carboxyl terminus of GABA. Two types of GABA conjugates linked by amide bonds were synthesised. This class included compounds 5d–f in which the amino group of the lipidic amino acid is condensed with the carboxyl function of GABA and compounds 7a–b with the carboxyl terminus of the α‐amino acid coupled to the amino group of GABA. The lipidic amino acid peptide oligomers were varied from 1–3 units, and the alkyl side chains ranged from 5–17 carbon atoms in length in order to impart different lipophilicities to the GABA molecule conjugates.

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