4.4 Article

A synthetic tripeptide as a novel organo-gelator: a structural investigation

Journal

TETRAHEDRON LETTERS
Volume 44, Issue 21, Pages 4103-4107

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)00839-6

Keywords

organogelator.; Aib; synthetic peptide

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A self-associating synthetic tripeptide [Boc-Ala(1)-Aib(2)-beta-Ala(3)-OMe (Aib: alpha-amino-isobutyric acid, beta-Ala: beta-alanine)] forms thermoreversible transparent gels in various organic solvents and this offers the first example of a peptide gelator whose molecular self-assembly afforded for gelation has been characterised by single-crystal X-ray diffraction and FT-IR and NMR spectroscopic studies. The crystal structure of an analogous synthetic non-gelator tripeptide [Boc-Ala(1)-Gly(2)-beta-Ala(3)-OMe] is also discussed in light of the self-assembly of the gelator tripeptide. (C) 2003 Elsevier Science Ltd. All rights reserved.

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