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Conformation of a cyclic tetrapeptide related to an analog of enkephalin

✍ Scribed by David Hall; Nicola Pavitt

Publisher
Wiley (John Wiley & Sons)
Year
1984
Tongue
English
Weight
739 KB
Volume
23
Category
Article
ISSN
0006-3525

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✦ Synopsis

A systematic survey has been made, using molecular mechanics, of the conformation of cycle(-NY-Mabu-Gly-Ala-Ala-), where Mabu is (R)-a-methyl-y-arninobutyric acid. This molecule corresponds to the 14-membered ring of the conformationally restricted, biologically active, Leu-enkephalin analog, Tyr-~~cclo(NY-rrA,bu-Gly-Phe-Leu-), reported by DiMaio and Schiller [(1980) Proc. Natl. Acad. Sci. USA 77, 7162-71661. There is one extensive low-energy conformational region, in which the two lowest energy minima are separated by a low barrier; other low-energy conformations exist but are closely restricted. Assuming that enkephalin in its active form shares conformation features with the cyclic molecule, it is deduced that enkephalin contains a Gly1-Phe4 type 11' bend and that it could be similar to the model proposed by Clarke et al. [(1978) J Med. Chem. 21, 600-6061.

πŸ“œ SIMILAR VOLUMES

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