Elsevier

Tetrahedron

Volume 19, Issue 1, 1963, Pages 95-105
Tetrahedron

Peptides—XIII : Effects of configuration on dielectric increments and cyclization of some simple peptides

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Abstract

Cyclization of the diastereoisomeric glycylleucylleucylglycylglycines, either through their p-nitrophenyl thiolesters or by means of dicyclohexyl carbodiimide, yields 39% of the D-L and 12% of the l-l cyclic pentapeptide. Correspondingly the dielectric increment of the open-chain d-l pentapeptide is only 64% that of the l-l, and similar differences have been found with several pairs of diastereoisomeric di- and-tri-peptides. A preliminary discussion of these results in terms of preferred conformations of peptide chains is given.

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