Bulletin of the Chemical Society of Japan

Studies on the. BETA.-turn of peptides. VII. Syntheses and antibiotic activities of gramicidin S analogs with L-Pro-L-Asn or L-Pro-D-Ala sequence at the. BETA.-turn …

K Sato, U Nagai

Index: Sato; Nagai Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 11 p. 3329 - 3336

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Citation Number: 15

Abstract

Two analogs of gramicidin S (GS),[L-Pro 4, 4′, L-Asn 5, 5′]-GS (10a) and [L-Pro 4, 4′, D- Ala 5, 5′]-GS were synthesized to investigate the possibility of replacing the β-turn part of GS by a different type of β-turn keeping the biological activity. For the synthesis of 10a, three procedures were examined and satisfactory results were obtained by the active ester method applied to cyclization of linear decapeptide with L-Pro at the C-terminus. Neither ...