Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of the Heptadecapeptide Corresponding to the Entire Amino Acid Sequence of Salmon Melanin-Concentrating Hormone (MCH)
KENJI OKAMOTOKOICHI YASUMURAKAZUYOSHI FUJITANIYOSHIAKI KISOHIROSHI KAWAUCHIICHIRO KAWAZOEHARUAKI YAJIMA
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1984 Volume 32 Issue 8 Pages 2963-2970

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Abstract

The heptadecapeptide corresponding to the entire amino acid sequence of melaninconcentrating hormone (MCH), isolated from chum salmon pituitaries, was synthesized by successive condensation of four peptide fragments and the N-terminal amino acid, i. e., Boc-(14-17)-OBzl, Boc-(9-13)-OH, Boc-(5-8)-NHNH2, Boc-(2-4)-NHNH2 and Boc-Asp (OBzl)-OH, followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid (TFA) and disulfide formation through the S-sulfonate. When melanin-concentrating activity was measured on a tilapia scale, the minimum effective concentration of the synthetic peptide was equivalent to that of natural salmon MCH (1nM).

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© The Pharmaceutical Society of Japan
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