Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Peptides. CXXIX. Application of Nin-Mesitylenesulfonyl-tryptophan for the Syntheses of Neuromedin B and Neuromedin C
藤井 信孝二木 史朗赤路 健一矢島 治明井上 敦子瀬川 富朗
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1985 年 33 巻 9 号 p. 3731-3737

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Two Trp containing peptides, neuromedins B and C, were synthesized using a new Trp derivative, Nin-mesitylenesulfonyltryptophan, [Trp (Mts)]. The thioanisole-mediated deprotection with trifluoromethanesulfonic acid in trifluoroacetic acid was employed at the final steps of these syntheses to remove the Mts group together with the Nα-protecting group. In this deprotecting step, the use of an additional scavenger, ethanedithiol, was recommended to suppress possible indole modification. When smooth-muscle contractile activity in guinea pig ileum was examined, the relative potencies of neuromedins B and C with respect to synthetic substance P (taken as 1) were 0.46 and 0.37, respectively.
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© The Pharmaceutical Society of Japan
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