Synthesis of corticotropin peptides. X. The synthesis of ACTH(1-18)-OH, ACTH(1-18)-NH2 and ACTH(1-19)-NH2.
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概要
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The final coupling, deprotection and purification processes for the synthesis of octadecapeptides, H–Ser–Tyr–Ser–Met–Glu–His–Phe–Arg–Trp–Gly–Lys–Pro–Val–Gly–Lys–Lys–Arg–Arg–OH(I) and H–Ser–Tyr–Ser–Met–Glu–His–Phe–Arg–Trp–Gly–Lys–Pro–Val–Gly–Lys–Lys–Arg–Arg–NH<SUB>2</SUB> (II), corresponding to the first eighteen amino acid residues of corticotropin (ACTH) are described, in which the <I>N</I>-hydroxysuccinimide ester of the N-terminal decapeptide derivative is coupled with the C-terminal octapeptide and octapeptide amide derivatives to give the two protected end products. The same decapeptide active ester is also utilized to the synthesis of a nonadecapeptide, H–Ser–Tyr–Ser–Met–Glu–His–Phe–Arg–Trp–Gly–Lys–Pro–Val–Gly–Lys–Lys–Arg–Arg–Pro–NH<SUB>2</SUB> (III), identical with the first nineteen amino acid residues of ACTH. The <I>in vivo</I> steroidogenic potencies of the synthetic peptides are compared with that of the synthetic human ACTH (α<SUB>h</SUB>-ACTH) as reference to show that the relative potencies of I, II, and III <I>vs</I>. α<SUB>h</SUB>-ACTH are 0.14, 0.48, and 0.47, respectively, as estimated on a molar basis.
- 公益社団法人 日本化学会の論文
著者
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Kanayama Makoto
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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Inouye Ken
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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Shinozaki Fusako
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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Otsuka Hideo
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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Inouye Ken
Shionogi Research Laboratories, Shionogi & Co., Ltd.
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Otsuka Hideo
Shionogi Research Laboratories, Shionogi & Co., Ltd.
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Shinozaki Fusako
Shionogi Research Laboratory, Shionogi & Co., Ltd.
関連論文
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