Synthetic Study on Selenocystine-Containing Peptides

Takaki Koide, Hiromi Itoh, Akira Otaka, Hiroyuki Yasui, Masataka Kuroda, Nobutaka Fujii, Nobuyoshi Esaki, Kenji Soda

研究成果: Article査読

70 被引用数 (Scopus)

抄録

N-9-Fluorenylmethoxycarbonyl-Se-4-methoxybenzylselenocysteine [Fmoc-Sec(MBzl)-OH] was synthesized from selenocystine and successfully applied to Fmoc-based solid-phase peptide synthesis. The stability and the deprotection conditions of the Se-MBzl group were examined. The diselenide bond of a peptide was directly and effectively established between Sec(MBzl) residues by treatment with iodine or the dimethyl sulfoxide-trifluoroacetic acid system. Reduction kinetics of diselenide and disulfide in model peptides by reduced glutathione were also studied comparatively.

本文言語English
ページ(範囲)502-506
ページ数5
ジャーナルChemical and Pharmaceutical Bulletin
41
3
DOI
出版ステータスPublished - 1993
外部発表はい

ASJC Scopus subject areas

  • 化学 (全般)
  • 創薬

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