Synthesis of a hematoside analog containing phytosphingosine and α-hydroxfatty acid

Tetsuji Sugata, Yoko Kan, Yoshiteru Nagaregawa, Tomofumi Miyamoto, Ryuichi Higuchi

研究成果: ジャーナルへの寄稿記事

19 引用 (Scopus)

抜粋

The hematoside analog 1 [NeuGcα(2→3)Galβ(1→4)Glcβ(1→1)Cer], which contains a phytosphingosine as a sphingoid base and an α-hydroxyfatty acid, has been synthesized. Coupling of the methyl (methyl 5-benzyloxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero- α-and -β-D-galacto-2-nonulopyranosid)onate 5, prepared from the corresponding 5-acetamido derivative 2, with a lactose derivative 6 afforded sialolactoside 7, which was converted to the corresponding trichloroacetimidate 10. Glycosylation of 10 with the ceramide tribenzoate 12 gave the protected hematoside analog 13, which was deprotected to the hematoside analog 1.

元の言語英語
ページ(範囲)917-925
ページ数9
ジャーナルJournal of Carbohydrate Chemistry
16
発行部数6
DOI
出版物ステータス出版済み - 1 1 1997

    フィンガープリント

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry

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