Synthesis of an Unnatural N-Glycan-linked Dolichyl Pyrophosphate Precursor

Yuko NAKAHARA; Tomoharu NONAKA; Hironobu HOJO; Yoshiaki NAKAHARA

doi:10.1271/bbb.67.1761

Organic Chemistry Regular Papers

Synthesis of an Unnatural N-Glycan-linked Dolichyl Pyrophosphate Precursor

Yuko NAKAHARA, Tomoharu NONAKA, Hironobu HOJO, Yoshiaki NAKAHARA

著者情報

キーワード: synthesis, glycosylation, N-glycan biosynthesis, unnatural N-glycan, dolichyl pyrophosphate precursor

ジャーナルフリー

2003 年 67 巻 8 号 p. 1761-1766

DOI https://doi.org/10.1271/bbb.67.1761

詳細

抄録

An unnatural α-D-mannopyranose-linked chitobiosyl dolichyl pyrophosphate, a stereoisomer of the N-glycan biosynthesis intermediate, was synthesized. The protected trisaccharide, α-D-Man-(1→4)-β-D-GlcNAc-(1→4)-D-GlcNAc, carrying a 4-methylbenzoyl group was prepared for the convenience of a TLC analysis. 1-O-Phosphorylation, condensation with dolichyl phosphate, and subsequent deprotection afforded the title compound.

責任著者(Corresponding author)

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