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Systematic synthesis of sulfur-containing p-nitrophenyl alpha-maltopentaoside derivatives for a differential assay of human alpha-amylases.

作者信息

Ozawa K, Taki Y, Ishida H, Yamagata Y, Satomura S, Kiso M, Hasegawa A

机构信息

Department of Applied Bioorganic Chemistry, Gifu University, Japan.

出版信息

Biosci Biotechnol Biochem. 1993 May;57(5):821-8. doi: 10.1271/bbb.57.821.

DOI:10.1271/bbb.57.821
PMID:7763778
Abstract

For use in a differential assay of human alpha-amylases, a variety of 6(5)-S-substituted p-nitrophenyl alpha-maltopentaoside derivatives (6-54) were systematically synthesized via the key intermediate, p-nitrophenyl O-(2,3-di-O-acetyl-6-S-acetyl-4-O-benzoyl-6-thio-alpha-D-glucopyranosyl) - (-->4)-tris[O-(2,3,6-tri-O-acetyl-alpha-D-glucopyranosyl)-(1-->4)]-2,3,6 -tri-O-acetyl-alpha-D-glucopyranoside (4), which was easily prepared from p-nitrophenyl alpha-maltopentaoside (G5P) in four steps. The sulfoxide and sulfone derivatives were prepared by oxidizing the corresponding sulfides with m-chloroperbenzoic acid.

摘要

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