Formation of Pyrazine Derivatives from D-Glucosamine and Their Deoxyribonucleic Acid (DNA) Strand Breakage Activity

Kunihiro SUMOTO; Michiko IRIE; Nobuko MIBU; Seiji MIYANO; Yukihiko NAKASHIMA; Kenji WATANABE; Tadatoshi YAMAGUCHI

doi:10.1248/cpb.39.792

Kunihiro SUMOTO, Michiko IRIE, Nobuko MIBU, Seiji MIYANO, Yukihiko NAKASHIMA, Kenji WATANABE, Tadatoshi YAMAGUCHI

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Keywords: pyrazine, fructosazine, deoxyfructosazine, DNA strand breakage, plasmid pBR322, D-glucosamine, L-cysteine, aminosugar, copper ion

JOURNAL FREE ACCESS

1991 Volume 39 Issue 3 Pages 792-794

DOI https://doi.org/10.1248/cpb.39.792

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Abstract

Two pyrazine derivatives [fructosazine (3) and deoxyfructosazine (6)] were simultaneously formed in a solution of D-glucosamine hydrochloride under various conditions. They showed deoxyribonucleic acid (DNA) strand breakage activity in plasmid pBR322 comparable to that of D-glucosamine. The DNA strand breakage by fructosazine (3) was stimulated by Cu²⁺.

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