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Updated: Jul 17, 2026

Synthesis of Protein Bioconjugates via Cysteine-maleimide Chemistry
Published on: July 20, 2016
Preparation, characterization, and antioxidative effects of oligomeric proanthocyanidin-L-cysteine complexes
Hajime Fujii1, Takashi Nakagawa, Hiroshi Nishioka
1Amino Up Chemical Company Ltd., High Tech Hill Shin-ei, 363-32 Kiyota, Sapporo 004-0839, Japan. hfujii@aminoup.co.jp
Abstract:
Controlled acid-catalyzed degradation of proanthocyanidin polymers in grape seeds together with L-cysteine led to oligomeric proanthocyanidin-L-cysteine complexes along with monomeric flavan-3-ol derivatives being isolated, and their structures were confirmed on the basis of spectroscopic data and by chemical means. In addition, comparative studies on the antioxidative and survival effects of oligomeric proanthocyanidin-L-cysteine complexes and proanthocyanidin polymers were performed. The oligomeric proanthocyanidin-L-cysteine complexes showed higher bioavailability and antioxidant capacity and enhanced survival time in the animal test groups. In addition, it is suggested that the oligomeric complexes may help to prevent oxidative stress and may reduce free radical production.
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