Design and Synthesis of Peptide Mimetics of GDP-Fucose: Targeting Inhibitors of Fucosyltransferases

• DOI: 10.1055/s-2003-44984
• Publication Date: 2004-01-21T03:09:44Z
• Authors: Tetsuya Kajimoto; Toru Tanaka; Chihiro Tsuda; Tsuyoshi Miura; Toshiyuki Inazu; Shuichi Tsuji; Shoko Nishihara; Mitsuko Hisamatsu
• Keywords: Aldol reaction

Novel peptide mimetics of GDP-fucose were designed and synthesized targeting inhibitors the fucosyltransferases that transfer l-fucose from to oligosaccharides, on basis background nikkomycin Z, a mimetic UDP-N-acetylglucosamine, shows potent inhibitory activity toward an N-acetylglucosamine enzyme. The synthetic routes take advantage enzymatic aldol reaction catalyzed by l-threonine aldolase prepare guanine carrying β-hydroxy-α-l-amino acid, key intermediate.