214604-62-3Relevant academic research and scientific papers
Design and Synthesis of Peptide Mimetics of GDP-Fucose: Targeting Inhibitors of Fucosyltransferases
Tanaka, Toru,Tsuda, Chihiro,Miura, Tsuyoshi,Inazu, Toshiyuki,Tsuji, Shuichi,Nishihara, Shoko,Hisamatsu, Mitsuko,Kajimoto, Tetsuya
, p. 243 - 246 (2007/10/03)
Novel peptide mimetics of GDP-fucose were designed and synthesized targeting inhibitors of the fucosyltransferases that transfer L-fucose from GDP-fucose to oligosaccharides, on the basis of the background that nikkomycin Z, a peptide mimetic of UDP-N-acetylglucosamine, shows potent inhibitory activity toward an N-acetylglucosamine transfer enzyme. The synthetic routes of the GDP-fucose mimetics take advantage of an enzymatic aldol reaction catalyzed by L-threonine aldolase to prepare the guanine carrying β-hydroxy-α- L-amino acid, a key synthetic intermediate.
Application of L-threonine aldolase-catalyzed reaction for the preparation of a peptidic mimetic of RNA: A leading compound of vero-toxin inhibitors
Miura, Tsuyoshi,Fujii, Masayuki,Shingu, Kazushi,Koshimizu, Ikuo,Naganoma, Junko,Kajimoto, Tetsuya,Ida, Yoshiteru
, p. 7313 - 7316 (2007/10/03)
A peptidic mimetic of RNA having a guanine-adenine-guanine code as a base sequence was prepared as a leading compound of Vero-toxin inhibitors. The synthesized hexapeptide is composed from two γ-guanyl-β-hydroxy-α-L- amino acids and one γ-adenyl-β-hydroxy-α-L-amino acid, which were prepared by using L-threonine aldolase-catalyzed reaction, in addition to three glycines. On designing this peptide, the β-hydroxyl groups in the novel α- amino acids are compared to the 2'-hydroxyl groups of RNA, and glycine was chosen as the mimic of the phosphate groups in the RNA backbone.
