4-硝基苯基 O-(2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基)-(1→2)-O-(6-O-甲基-α-D-吡喃甘露糖基)-(1→6)-β-D-吡喃葡萄糖苷及其 4',6'-二-O-甲基类似物的合成。N-乙酰葡糖胺基转移酶 V（GnT-V）的潜在抑制剂。
Synthesis of 4-nitrophenyl O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)- (1-->2)-O-(6-O-methyl-alpha-D-mannopyranosyl)-(1-->6)-beta-D- glucopyranoside and its 4',6'-di-O-methyl analog. Potential inhibitors of N-acetylglucosaminyl-transferase V (GnT-V).
作者信息
Khan S H, Matta K L
机构信息
Department of Gynecologic Oncology, Roswell Park Cancer Institute, Buffalo, New York 14263.
出版信息
Carbohydr Res. 1993 Apr 23;243(1):29-42. doi: 10.1016/0008-6215(93)84079-l.
O-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-(1-->2) -3,4 - di-O-acetyl-6-O-methyl-alpha-D-mannopyranosyl bromide and O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)- (1-->2)-3-O-acetyl-4,6-di-O-methyl-alpha-D-mannopyranosyl bromide were each condensed with 4-nitrophenyl 2,3-di-O-acetyl-beta-D-glucopyranoside, and the products were deprotected to yield, respectively, beta-D-Glc p NAc-(1-->2)-6-O-Me-alpha-D-Man p-(1-->6)-beta-D-Glc p and beta-D-Glc p NAc-(1-->2)-4,6-di-O-Me-alpha-D-Man p-(1-->6)-beta-D-Glc p, as their 4-nitrophenyl glycosides. These trisaccharides are expected to function as inhibitors for N-acetylglucosaminyltransferase V.
O-(2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖基)-(1→2)-3,4-二-O-乙酰基-6-O-甲基-α-D-吡喃甘露糖基溴化物和O-(2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖基)-(1→2)-3-O-乙酰基-4,6-二-O-甲基-α-D-吡喃甘露糖基溴化物分别与4-硝基苯基2,3-二-O-乙酰基-β-D-吡喃葡萄糖苷缩合，产物脱保护后分别得到β-D-Glc p NAc-(1→2)-6-O-Me-α-D-Man p-(1→6)-β-D-Glc p和β-D-Glc p NAc-(1→2)-4,6-二-O-Me-α-D-Man p-(1→6)-β-D-Glc p，均为它们的4-硝基苯基糖苷。预计这些三糖可作为N-乙酰葡糖胺基转移酶V的抑制剂。
Zotero 插件