2-Azi-1,10-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-1,10-decanediol | 146321-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Azi-1,10-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-1,10-decanediol
• 英文别名: 2-Azi-1,10-bis(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-glucopyranosyloxy)decan
• CAS: 146321-17-7
• 化学式: C₅₀H₅₈N₄O₂₀
• 分子量: 1035.03
• InChiKey: YBBOTNVFQKGEEN-HYZSLYHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  74.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  294.2
• 氢给体数：
  0.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  2-Azi-1,10-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-1,10-decanediol 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 生成 2-Azi-1,10-bis(2-amino-2-desoxy-β-D-glucopyranosyloxy)decan
  参考文献：
  名称：

  A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-azi-1,10-decanediol (10) that mimics the biantennary. core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for galactosyltransferase. In the presence of UDP-Gal. no photoaffinity labelling by 10 takes place, which agrees the mechanism of galactosyltransferase action.

  DOI：

  10.1016/s0008-6215(00)90925-x
• 作为产物：
  描述：

  10-Acetoxy-1-hydroxy-2-decanone 在 四氯化锡 氨 、 碘 、 三乙胺 、 hydroxylamine-O-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 反应 8.5h， 生成 2-Azi-1,10-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-1,10-decanediol
  参考文献：
  名称：

  A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-azi-1,10-decanediol (10) that mimics the biantennary. core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for galactosyltransferase. In the presence of UDP-Gal. no photoaffinity labelling by 10 takes place, which agrees the mechanism of galactosyltransferase action.

  DOI：

  10.1016/s0008-6215(00)90925-x

文献信息

• Lehmann, Jochen; Petry, Stefan, Liebigs Annalen der Chemie, 1993, # 10, p. 1111 - 1116
  作者：Lehmann, Jochen、Petry, Stefan

  DOI：——

  日期：——