N-acetyl-N-allyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glycopyranosylamine | 263863-29-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-acetyl-N-allyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glycopyranosylamine
• 英文别名: [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-[acetyl(prop-2-enyl)amino]-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 263863-29-2
• 化学式: C₃₁H₄₃NO₁₈
• 分子量: 717.678
• InChiKey: MXARMKLDVLPBKA-GNZBLXBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  50.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  232.1
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  N-acetyl-N-allyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glycopyranosylamine 在 transglutaminase EC 2.3.2.13 、 sodium methylate 作用下， 以 甲醇 、 phosphate buffer 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Enzymatic Synthesis of Neoglycopeptide Building Blocks

  摘要：

  DOI：

  10.1002/(sici)1521-3773(20000117)39:2<396::aid-anie396>3.0.co;2-a
• 作为产物：
  描述：

  乙酸酐 、 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 24.0h， 以9.85 g的产率得到N-acetyl-N-allyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glycopyranosylamine
  参考文献：
  名称：

  Chemoenzymatic Synthesis of Neoglycopeptides:  Application to an α-Gal-Terminated Neoglycopeptide

  摘要：

  A novel methodology; for the enzymatic preparation from suitably derivatized oligosaccharides of N-linked neoglycopeptides using the microbial glutaminyl-peptide gamma -glutamyl transferase, transglutaminase (TGase), is described, N-Allyl glycosides of various oligosaccharides were photochemically coupled with cysteamine to yield amino-terminated thioether spacers, which were accepted by transglutaminase to transamidate the side-chain gamma -carboxamide group in the dipeptide Z-Gln-Gly.

  DOI：

  10.1021/jo001439c