GlcNAc(a1-4)Gal(b)-O-Ph(4-OMe) | 1260238-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: GlcNAc(a1-4)Gal(b)-O-Ph(4-OMe)
• 英文别名: N-[(2R,3R,4R,5S,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(4-methoxyphenoxy)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1260238-94-5
• 化学式: C₂₁H₃₁NO₁₂
• 分子量: 489.477
• InChiKey: AUMOQLLKGQJATN-QXHOUFLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  197
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  4,6-dimethoxy-1,3,5-triazin-2-yl α-N-acetylglucosaminide 、 4-甲氧基苯基-Β-D-半乳糖苷 在 Bacteroides thetaiotaomicron VPI5482 α-N-acetylglucosaminidase B1 作用下， 以52%的产率得到GlcNAc(a1-4)Gal(b)-O-Ph(4-OMe)
  参考文献：
  名称：

  A dimethoxytriazine type glycosyl donor enables a facile chemo-enzymatic route toward α-linked N-acetylglucosaminyl-galactose disaccharide unit from gastric mucin

  摘要：

  现已开发出一种高效的化学酶法工艺，用于构建胃粘蛋白中的δ-连接双糖单元（GlcNAcδ±1-4Gal）。该工艺包括在水中一步制备新型三嗪型糖基供体，然后在δ-N-乙酰葡糖胺苷酶的催化下转糖基化为半乳糖衍生物。

  DOI：

  10.1039/c2cc30946g

文献信息

• Practical heavy fluorous tag for carbohydrate synthesis with minimal chromatographic purification
  作者：Kohtaro Goto、Mamoru Mizuno

  DOI：10.1016/j.tetlet.2010.10.016

  日期：2010.12

  A practical heavy fluorous tag 5 bound to a benzylic linker was prepared and applied to carbohydrate synthesis. The fluorous tag 5 was readily introduced to the desired hydroxyl group and carboxyl group by using various methods. Synthesis of the oligosaccharide, which included the terminal structure of class III mucin, was achieved with single-column chromatographic purification. In addition, because of the symmetrical structure of 5, each fluorous synthetic intermediate could be analyzed much easier by NMR spectroscopy than in the case of the fluorous compounds connecting our previous fluorous tags. (C) 2010 Elsevier Ltd. All rights reserved.