2-azidoethyl (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-β-D-galactopyranosyl-(1->4)[(1->3)-α-L-galactopyranosyl]-2-acetamido-2-deoxy-β-D-glucopyranoside | 1236057-82-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-azidoethyl (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-β-D-galactopyranosyl-(1->4)[(1->3)-α-L-galactopyranosyl]-2-acetamido-2-deoxy-β-D-glucopyranoside
• 英文别名: (2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-6-(2-azidoethoxy)-2-(hydroxymethyl)-4-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 1236057-82-1
• 化学式: C₃₃H₅₅N₅O₂₄
• 分子量: 905.819
• InChiKey: LYKWDDFCUSLIAA-YWTGKFRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.4
• 重原子数：
  62
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  427
• 氢给体数：
  15
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  L-galactose 、 2'-azidoethyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside 在 manganese(II) sulfate 、 5’-三磷酸腺苷 、 Guanosine 5'-triphosphate 作用下， 以 aq. buffer 为溶剂， 反应 3.0h， 以80%的产率得到2-azidoethyl (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-β-D-galactopyranosyl-(1->4)[(1->3)-α-L-galactopyranosyl]-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Chemoenzymatic synthesis of the sialyl Lewis X glycan and its derivatives

  摘要：

  A combination of recombinant FKP and alpha-(1 -> 3)-fucosyltransferase allows the facile synthesis of the sialyl Lewis X tetrasaccharide glycan and its derivatives in excellent yield. In this system, the universal fucosyl donor, guanidine 5'-diphosphate-beta-L-fucose (GDP-fucose), or its analogues can be generated in situ by cofactor recycling using pyruvate kinase. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.03.032

文献信息

• Chemoenzymatic synthesis of the sialyl Lewis X glycan and its derivatives
  作者：David Soriano del Amo、Wei Wang、Christen Besanceney、Tianqing Zheng、Yizheng He、Brian Gerwe、Ronald D. Seidel、Peng Wu

  DOI：10.1016/j.carres.2010.03.032

  日期：2010.6

  A combination of recombinant FKP and alpha-(1 -> 3)-fucosyltransferase allows the facile synthesis of the sialyl Lewis X tetrasaccharide glycan and its derivatives in excellent yield. In this system, the universal fucosyl donor, guanidine 5'-diphosphate-beta-L-fucose (GDP-fucose), or its analogues can be generated in situ by cofactor recycling using pyruvate kinase. (C) 2010 Elsevier Ltd. All rights reserved.