9-{(2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-[((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester | 219484-06-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-{(2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-[((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester
• CAS: 219484-06-7
• 化学式: C₂₉H₄₇NO₁₆
• 分子量: 665.689
• InChiKey: ORLMKGLBFYHHHM-OSHSIOMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.0
• 重原子数：
  46.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  231.91
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  9-{(2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-[((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester 在 苯磺酰胺 、 β(1-4)gal-t 、 sodium cacodylate buffer 、 sodium methylate 、 magnesium chloride 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 100.0h， 生成 8-methoxycarbonyloctyl 5-N-acetyl-α-neuraminyl-(2->3)-β-D-galactopyranosyl-(1->4)-2-deoxy-2-(methyl-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Glycosyl-transferase catalyzed assemblage of sialyl-lewis x -saccharopeptides

  摘要：

  A series of glycohexopyranuronic acids are coupled to glucosamines to give 'disaccharides' which have the natural N-acetyl group of the glcNAc-moiety replaced by various sugar acids (-->saccharopeptides). These saccharopeptides are surprisingly good substrates for beta(1-4)galactosyl-transferase, alpha(2-3)sialyl-transferase, and fucosyl-transferase VI. The enzymes transfer successively galactose, sialic acid, and fucose from the corresponding donors onto these acceptor substrates-despite the far reaching alterations-regio- and stereospecifically in the expected manner to yield a new class of compounds, the sialyl-Lewis(x)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00107-2
• 作为产物：
  描述：

  8-methoxycarbonyloctyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside 、 methyl β-L-galactopyranosiduronic acid 在 O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以41%的产率得到9-{(2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-[((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester
  参考文献：
  名称：

  Glycosyl-transferase catalyzed assemblage of sialyl-lewis x -saccharopeptides

  摘要：

  A series of glycohexopyranuronic acids are coupled to glucosamines to give 'disaccharides' which have the natural N-acetyl group of the glcNAc-moiety replaced by various sugar acids (-->saccharopeptides). These saccharopeptides are surprisingly good substrates for beta(1-4)galactosyl-transferase, alpha(2-3)sialyl-transferase, and fucosyl-transferase VI. The enzymes transfer successively galactose, sialic acid, and fucose from the corresponding donors onto these acceptor substrates-despite the far reaching alterations-regio- and stereospecifically in the expected manner to yield a new class of compounds, the sialyl-Lewis(x)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00107-2