prop-2-en-1-yl β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-α-D-glucopyranoside | 1419711-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: prop-2-en-1-yl β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-α-D-glucopyranoside
• 英文别名: GlcA(b1-3)GlcNAc(b1-4)GlcA(b1-3)GlcNAc(a)-O-allyl；(2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-prop-2-enoxyoxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 1419711-06-0
• 化学式: C₃₁H₄₈N₂O₂₃
• 分子量: 816.722
• InChiKey: RUUXHZIIXKYAJM-PIPCANCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  389
• 氢给体数：
  13
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  prop-2-en-1-yl 2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-α-D-glucopyranoside 在 sodium methylate 、 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以63%的产率得到prop-2-en-1-yl β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 13C-labeled and functionalized Hyaluronan derivatives for biophysical studies and surface modifications

  摘要：

  A convergent synthesis of a tetrasaccharide partial sequence of C-13-labeled Hyaluronan is presented. This tetrasaccharide can be used for biophysical studies as well as for surface modifications. Furthermore, tetrasaccharide 7 can be employed for the synthesis of additionally labeled higher oligomers of Hyaluronan on the basis of the presented methodology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.025