methyl β-D-glucopyranosyluronate-(1→4)-2-deoxy-2-sulfoamino-6-O-sulfonate-α-D-glucopyranoside-(1→4)-β-D-glucopyranosyluronate-(1→4)-2-acetylamino-2-deoxy-α-D-glucopyranoside | 1582775-78-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl β-D-glucopyranosyluronate-(1→4)-2-deoxy-2-sulfoamino-6-O-sulfonate-α-D-glucopyranoside-(1→4)-β-D-glucopyranosyluronate-(1→4)-2-acetylamino-2-deoxy-α-D-glucopyranoside
• CAS: 1582775-78-7
• 化学式: C₂₇H₄₄N₂O₂₈S₂
• 分子量: 908.775
• InChiKey: RMKQWEAHXDIFLR-LZTMFMTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.54
• 重原子数：
  59.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  469.38
• 氢给体数：
  14.0
• 氢受体数：
  24.0

反应信息

• 作为产物：
  描述：

  、 乙酸酐 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以80%的产率得到methyl β-D-glucopyranosyluronate-(1→4)-2-deoxy-2-sulfoamino-6-O-sulfonate-α-D-glucopyranoside-(1→4)-β-D-glucopyranosyluronate-(1→4)-2-acetylamino-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Fluorous-Assisted Chemoenzymatic Synthesis of Heparan Sulfate Oligosaccharides

  摘要：

  The chemoenzymatic synthesis of heparan sulfate tetrasaccharide (1) and hexasaccharide (2) with a fluorous tag. attached at the reducing end is reported. The fluorous tert-butyl dicarbonate ((F)Boc) tag did not interfere with enzymatic recognition for both elongation and specific sulfation, and flash purification was performed by standard fluorous solid-phase extraction (FSPE). Based on an (F)Boc attached disaccharide as acceptor, a series of partial N-sulfated, 6-O-sulfated heparan sulfate. oligosaccharides were successfully synthesized employing fluorous techniques.

  DOI：

  10.1021/ol500738g