(α-D-galactopyranosyluronic acid)-(1->4)-(1-thio-α-Δ-^5,5a-carba-D-galactopyranosyluronic acid)-(1->4)-methyl (α-D-galactopyranosid)uronic acid | 1225450-70-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (α-D-galactopyranosyluronic acid)-(1->4)-(1-thio-α-Δ-^5,5a-carba-D-galactopyranosyluronic acid)-(1->4)-methyl (α-D-galactopyranosid)uronic acid
• 英文别名: (2S,3R,4S,5R,6S)-6-[(1S,4S,5R,6R)-2-carboxy-4-[(2R,3R,4R,5R,6S)-2-carboxy-4,5-dihydroxy-6-methoxyoxan-3-yl]sulfanyl-5,6-dihydroxycyclohex-2-en-1-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 1225450-70-3
• 化学式: C₂₀H₂₈O₁₇S
• 分子量: 572.498
• InChiKey: HOBREZCIYBSCBT-WAEMNWPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  316
• 氢给体数：
  10
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  在 水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以90%的产率得到(α-D-galactopyranosyluronic acid)-(1->4)-(1-thio-α-Δ-^5,5a-carba-D-galactopyranosyluronic acid)-(1->4)-methyl (α-D-galactopyranosid)uronic acid
  参考文献：
  名称：

  Synthesis of a trigalacturonic acid analogue mimicking the expected transition state in the glycosidases

  摘要：

  A trigalacturonic acid analogue carrying a cyclohexene framework in place of the central pyranose ring was synthesized as a molecular probe for the mechanistic investigation of endo-polygalacturonase 1 (endo-PG 1). Preliminary enzymatic studies revealed that this analogue inhibited endo-PG 1 activity by about 30% at 0.3 mM concentration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.024