allyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-α-D-galactopyranosyl-(1->4)-[2,3-di-O-(4-methoxyphenylmethyl)-1-thio-α-Δ-^5,5a-carba-D-galactopyranosyl]-(1->4)-[methyl 2,3-di-O-(4-methoxyphenylmethyl)-α-D-galactopyranosid]urinate | 1225450-81-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-α-D-galactopyranosyl-(1->4)-[2,3-di-O-(4-methoxyphenylmethyl)-1-thio-α-Δ-^5,5a-carba-D-galactopyranosyl]-(1->4)-[methyl 2,3-di-O-(4-methoxyphenylmethyl)-α-D-galactopyranosid]urinate
• CAS: 1225450-81-6
• 化学式: C₇₉H₉₂O₂₂S
• 分子量: 1425.65
• InChiKey: WIFJSCBIGUFUPT-MYXZZEESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.75
• 重原子数：
  102.0
• 可旋转键数：
  38.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  232.9
• 氢给体数：
  2.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  allyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-α-D-galactopyranosyl-(1->4)-[2,3-di-O-(4-methoxyphenylmethyl)-1-thio-α-Δ-^5,5a-carba-D-galactopyranosyl]-(1->4)-[methyl 2,3-di-O-(4-methoxyphenylmethyl)-α-D-galactopyranosid]urinate 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  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
• 作为产物：
  描述：

  在 甲酸 、 水 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以73%的产率得到allyl 2,3,4-tri-O-(4-methoxyphenylmethyl)-α-D-galactopyranosyl-(1->4)-[2,3-di-O-(4-methoxyphenylmethyl)-1-thio-α-Δ-^5,5a-carba-D-galactopyranosyl]-(1->4)-[methyl 2,3-di-O-(4-methoxyphenylmethyl)-α-D-galactopyranosid]urinate
  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