(4-methoxyphenyl)methyl (6R,7R)-8-oxo-7-[(2-oxochromene-3-carbonyl)amino]-3-[[4-[(2-oxochromene-3-carbonyl)amino]phenyl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 1426300-06-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-methoxyphenyl)methyl (6R,7R)-8-oxo-7-[(2-oxochromene-3-carbonyl)amino]-3-[[4-[(2-oxochromene-3-carbonyl)amino]phenyl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 1426300-06-2
• 化学式: C₄₂H₃₁N₃O₁₀S₂
• 分子量: 801.854
• InChiKey: KQWCYFWMEBAGPZ-FXBDCZLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  57
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  217
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (4-methoxyphenyl)methyl (6R,7R)-8-oxo-7-[(2-oxochromene-3-carbonyl)amino]-3-[[4-[(2-oxochromene-3-carbonyl)amino]phenyl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 苯酚 作用下， 反应 4.0h， 以82.34%的产率得到(6R,7R)-8-oxo-7-[(2-oxochromene-3-carbonyl)amino]-3-[[4-[(2-oxochromene-3-carbonyl)amino]phenyl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  A novel fluorogenic substrate for dinuclear Zn(II)-containing metallo-β-lactamases

  摘要：

  In an effort to prepare a fluorogenic substrate to be used in activity assays with metallo-beta-lactamases, (6R,7R)-8-oxo-7-(2-oxo-2H-chromene-3-carboxamido)-3-((4-(2-oxo-2H-chromene-3-carboxamido)-phe nylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CA) was synthesized and characterized. CA exhibited a fluorescence quantum yield (phi) of 0.0059, two fluorescence lifetimes of 3.63 x 10 (-10) and 5.38 x 10(-9) s, and fluorescence intensity that is concentration-dependent. Steady-state kinetic assays revealed that CA is a substrate for metallo-beta-lactamases (M beta Ls) L1 and CcrA, exhibiting K-m and k(cat) values of 18 mu M and 5 s(-1) and 11 mu M and 17 s(-1), respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.071
• 作为产物：
  描述：

  4-氨基苯硫酚 在 N-甲基吗啉 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 2.5h， 生成 (4-methoxyphenyl)methyl (6R,7R)-8-oxo-7-[(2-oxochromene-3-carbonyl)amino]-3-[[4-[(2-oxochromene-3-carbonyl)amino]phenyl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  A novel fluorogenic substrate for dinuclear Zn(II)-containing metallo-β-lactamases

  摘要：

  In an effort to prepare a fluorogenic substrate to be used in activity assays with metallo-beta-lactamases, (6R,7R)-8-oxo-7-(2-oxo-2H-chromene-3-carboxamido)-3-((4-(2-oxo-2H-chromene-3-carboxamido)-phe nylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CA) was synthesized and characterized. CA exhibited a fluorescence quantum yield (phi) of 0.0059, two fluorescence lifetimes of 3.63 x 10 (-10) and 5.38 x 10(-9) s, and fluorescence intensity that is concentration-dependent. Steady-state kinetic assays revealed that CA is a substrate for metallo-beta-lactamases (M beta Ls) L1 and CcrA, exhibiting K-m and k(cat) values of 18 mu M and 5 s(-1) and 11 mu M and 17 s(-1), respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.071

文献信息

• A novel fluorogenic substrate for dinuclear Zn(II)-containing metallo-β-lactamases
  作者：Yin-Lin Zhang、Jian-Min Xiao、Ji-Li Feng、Ke-Wu Yang、Lei Feng、Li-Sheng Zhou、Michael W. Crowder

  DOI：10.1016/j.bmcl.2013.01.071

  日期：2013.3

  In an effort to prepare a fluorogenic substrate to be used in activity assays with metallo-beta-lactamases, (6R,7R)-8-oxo-7-(2-oxo-2H-chromene-3-carboxamido)-3-((4-(2-oxo-2H-chromene-3-carboxamido)-phe nylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CA) was synthesized and characterized. CA exhibited a fluorescence quantum yield (phi) of 0.0059, two fluorescence lifetimes of 3.63 x 10 (-10) and 5.38 x 10(-9) s, and fluorescence intensity that is concentration-dependent. Steady-state kinetic assays revealed that CA is a substrate for metallo-beta-lactamases (M beta Ls) L1 and CcrA, exhibiting K-m and k(cat) values of 18 mu M and 5 s(-1) and 11 mu M and 17 s(-1), respectively. (C) 2013 Elsevier Ltd. All rights reserved.