2,2',2''-(10-(3-(2-(bis(carboxymethyl)amino)phenoxy)propyl)-1,4,7,10-tetraazacyclododec-1,4,7-triyl)triethanoic acid | 920268-22-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2',2''-(10-(3-(2-(bis(carboxymethyl)amino)phenoxy)propyl)-1,4,7,10-tetraazacyclododec-1,4,7-triyl)triethanoic acid
• 英文别名: 2-[4-[3-[2-[Bis(carboxymethyl)amino]phenoxy]propyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid；2-[4-[3-[2-[bis(carboxymethyl)amino]phenoxy]propyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 920268-22-0
• 化学式: C₂₇H₄₁N₅O₁₁
• 分子量: 611.649
• InChiKey: HDMXWQSCFWQRRF-UHFFFAOYSA-N

物化性质

• 沸点：
  889.4±65.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -8.8
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  212
• 氢给体数：
  5
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  gadolinium(III) chloride hexahydrate 、 2,2',2''-(10-(3-(2-(bis(carboxymethyl)amino)phenoxy)propyl)-1,4,7,10-tetraazacyclododec-1,4,7-triyl)triethanoic acid 以 水 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l
• 作为产物：
  描述：

  硝苯酚 在 palladium on activated charcoal sodium hydroxide 、 四溴化碳 、 氢气 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 132.5h， 生成 2,2',2''-(10-(3-(2-(bis(carboxymethyl)amino)phenoxy)propyl)-1,4,7,10-tetraazacyclododec-1,4,7-triyl)triethanoic acid
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l

文献信息

• A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing
  作者：Emily L. Que、Christopher J. Chang

  DOI：10.1021/ja065264l

  日期：2006.12.1

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.