S-2-(p-nitrobenzyl)-1S,4S,7S,10S-α,α',α'',α'''-tetramethyl-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid | 658703-90-3

• 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: S-2-(p-nitrobenzyl)-1S,4S,7S,10S-α,α',α'',α'''-tetramethyl-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid
• 英文别名: (2S) 2-p-nitrobenzyl-(1S, 4S, 7S, 10S)-α, α', α'', α'''-tetramethyl-1,4,7,10-tetrazacyclododecane-1,4,7,10 tetraacetic acid；(2S)-2-[(6S)-4,7,10-tris[(1S)-1-carboxyethyl]-6-[(4-nitrophenyl)methyl]-1,4,7,10-tetrazacyclododec-1-yl]propanoic acid
• CAS: 658703-90-3
• 化学式: C₂₇H₄₁N₅O₁₀
• 分子量: 595.65
• InChiKey: YNWGHQGNEVFMFS-LUVDPRQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.1
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  208
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  S-2-(p-nitrobenzyl)-1S,4S,7S,10S-α,α',α'',α'''-tetramethyl-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 氯仿 、 水 为溶剂， 20.0 ℃ 、172.37 kPa 条件下， 反应 54.0h， 生成 (2S)-2-[(6S)-4,7,10-tris[(1S)-1-carboxyethyl]-6-[[4-[(4-phenylphenyl)methylcarbamothioylamino]phenyl]methyl]-1,4,7,10-tetrazacyclododec-1-yl]propanoic acid
  参考文献：
  名称：

  Aggregation in Amphiphilic Macrocycle-Substituted Gd³⁺ DOTA-Type Chelates Is Affected by the Regiochemistry of Substitution

  摘要：

  Gd3+ chelates of macrocyclic, bifunctional chelators (BFcs) can differentiate into two regioisomers: corner and side. These isomers afford different orientations of chelate relative to conjugate. These differences alter the self-assembly, tumbling, and effectiveness as magnetic resonance imaging contrast agents of the two biphenyl conjugate isomers.

  DOI：

  10.1021/ic5028724

文献信息

• Towards the Rational Design of Magnetic Resonance Imaging Contrast Agents: Isolation of the Two Coordination Isomers of Lanthanide DOTA-Type Complexes
  作者：Mark Woods、Zoltan Kovacs、Shanrong Zhang、A. Dean Sherry

  DOI：10.1002/anie.200352234

  日期：2003.12.8
• Aggregation in Amphiphilic Macrocycle-Substituted Gd³⁺ DOTA-Type Chelates Is Affected by the Regiochemistry of Substitution
  作者：Benjamin C. Webber、Claudio Cassino、Mauro Botta、Mark Woods

  DOI：10.1021/ic5028724

  日期：2015.3.2

  Gd3+ chelates of macrocyclic, bifunctional chelators (BFcs) can differentiate into two regioisomers: corner and side. These isomers afford different orientations of chelate relative to conjugate. These differences alter the self-assembly, tumbling, and effectiveness as magnetic resonance imaging contrast agents of the two biphenyl conjugate isomers.