3-{4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}propanoic acid | 1227080-91-2

• 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: 3-{4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}propanoic acid
• 英文别名: 3-[4,7,10-Tris[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]propanoic acid
• CAS: 1227080-91-2
• 化学式: C₂₉H₅₄N₄O₈
• 分子量: 586.77
• InChiKey: HBRNQXMTMGKYPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  41
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-(2-((6-chlorohexyl)oxy)ethoxy)ethan-1-amine 、 3-{4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}propanoic acid 在 三乙胺 、 DPTS 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以58%的产率得到tri-tert-butyl 2,2',2''-(10-(3-((2-(2-((6-chlorohexyl)oxy)ethoxy)ethyl)amino)-3-oxopropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate
  参考文献：
  名称：

  Reporter Protein-Targeted Probes for Magnetic Resonance Imaging

  摘要：

  Contrast agents for magnetic resonance imaging are frequently employed as experimental and clinical probes. Drawbacks include low signal sensitivity, fast clearance, and nonspecificity that limit efficacy in experimental imaging. In order to create a bioresponsive MR contrast agent, a series of four Gd(III) complexes targeted to the HaloTag reporter were designed and synthesized. HaloTag is unique among reporter proteins for its specificity, versatility, and the covalent interaction between substrate and protein. In similar systems, these properties produce prolonged in vivo lifetimes and extended imaging opportunities for contrast agents, longer rotational correlation times, and increases in relaxivity (r(1)) upon binding to the HaloTag protein. In this work we report a new MR contrast probe, 2CHTGd, which forms a covalent bond with its target protein and results in a dramatic increase in sensitivity. A 6-fold increase in r(1), from 3.8 to 22 mM(-1) s(-1), is observed upon 2CHTGd binding to the target protein. This probe was designed for use with the HaloTag protein system which allows for a variety of substrates (specific for MRI, florescence, or protein purification applications) to be used with the same reporter.

  DOI：

  10.1021/ja206134b
• 作为产物：
  描述：

  t-butyl-DO3A-benzyl propionate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、413.69 kPa 条件下， 反应 12.0h， 以1.69 g的产率得到3-{4,7,10-tris[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}propanoic acid
  参考文献：
  名称：

  ZINC SENSORS FOR IN VIVO IMAGING OF BETA-CELL FUNCTION BY MRI

  摘要：

  在某些方面，本公开提供了基于钆的传感器，可用于在体内成像锌离子。在某些实施例中，这些化合物与锌离子显示出适当的反应性，同时保持高弛豫度，以实现相对于其他传感器的改善背景。

  公开号：

  US20190031640A1

文献信息

• [EN] INTRAVASCULAR CONTRAST AGENTS<br/>[FR] AGENTS DE CONTRASTE INTRAVASCULAIRE
  申请人：UNIV NANYANG

  公开号：WO2010056205A9

  公开（公告）日：2010-10-14