DOTA-PEG3-C2-azide | 1428146-79-5

• 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: DOTA-PEG3-C2-azide
• 英文别名: 2-[4-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylamino]-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 1428146-79-5
• 化学式: C₂₄H₄₄N₈O₁₀
• 分子量: 604.661
• InChiKey: BQALWOITVKFAIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.1
• 重原子数：
  42
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  196
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  DOTA-PEG3-C2-azide 以 二甲基亚砜 、 乙腈 为溶剂， 反应 0.42h， 生成
  参考文献：
  名称：

  JP6327547

  摘要：

  公开号：
• 作为产物：
  描述：

  DOTA-tris(t-Bu)ester-PEG3-C2-azide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以56%的产率得到DOTA-PEG3-C2-azide
  参考文献：
  名称：

  Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract

  摘要：

  A scaffold bearing eight terminal alkyne groups was synthesized from sucrose, and copies of an azide-terminated Gd-DOTA complex were attached via copper(I)-catalyzed azide-alkyne cycloaddition. The resulting contrast agent (CA) was administered by gavage to C3H mice. Passage of the CA through the gastrointestinal (GI) tract was followed by T-1-weighted magnetic resonance imaging (MRI) over a period of 47 h, by which time the CA had exited the GI tract. No evidence for leakage of the CA from the GI tract was observed. Thus, a new, orally administered CA for MRI of the GI tract has been developed and successfully demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.008

文献信息

• Bioorthogonal chemistry for⁶⁸Ga radiolabelling of DOTA-containing compounds
  作者：Helen L. Evans、Laurence Carroll、Eric O. Aboagye、Alan C. Spivey

  DOI：10.1002/jlcr.3153

  日期：2014.4

  Copper-catalysed ‘click’ chemistry is a highly utilised technique for radiolabelling small molecules and peptides for imaging applications. The usefulness of these reactions falls short, however, when metal catalysis is not a practically viable route; such as when using metal chelates as radioligands. Here, we describe a method for carrying out ‘click-type’ radiochemistry in the presence of DOTA chelates, by combining 68Ga radiolabelling techniques with well-established bioorthogonal reactions, which do not rely upon metal catalysis.

  铜催化的“点击”化学是一种在成像应用中对小分子和肽进行放射性标记的高度利用的技术。然而，当金属催化不是一条实际可行的路线时，这些反应的实用性就不足了。例如当使用金属螯合物作为放射性配体时。在这里，我们描述了一种在 DOTA 螯合物存在下进行“点击型”放射化学的方法，该方法将 68Ga 放射性标记技术与成熟的生物正交反应相结合，该反应不依赖于金属催化。
• Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract
  作者：Gary V. Martinez、Suryakiran Navath、Kamini Sewda、Venkataramanarao Rao、Parastou Foroutan、Ramesh Alleti、Valerie E. Moberg、Ali M. Ahad、Domenico Coppola、Mark C. Lloyd、Robert J. Gillies、David L. Morse、Eugene A. Mash

  DOI：10.1016/j.bmcl.2013.02.008

  日期：2013.4

  A scaffold bearing eight terminal alkyne groups was synthesized from sucrose, and copies of an azide-terminated Gd-DOTA complex were attached via copper(I)-catalyzed azide-alkyne cycloaddition. The resulting contrast agent (CA) was administered by gavage to C3H mice. Passage of the CA through the gastrointestinal (GI) tract was followed by T-1-weighted magnetic resonance imaging (MRI) over a period of 47 h, by which time the CA had exited the GI tract. No evidence for leakage of the CA from the GI tract was observed. Thus, a new, orally administered CA for MRI of the GI tract has been developed and successfully demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.
• JP6327547
  申请人：——

  公开号：——

  公开（公告）日：——