1,4,7,10-四氮杂环十二烷-1,4,7-三(乙酸)-10-(叠异丙基乙基乙酰胺) | 1227407-76-2

• 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
• 中文名称: 1,4,7,10-四氮杂环十二烷-1,4,7-三(乙酸)-10-(叠异丙基乙基乙酰胺)
• 英文名称: 2,2',2''-(10-(2-(3-azidopropylamino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetic acid
• 英文别名: Azido-mono-amide-DOTA；2-[4-[2-(3-azidopropylamino)-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 1227407-76-2
• 化学式: C₁₉H₃₄N₈O₇
• 分子量: 486.528
• InChiKey: QZUGKMJELAAVEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.3
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1,4,7,10-四氮杂环十二烷-1,4,7-三(乙酸)-10-(叠异丙基乙基乙酰胺) 、 N-[3-[2-[2-[3-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]propoxy]ethoxy]ethoxy]propyl]-1-fluorocyclooct-2-yne-1-carboxamide 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到2-[4-[2-[3-[4-[3-[2-[2-[3-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]propoxy]ethoxy]ethoxy]propylcarbamoyl]-4-fluoro-6,7,8,9-tetrahydro-5H-cycloocta[d]triazol-1-yl]propylamino]-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
  参考文献：
  名称：

  Synthesis of a DOTA−Biotin Conjugate for Radionuclide Chelation via Cu-Free Click Chemistry

  摘要：

  A strain-induced copper-free click reaction mediated by a new and easily prepared cyclooctyne derivative was used to efficiently assemble a DOTA biotin adduct capable of radionuclide ((68)Ga) uptake. This synthetic strategy offers a potentially general and convenient means of preparing targeted radiolabeling and radiotherapeutic agents.

  DOI：

  10.1021/ol100774p

文献信息

• [EN] CHELATED PSMA INHIBITORS<br/>[FR] INHIBITEURS CHÉLATÉS DU PSMA
  申请人：CANCER TARGETED TECH LLC

  公开号：WO2018031809A1

  公开（公告）日：2018-02-15

  Provided herein are compounds of Formula (I) or a pharmaceutically acceptable salt thereof. Also provided are compositions including a compound of Formula (I) together with a pharmaceutically acceptable carrier, and methods for imaging prostate cancer cells.

  本文提供了化合物的化学式（I）或其药用盐。还提供了包括化合物的化学式（I）和药用载体的组合物，以及用于成像前列腺癌细胞的方法。
• [EN] BIOTINIDASE RESISTANT BIOTINYL COMPOUNDS<br/>[FR] COMPOSÉS DE BIOTINYLE RÉSISTANT À LA BIOTINIDASE
  申请人：UNIV EDINBURGH

  公开号：WO2013144604A1

  公开（公告）日：2013-10-03

  Disclosed are biotinidase resistant biotinyl-conjugates, and uses thereof. The conjugates comprise a biotinyl moiety coupled to a therapeutic or diagnostic moiety by a triazole group. The conjugates have applications as diagnostic or therapeutic agents, in methods of diagnosis or treatment of a subject, for example as MRI contrast agents in MRI imaging of a subject. In particular, biotinyl-chelate complexes find utility in two and three step pretargeting strategies and have high affinity for avidin, streptavidin and related proteins. Also disclosed are biotinylating agents and kits, and the use of compounds for biotinylation, including for the synthesis of biotinyl-chelate complexes and biotinyl-conjugates.

  本发明涉及耐生物素酶的生物素基共轭物及其用途。该共轭物包括通过三唑基团将生物素基团与治疗或诊断基团耦合而成。该共轭物可用于诊断或治疗剂，用于诊断或治疗主体的方法，例如用于主体的MRI成像中作为MRI对比剂。特别是，生物素基螯合物复合物在两步或三步预靶向策略中具有实用性，并具有高亲和力，可与亲合素、链霉亲合素和相关蛋白结合。本发明还涉及生物素化试剂和试剂盒，以及用于生物素化的化合物的使用，包括用于合成生物素基螯合物复合物和生物素基共轭物的化合物。
• Triazole biotin: a tight-binding biotinidase-resistant conjugate
  作者：Anne I. Germeroth、Jill R. Hanna、Rehana Karim、Franziska Kundel、Jonathan Lowther、Peter G. N. Neate、Elizabeth A. Blackburn、Martin A. Wear、Dominic J. Campopiano、Alison N. Hulme

  DOI：10.1039/c3ob41837e

  日期：——

  The natural amide bond found in all biotinylated proteins has been replaced with a triazole through CuAAC reaction of an alkynyl biotin derivative. The resultant triazole-linked adducts are shown to be highly resistant to the ubiquitous hydrolytic enzyme biotinidase and to bind avidin with dissociation constants in the low pM range. Application of this strategy to the production of a series of biotinidase-resistant biotin-Gd-DOTA contrast agents is demonstrated.

  通过炔基生物素衍生物的 CuAAC 反应，所有生物素化蛋白质中的天然酰胺键都被三唑取代。结果表明，三唑连接的加合物对无处不在的水解酶生物素酶具有很强的抗性，并能以低 pM 范围的解离常数与阿维丁结合。实验证明，这种策略可用于生产一系列抗生物素酶的生物素-Gd-DOTA 造影剂。
• Molecular targeting agents
  申请人：Schultz Michael K.

  公开号：US20100234450A1

  公开（公告）日：2010-09-16

  The present invention relates to aptamer conjugates comprising a metal chelating group and to methods of using these aptamers.

  本发明涉及具有金属螯合基团的适配体共轭物，并涉及使用这些适配体的方法。
• Chelated PSMA Inhibitors
  申请人：Berkman Clifford

  公开号：US20140241985A1

  公开（公告）日：2014-08-28

  Compounds as defined herein are provided which are useful in (1) diagnostic methods for detecting and/or identifying cells presenting PSMA; (2) compositions comprising a compound of the invention together with a pharmaceutically acceptable diluent; and (3) methods for imaging prostate cancer cells.

  本文提供了化合物，其用于：(1)检测和/或鉴定呈现PSMA的细胞的诊断方法；(2)包含本发明化合物和药学可接受稀释剂的组合物；以及(3)成像前列腺癌细胞的方法。