| 1350811-70-9

• 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
• CAS: 1350811-70-9
• 化学式: C₂₄H₂₅FN₂O₂
• 分子量: 392.473
• InChiKey: RZEUSEKQLALRMM-UHFFFAOYSA-N

物化性质

• 沸点：
  687.7±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 N3-(CH2)3-NHCO-((CH2)2)-CO-Tyr-Trp-Lys-Thr-Cys(Acm)-Thr-OH 以 水 、 乙腈 为溶剂， 反应 0.33h， 生成 、
  参考文献：
  名称：

  [18F]Azadibenzocyclooctyne ([18F]ADIBO): A biocompatible radioactive labeling synthon for peptides using catalyst free [3+2] cycloaddition

  摘要：

  N-Terminally azido-modified peptides were labeled with the novel prosthetic labeling synthon [F-18]azadibenzocyclooctyne ([F-18]ADIBO) using copper-free azide-alkyne [3+2]-dipolar cycloaddition in high radiochemical yields (RCYs). F-18-Labeled [F-18]ADIBO was prepared by nucleophilic substitution of the corresponding tosylate in 21% overall RCY (EOB) in a fully automated synthesis unit within 55 min. [F-18]ADIBO was incubated with azide-containing peptides at room temperature in the absence of toxic metal catalysts and the formation of the triazole conjugate was confirmed. Finally, the azide-alkyne [3+2]-dipolar cycloaddition was shown to proceed with 95% radiochemical yield in ethanol within 30 min, allowing for a development of a kit-like peptide labeling approach with [F-18]ADIBO. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.126
• 作为产物：
  描述：

  氮杂二苯并环辛炔胺 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  [18F]Azadibenzocyclooctyne ([18F]ADIBO): A biocompatible radioactive labeling synthon for peptides using catalyst free [3+2] cycloaddition

  摘要：

  N-Terminally azido-modified peptides were labeled with the novel prosthetic labeling synthon [F-18]azadibenzocyclooctyne ([F-18]ADIBO) using copper-free azide-alkyne [3+2]-dipolar cycloaddition in high radiochemical yields (RCYs). F-18-Labeled [F-18]ADIBO was prepared by nucleophilic substitution of the corresponding tosylate in 21% overall RCY (EOB) in a fully automated synthesis unit within 55 min. [F-18]ADIBO was incubated with azide-containing peptides at room temperature in the absence of toxic metal catalysts and the formation of the triazole conjugate was confirmed. Finally, the azide-alkyne [3+2]-dipolar cycloaddition was shown to proceed with 95% radiochemical yield in ethanol within 30 min, allowing for a development of a kit-like peptide labeling approach with [F-18]ADIBO. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.126

文献信息

• Fluorine-18 labeling of an anti-HER2 VHH using a residualizing prosthetic group via a strain-promoted click reaction: Chemistry and preliminary evaluation
  作者：Zhengyuan Zhou、Satish K Chitneni、Nick Devoogdt、Michael R. Zalutsky、Ganesan Vaidyanathan

  DOI：10.1016/j.bmc.2018.02.040

  日期：2018.5

  derivative ([18F]F-ADIBO) via SPAAC, generating the desired conjugate ([18F]RL-II-sdAb). For comparison, unmodified 2Rs15d was labeled with N-succinimidyl 4-guanidinomethyl-3-[125I]iodobenzoate ([125I]SGMIB), the prototypical residualizing agent for radioiodination. Radiochemical purity (RCP), immunoreactive fraction (IRF), HER2-binding affinity and cellular uptake of [18F]RL-II-2Rs15d were assessed in

  在先前的研究中，我们评估了通过铜催化的叠氮化物-炔烃环加成（CuAAC）合成的残留修复剂的缀合，用18 F标记的HER2特异性单域抗体片段（sdAb）2Rs15d 。为了潜在地提高总体效率并减少标记所需的时间，我们现在研究在2Rs15d sdAb之间使用应变促进的叠氮化物-炔烃环加成（SPAAC）的方法，该混合物已预先进行了含叠氮化物的残留化部分的衍生化处理，以及18 F标记的aza-dibenzocyclooctyne衍生物。将靶向HER2的sdAb 2Rs15d和非特异性sdAb R3B23与包含叠氮化物和胍官能团的部分预偶联。将如此衍生的sdAb放射性标记为18通过SPAAC使用18 F标记的aza-二苯并环辛炔衍生物（[ 18 F] F-ADIBO）制备F，生成所需的缀合物（[ 18 F] RL-II-sdAb）。为了进行比较，未修饰的2Rs15d用N-琥珀酰亚胺基4-胍基甲基-3-