南方医科大学学报

南方医科大学学报 ›› 2013, Vol. 33 ›› Issue (06): 779-.

• •    下一篇

A novel strategy for synthesis of 5-iodo (125/131I)-1,2,3-triazoles via click chemistry

王成，尹吉林，周伟，张岚，周崝   

  • 出版日期:2013-06-20 发布日期:2013-06-20

点击化学合成5-碘-(125/131I)-1,2,3-三唑化合物

  • Online:2013-06-20 Published:2013-06-20

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摘要： 通过Cu（I）催化的点击化学合成一种放射性碘标记化合物，建立一套新的放射性碘标记的方法，该方法温和、快速、高
效。结果显示在有机相反应中，通过点击化学反应5-碘-（125/131I）-1,2,3-三唑化合物在24 h内合成，放射化学产率达到13%。但是
在水相中，点击化学标记生物分子RGD的放射化学产率为0。原因是在水相中，Cu（I）催化作用使得氢离子和碘离子发生了交
换反应，没有足够的放射性碘配体与RGD发生偶联。本文还提出了在反应溶剂为有机相和水相的条件下Cu（I）催化该环加成
反应的不同反应机制。

Abstract: We report a facile and effective method for radioiodine-labeled radiopharmaceuticals via copper (I)-catalyzed click
chemistry route. In the novel radioiodination method, 5-iodo (125/131I)-1, 2, 3-triazoles were synthesized after a 24-h click reaction
in organic solvent with a radiochemical yield of 13% . However, in the aqueous phase, the radiochemical yield of the
conjugation radioiodine to RGD via click chemistry was 0. This suggested an exchange between hydrogen ion and iodine ion in
aqueous phase so that no enough radioiodine was left to conjugate with RGD. We propose different mechanisms of Cu
(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes in organic phase and aqueous phase.