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DOTAGA-anhydride: Avaluable building block for the preparation of DOTA-like chelating agents

机译:DOTAGA-酸酐:制备DOTA类螯合剂的重要组成部分

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A DOTA derivative that contains an anhydride group was readily synthesized by reacting DOTAGA with acetic anhydride and its reactivity was investigated. Opening the anhydride with propylamine led to the selective formation of one of two possible regioisomers. The structure of the obtained isomer was unambiguously determined by 1D and 2D NMR experiments, including COSY, HMBC, and NOESY techniques. This bifunctional chelating agent offers a convenient and attractive approach for labeling biomolecules and, more generally, for the synthesis of a large range of DOTA derivatives. The scope of the reaction was extended to prepare DOTA-like compounds that contained various functional groups, such as isothiocyanate, thiol, ester, and amino acid moieties. This versatile building block was also used for the synthesis of a bimodal tag for SPECT or PET/optical imaging.
机译:通过使DOTAGA与乙酸酐反应,可以容易地合成含有酸酐基团的DOTA衍生物,并对其反应性进行了研究。用丙胺打开酸酐导致两种可能的区域异构体之一的选择性形成。通过1D和2D NMR实验(包括COSY,HMBC和NOESY技术)明确确定了所得异构体的结构。这种双功能螯合剂为标记生物分子提供了一种方便且有吸引力的方法,并且更普遍地,它为合成多种DOTA衍生物提供了便利。扩大反应范围以制备含有各种官能团的DOTA样化合物,例如异硫氰酸酯,硫醇,酯和氨基酸部分。这种通用的构建模块还用于SPECT或PET /光学成像的双峰标签的合成。

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