Division of Nuclear Medicine and Molecular Imaging, Department of Radiology, Massachusetts General Hospital , Boston, Massachusetts 02114, United States.
Athinoula A. Martinos Center for Biomedical Imaging, Massachusetts General Hospital and Harvard Medical School , Charlestown, Massachusetts 02129, United States.
J Am Chem Soc. 2017 May 31;139(21):7152-7155. doi: 10.1021/jacs.7b02761. Epub 2017 May 17.
A practical procedure for CN-labeling of unprotected peptides has been developed. The method was shown to be highly chemoselective for cysteine over other potentially nucleophilic residues, and the radiolabeled products were synthesized and purified in less than 15 min. Appropriate for biomedical applications, the method could be used on an extremely small scale (20 nmol) with a high radiochemical yield. The success of the protocol stems from the use of a Pd-reagent based on a dihaloarene, which enables direct "nucleophile-nucleophile" coupling of the peptide and [C]cyanide by temporal separation of nucleophile addition.
已经开发出一种用于未保护肽的 CN 标记的实用程序。该方法被证明对半胱氨酸具有高度的化学选择性，而对半胱氨酸以外的其他潜在亲核残基则没有选择性，放射性标记产物在不到 15 分钟的时间内合成和纯化。该方法适用于生物医学应用，可以在极小的规模（20nmol）下进行，且具有很高的放射化学产率。该方案的成功源于使用基于二卤代芳烃的 Pd 试剂，该试剂通过亲核试剂的时间分离实现肽和 [C]氰化物的直接“亲核试剂-亲核试剂”偶联。
