Molecular Imaging Program at Stanford, Department of Radiology, Stanford University, 1201 Welch Road, Stanford, California 94305-5484, USA.
Bioconjug Chem. 2012 Sep 19;23(9):1902-8. doi: 10.1021/bc300273m. Epub 2012 Aug 10.
An efficient method based on a rapid condensation reaction between 2-cyanobenzothiazole (CBT) and cysteine has been developed for (18)F-labeling of N-terminal cysteine-bearing peptides and proteins. An (18)F-labeled dimeric cRGD ([(18)F]CBTRGD(2)) has been synthesized with an excellent radiochemical yield (92% based on radio-HPLC conversion, 80% decay-corrected, and isolated yield) and radiochemical purity (>99%) under mild conditions using (18)F-CBT, and shown good in vivo tumor targeting efficiency for PET imaging. The labeling strategy was also applied to the site-specific (18)F-labeling of a protein, Renilla lucifierase (RLuc8) with a cysteine residue at its N-terminus. The protein labeling was achieved with 12% of decay-corrected radiochemical yield and more than 99% radiochemical purity. This strategy should provide a general approach for efficient and site-specific (18)F-labeling of various peptides and proteins for in vivo molecular imaging applications.
基于 2-氰基苯并噻唑（CBT）与半胱氨酸之间的快速缩合反应，开发了一种有效的方法，用于 N-端含有半胱氨酸的肽和蛋白质的（18）F 标记。使用（18）F-CBT，在温和条件下以优异的放射化学产率（基于放射性 HPLC 转化率为 92%，衰减校正后为 80%，分离产率）和放射化学纯度（>99%）合成了二聚体 cRGD [（18）F] CBTRGD（2），并表现出良好的体内肿瘤靶向 PET 成像效率。该标记策略还应用于在其 N 端含有半胱氨酸残基的蛋白质 Renilla luciferase（RLuc8）的定点（18）F 标记。该蛋白质的标记产率为 12%的衰减校正放射化学产率和超过 99%的放射化学纯度。该策略应为各种肽和蛋白质的体内分子成像应用提供一种高效和定点（18）F 标记的通用方法。
