Efficient Method for Site-Specific 18F-Labeling of Biomolecules Using the Rapid Condensation Reaction between 2-Cyanobenzothiazole and Cysteine

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• 作者：Jongho Jeon ; Bin Shen ; Liqin Xiong ; Zheng Miao ; Kyung Hyun Lee ; Jianghong Rao ; Frederick T. Chin
• 刊名：Bioconjugate Chemistry
• 出版年：2012
• 出版时间：September 19, 2012
• 年：2012
• 卷：23
• 期：9
• 页码：1902-1908
• 全文大小：323K
• 年卷期：v.23,no.9(September 19, 2012)
• ISSN：1520-4812

文摘

An efficient method based on a rapid condensation reaction between 2-cyanobenzothiazole (CBT) and cysteine has been developed for ¹⁸F-labeling of N-terminal cysteine-bearing peptides and proteins. An ¹⁸F-labeled dimeric cRGD ([¹⁸F]CBTRGD₂) 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 ¹⁸F-CBT, and shown good in vivo tumor targeting efficiency for PET imaging. The labeling strategy was also applied to the site-specific ¹⁸F-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 ¹⁸F-labeling of various peptides and proteins for in vivo molecular imaging applications.