Synthesis of 18F-c(RGDfK) as Integrin αvβ3 Targeted PET Tracer via Click Chemsitry with Cu(Ⅰ) Catalyst Systems

doi:10.3969/j.issn.0251-0790.2012.07.022

Abstract

Abstract: As one of the most important types of Click chemistry, copper-catalyzed 1,3-dipolar cycloaddition reaction has attracted great attention. In this study, 2-[¹⁸F]fluoroethyl azide([¹⁸F]FEA) was synthesized by nucleophilic substitution of ¹⁸F^-. Then, [¹⁸F]fluoroethyl-1H-1,2,3-triazole-4-c(RGDfK)[¹⁸F-c(RGDfK)] was radio-synthesized as integrin α_vβ₃ targeted PET tracer fast and efficiently via Click reaction of [¹⁸F]FEA with propioloyl c(RGDfK). Three catalyst systems of click reaction were investigated: CuSO₄/NaVc, CuI(s) and CuI/NH₄OH, the last two have been used in peptide-click-labeling for the first time. While CuSO₄/NaVc catalysing the Click reaction, the total radio-chemistry yield of ¹⁸F-c(RGDfK) was 62% and the synthesis time was about 60 min(decay-corrected). Click chemistry has demonstrated to be an extraordinarily efficient and convenient method for the preparation of ¹⁸F labeled peptides.

Key words: Click chemistry, ¹⁸F-labeling, 1,3-Dipolar cycloaddition, Azide, RGD

CLC Number:

O621.3⁺5

TrendMD:

SHI Ling-Li, LI Jian-Bo, WANG Cheng, JIA Li-Na, WANG Yong-Xian, ZHANG Lan. Synthesis of ¹⁸F-c(RGDfK) as Integrin α_vβ₃ Targeted PET Tracer via Click Chemsitry with Cu(Ⅰ) Catalyst Systems[J]. Chem. J. Chinese Universities, 2012, 33(07): 1486.

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Synthesis of ¹⁸F-c(RGDfK) as Integrin α_vβ₃ Targeted PET Tracer via Click Chemsitry with Cu(Ⅰ) Catalyst Systems

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