Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK. Issue 37 (31st August 2016)

• Record Type: Journal Article
• Authors: Davis, Ryan A.; Lau, Kevin; Hausner, Sven H.; Sutcliffe, Julie L.
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 37(2016)
• Page Start: 8659
• Page End: 8663
• Publication Date: 2016-08-31
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob01636g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A rapid, efficient single continuous process for peptide synthesis, cyclization, and radiolabeling on solid-support with a single purification step afforded a high purity radiotracer. Abstract : Solid-phase peptide synthesis, head-to-tail cyclization, and subsequent radiolabeling provided a reproducible, simple, rapid synthetic method to generate the cyclic peptide radiotracer cRGDyK([ 18 F]FBA). Herein is reported the first on-resin cyclization and 18 F-radiolabeling of a cyclic peptide (cRGDyK) in an overall peptide synthesis yield of 88% (cRGDyK(NH2 )) and subsequent radiolabeling yield of 14 ± 2% (decay corrected, n = 4). This approach is generally applicable to the development of an automated process for the synthesis of cyclic radiolabeled peptides for positron emission tomography (PET).