Labeling of human C‐peptide by conjugation with N‐succinimidyl‐4‐[¹⁸F]fluorobenzoate

Abstract

We have labeled proinsulin connecting peptide (C‐peptide) with fluorine‐18 (t½=109.7 min) in order to perform in vivo biodistribution and pharmacokinetic studies with position emission tomography (PET). This study reports the optimization of the conjugation labeling in the N‐terminal with N‐succinimidyl‐4‐[18F]fluorobenzoate ([18F]SFB). In preparative runs N‐4‐[18F]fluorobenzoyl‐C‐peptide ([18F]FB‐C‐peptide) was produced in 8–12% decay‐corrected yields, counted from resolubilized [18F]F−, in less than 5 h. The specific radioactivity of [18F]FB‐C‐peptide, determined using ELISA for one of the preparations, was around 70 GBq/μmol at end of synthesis. Copyright © 2001 John Wiley & Sons, Ltd.

Radio fluorination and positron emission tomography (PET) as a new approach to study the in vivo distribution and elimination of the advanced glycation endproducts Nε-carboxymethyllysine (CML) and Nε-carboxyethyllysine (CEL)

“…During the last decade a few approaches for 18 F-labelling of amino acids or peptides have been described [26][27][28][29][30][31][32][33]. From these, we have chosen N-succinimidyl-4-[ 18 F]fluorobenzoate ([ 18 F]SFB) as agent to modify CML and CEL at their free aamino group, resulting in the corresponding 4-[ 18 F]fluorobenzoylated derivatives, which should be an useful model for CML-/CEL-containing dipeptides possibly resulting from the digestion of glycated food proteins.…”

Fully Automated Preparation and Conjugation of N-Succinimidyl 4-[18F]Fluorobenzoate ([18F]SFB) with RGD Peptide Using a GE FASTlab™ Synthesizer

“…The first of these conditions is the most frequently employed to conjugate [ 18 F]SFB [5,16,18,19] and the second is used by Wu to label the PRGD2 peptide [16].…”

Two‐step radiosynthesis of [18F]N‐succinimidyl‐4‐fluorobenzoate ([18F]SFB)

“…Nevertheless, the process has been established on automated platforms. [14][15][16] The reagent 18 F-SFB has been used to radiolabel numerous peptides such as human C-peptide, 17 neurotensin(8-13), 18 annexin-V, 19 insulin, 20 bombesin, 21 vasoactive intestinal peptide, 22 and RGD peptides, [23][24] as well as oligonucleotides. 25 So far, one-step approaches using N-succinimidyl benzoate precursors have been attempted but had no success.…”