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Radiolabelled amino acids: Synthesis of NG-mesitylenesulfonyl-N2-[3H]methyl-arginine

✍ Scribed by Scott W. Landvatter

Publisher: John Wiley and Sons
Year: 1993
Tongue: French
Weight: 298 KB
Volume: 33
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580330910

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✦ Synopsis

Abstract

The N^2^‐methyl amino acid N^G^‐mesitylenesulfonyl‐[^3^H]methylarginine has been prepared in high specific activity tritium labelled form by treating methyl N^2^‐2,4‐dimethoxybenzyl‐N^G^‐mesitylenesulfonyl‐arginate with [^3^H]methyl iodide and silver(I) oxide. Removal of the dimethoxybenzyl group by transfer hydrogenation (4.4% formic acid in methanol/Pd black) followed by saponification gave N^G^‐mesitylenesulfonyl‐[^3^H]methylarginine in 30‐38% overall from [^3^H]methyl iodide. This amino acid was ultimately used in the preparation of tritium labelled SK&F 107260 which is a cyclic peptide showing fibrinogen receptor antagonism.

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