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Synthesis of γ‐[ 15 N]‐L‐glutamyl derivatives of 5,10‐dideazatetrahydrofolate
Author(s) -
Forsch Ronald A.,
Rosowsky Andre
Publication year - 1999
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199911)42:11<1103::aid-jlcr269>3.0.co;2-e
Subject(s) - chemistry , stereochemistry , ribonucleotide , purine metabolism , chemical synthesis , purine , enzyme , metabolism , de novo synthesis , biochemistry , nucleotide , in vitro , gene
A synthesis of the mono‐, di‐, and tri[ 15 N]glutamate forms of the potent de novo purine synthesis inhibitor and anticancer agent (6 R ,6 S )‐5,10‐dideaza‐5,6,7,8‐tetrahydrofolate (6 R ,6 S ‐DDATHF) from (6 R ,6 S )‐5,10‐dideaza‐5,6,7,8‐tetrahydropteroic acid is described. These isotopically labelled compounds are potentially useful as 15 N nmr probes of the interaction of DDATHF and its polyglutamates with three key enzymes of one‐carbon metabolism, glycinamide ribonucleotide formyltransferase, (GARFT), aminoimidazolecarboxamide formyltransferase (AICARFT), and folypolyglutamate synthetase (FPGS). Copyright © 1999 John Wiley & Sons, Ltd.