Premium
Synthesis and enantiomeric resolution of tritiated ( D,L )‐3‐hydroxykynurenine
Author(s) -
Lever John R.,
Canella Karen A.,
Eastman Clifford L.,
Guilarte Tomas R.
Publication year - 1990
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/jlcr.2580281113
Subject(s) - enantiomer , chemistry , halogenation , high performance liquid chromatography , enantiomeric excess , resolution (logic) , tritium , chiral column chromatography , chromatography , catalysis , enantioselective synthesis , stereochemistry , organic chemistry , physics , artificial intelligence , computer science , nuclear physics
The synthesis, purification and enantiomeric resolution of tritiated ( D,L )‐3‐hydroxykynurenine are described. Bromination of racemic 3‐hydroxykynurenine, catalytic dehalotritiation and purification by ion pair, reverse phase HPLC afforded tritiated material of high radiochemical purity (99.8%) and moderate specific radioactivity (3.64 Ci/mmol). Enantiomerically pure ( D )‐ and ( L )‐stereoisomers were isolated using chiral HPLC conditions. The stability of the label toward isotopic exchange was assessed to be sufficient for biochemical studies.