SYNTHESIS OF 2S-[2-H-2]-KYNURENINE AND USE IN KINETIC ISOTOPE EFFECT STUDIES WITH KYNURENINASE

Authors
ROSS FC BOTTING NP
Citation
Fc. Ross et Np. Botting, SYNTHESIS OF 2S-[2-H-2]-KYNURENINE AND USE IN KINETIC ISOTOPE EFFECT STUDIES WITH KYNURENINASE, Tetrahedron, 53(46), 1997, pp. 15761-15770
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
46
Year of publication
1997
Pages
15761 - 15770
Database
ISI
SICI code
0040-4020(1997)53:46<15761:SO2AUI>2.0.ZU;2-7
Abstract
2S-[2-H-2]-Kynurenine has been synthesised by two different routes. Di acetylation/racemisation of racemic kynurenine in deuterium oxide foll owed by acylase catalysed resolution provides the most direct method, The alternative is to prepare 2S-[2-H-2]-tryptophan by a similar proce dure and then convert this through to 2S-[2-H-2]-kynurenine via ozonol ysis. Preliminary results on measurements of the primary deuterium iso tope effect, and solvent isotope effect, are described. (C) 1997 Elsev ier Science Ltd.