CONFORMATION OF THE CYP2D6 MODEL SUBSTRATE SPARTEINE UNDER PHYSIOLOGICAL CONDITIONS

Authors
SCHNEIDER F FISCHER P EBNER T MEESE CO
Citation
F. Schneider et al., CONFORMATION OF THE CYP2D6 MODEL SUBSTRATE SPARTEINE UNDER PHYSIOLOGICAL CONDITIONS, Bioorganic & medicinal chemistry letters, 3(8), 1993, pp. 1667-1670
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
8
Year of publication
1993
Pages
1667 - 1670
Database
ISI
SICI code
0960-894X(1993)3:8<1667:COTCMS>2.0.ZU;2-Q
Abstract
The conformation of the CYP2D6 model substrate sparteine (1) is invest igated by NMR techniques over a wide pH range. Regioselectively deuter ated analogues are used to aid assignments. At pH>6, i.e. under physio logical conditions, 1 adopts an all-chair conformation (mono-protonate d cage structure). Below pH 4, ring C is inverted to a boat conformati on, allowing for double protonation at both nitrogens of 1.