TY - JOUR
T1 - Synthesis of CD3-labeled 11-cis-retinals and application to solid-state deuterium NMR spectroscopy of rhodopsin
AU - Tanaka, Katsunori
AU - Struts, Andrey V.
AU - Krane, Sonja
AU - Fujioka, Naoko
AU - Salgado, Gilmar F.J.
AU - Martínez-Mayorga, Karina
AU - Brown, Michael F.
AU - Nakanishi, Koji
PY - 2007
Y1 - 2007
N2 - Efficient synthesis of 11-Z-retinals labeled with 2H at the C5, C9, or C13 methyl groups is described. The 2H-labeled retinals were used to regenerate the visual pigment rhodopsin for structural investigations. Solid-state 2H NMR data provided the orientation of retinal within the rhodopsin binding pocket as well as its conformation. Extension of the approach to other membrane receptors can yield knowledge of their mechanisms of activation as a guide for ligand-based drug design.
AB - Efficient synthesis of 11-Z-retinals labeled with 2H at the C5, C9, or C13 methyl groups is described. The 2H-labeled retinals were used to regenerate the visual pigment rhodopsin for structural investigations. Solid-state 2H NMR data provided the orientation of retinal within the rhodopsin binding pocket as well as its conformation. Extension of the approach to other membrane receptors can yield knowledge of their mechanisms of activation as a guide for ligand-based drug design.
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U2 - 10.1246/bcsj.80.2177
DO - 10.1246/bcsj.80.2177
M3 - Article
AN - SCOPUS:36849022447
SN - 0009-2673
VL - 80
SP - 2177
EP - 2184
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
IS - 11
ER -