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Modelling of Photointermediates Suggests a Mechanism of the Flip of the β ‐Ionone Moiety of the Retinylidene Chromophore in the Rhodopsin Photocascade
Author(s) -
Ishiguro Masaji,
Hirano Takahiro,
Oyama Yoshiaki
Publication year - 2003
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200390037
Subject(s) - chromophore , moiety , rhodopsin , steric effects , ionone , chemistry , flip , stereochemistry , double bond , molecular dynamics , retinaldehyde , photochemistry , computational chemistry , retinal , organic chemistry , apoptosis , biochemistry
Flip out! A model of the bathorhodopsin chromophore (see scheme) generated by molecular dynamics simulation suggests a twisted conformation of the C11C12 bond caused by steric interaction between the 13‐methyl group and Cys183. The twisted double bond may be involved in the flip of the β ‐ionone moiety toward transmembrane segments 3 and 4 in the formation of lumirhodopsin.