Enantioselective binding of an 11-cis-locked cyclopropyl retinal. The conformation of retinal in bovine rhodopsin

Authors
Lou, JH Hashimoto, M Berova, N Nakanishi, K
Citation
Jh. Lou et al., Enantioselective binding of an 11-cis-locked cyclopropyl retinal. The conformation of retinal in bovine rhodopsin, ORG LETT, 1(1), 1999, pp. 51-54
Citations number
35
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
1
Year of publication
1999
Pages
51 - 54
Database
ISI
SICI code
1523-7060(19990715)1:1<51:EBOA1C>2.0.ZU;2-U
Abstract
The conformation of the retinal chromophore in rhodopsin is central for und erstanding the visual transduction process, The absolute twist around the 1 2-s bond of the chromophore in rhodopsin has been determined by studies wit h 11-cis-locked 11,12-cyclopropylretinal analogues (11S,12R)-2 and (11R,12S )-3, enantioselectively synthesized with the aid of an enzyme. The finding that enantiomer 2 binds to opsin while the other 3 does not defines the abs olute sense of twist around the 12-s bond.