Nonbleachable rhodopsins retaining the full natural chromophore

…, M Adams, V Balogh-Nair, K Nakanishi

Index: Akita, Hiroyuki; Tanis, Steven P.; Adams, Michael; Balogh-Nair, Valeria; Nakanishi, Koji Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6370 - 6372

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Citation Number: 109

Abstract

(1). This cycloheptatrienylidene compound is forced into a noncoplanar 9, 11, 13-triene conformation by virtue of the sevenmembered ring, a situation which probably has a direct bearing with the CD of rhodopsin (see below). We first describe the syntheses of retinals 1-4. Cycloheptenone 5 (5.5 g) was converted into the allyl acetate 69 (4.0 g, 48%) by NBS bromination in CC14, treatment with aqueous KOAc under