11 cis retinol

11-cisRetinol is an isomer of vitamin A . It is formed from vitamin A,viaatrans-retinyl ester intermediate, by the enzyme RPE65 in the retinal pigment epithelium and then converted to 11-cis retinal as part of the visual cycle.1,211-cisRetinol is an agonist of salamander and human red rod opsins expressed in COS cells and an inverse agonist of salamander red cone opsin, as well as human red and green cone opsins expressed in COS cells.3It promotes pigment formation in cone, but not rod, photoreceptors. 1.Rando, R.R.The biochemistry of the visual cycleChem. Rev.101(7)1881-1896(2001) 2.Guignard, T.J.P., Jin, M., Pequignot, M.O., et al.FATP1 inhibits 11-cis retinol formation via interaction with the visual cycle retinoid isomerase RPE65 and lecithin: Retinol acyltransferaseJ. Biol. Chem.285(24)18759-18768(2010) 3.Ala-Laurila, P., Cornwall, M.C., Crouch, R.K., et al.The action of 11-cis-retinol on cone opsins and intact cone photoreceptorsJ. Biol. Chem.284(24)16492-16500(2009)

11-cis Retinal is a chromophore that binds to opsin in the mammalian visual system as an inverse agonist forming the inactive conformation of rhodopsin. When 11-cis retinal absorbs a photon of light, it isomerizes to form all-trans retinal beginning the phototransduction cycle, which is the basis for mammalian vision. A G121L mutation in opsin allows 11-cis retinal to bind as a partial agonist and activate rhodopsin in the absence of light. In a moth model of carotenoid deficiency-induced low visual sensitivity, 11-cis retinal application to compound eyes restored visual sensitivity almost completely.

Cis-11-Methyl-2-dodecenoic acid functions as a quorum sensing (QS) signal and a diffusion signaling factor (DSF) within extracellular microbial and fungal communication systems. It plays a pivotal role in regulating virulence and biofilm formation among diverse bacterial pathogens [1].

11-cis-Vaccenyl acetate ((Z)-Octadec-11-enyl acetate) activates olfactory neurons located in the T1 sensilla on the antenna and mediates aggregation behavior in both male and female flies.

Emixustat hydrochloride (ACU-4429 hydrochloride) strongly inhibits 11-cis-retinol production with IC50 values of 232 ± 3 nM. 11-cis-retinol Emixustat hydrochloride is a novel visual cycle modulator.