CAS 83802-77-1

(9cis,13cis)-15-fluororetinal

Description:

(9cis,13cis)-15-fluororetinal is a synthetic derivative of retinal, which is a vital chromophore in the visual cycle of many organisms. This compound features a fluorine atom at the 15th carbon position, which can influence its photochemical properties and biological activity. The presence of the cis double bonds at positions 9 and 13 contributes to its structural conformation, affecting its interaction with opsins in photoreceptor cells. As a retinoid, it plays a role in vision by undergoing isomerization upon light exposure, leading to the activation of visual signaling pathways. The fluorine substitution may enhance its stability and alter its reactivity compared to natural retinal. This compound is of interest in research related to vision and potential therapeutic applications, particularly in the context of retinal diseases. Its unique characteristics make it a valuable tool for studying the mechanisms of vision and the development of retinoid-based therapies.

Formula: C₂₀H₂₇FO

InChI: InChI=1/C20H27FO/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3/b9-6+,12-11+,15-8-,16-14-

all-trans-Retinoyl Fluoride

Controlled Product

CAS: 83802-77-1

Applications all-trans-Retinoyl Fluoride is an intermediate used in the synthesis of all-trans Retinoyl β-D-Glucuronide (R253500), which is a biliary metabolite of Vitamin A, occurs endogenously in human blood. RAG is biologically active in promoting the growth of vitamin A-deficient rats and the induction of differentiation of HL-60 and BA-HAN-1C cells, but less cytotoxic than Retinoic Acids.
References Dunagin, P.E., et al.: Science, 148, 86 (1965), Lippel, K., et al.: J. Lipid Res., 9, 168 (1968),

Formula: C₂₀H₂₇FO

Color and Shape: Neat

Molecular weight: 302.426

Ref: TR-R250195