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Compound Overview
11-cis Retinal (CAS 564-87-4) is a research-grade small molecule supplied by TargetMol.
Physical Properties
| CAS Number | 564-87-4 |
|---|---|
| Molecular Formula | C20H28O |
| Molecular Weight | 284.44 g/mol |
| SMILES | C/C(/C=CC=C(/C)C=CC1=C(C)CCCC1(C)C)=CC=O |c:9| |
| Form | Solid |
| Shipping | Room Temperature (RT) |
Biological Activity
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.
Safety & Regulatory
For Research Use Only (RUO). Not for therapeutic, diagnostic, or clinical use. Wear appropriate PPE and consult the Safety Data Sheet (SDS) prior to handling.
It is recommended to sonicate at a lower frequency
When solubility is listed as < 1 mg/mL, the compound dissolves to less than 1 mg per milliliter in water at 25 °C, pH 7.4. Such compounds require an organic co-solvent such as DMSO to prepare a concentrated stock, which is then diluted into aqueous assay buffer. For cell-based assays, keep the final DMSO concentration below 0.1% (v/v) to avoid solvent-induced cytotoxicity.
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