Molecular structure of 11-cis-Retinol, CAS Number: 22737-96-8
11-cis-Retinol (CAS 22737-96-8)
Alternate Names:
11-cis-Retinol; 11-cis-Vitamin A Alcohol
Application:
11-cis-Retinol is a metabolite of Vitamin A released from retinal pigment epithelium (RPE) membranes.
CAS Number:
22737-96-8
Molecular Weight:
286.45
Molecular Formula:
C20H30O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
11-cis-Retinol is a metabolite of Vitamin A. Retinol and derivatives of retinol such as 11-cis-Retinol play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response.11-cis-retinol is produced from vitamin A cycles driven by interphotoreceptor retinoid binding proteins. 11-cis-retinol is also released from retinal pigment epithelium(RPE) membranes. 11-cis-Retinol is also known as cis-11-Retinol, 11-cis-Vitamin A Alcohol, (11cis,13cis)-Retinol, 11Z-retinol, and (2Z,4Z,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol.
11-cis-Retinol (CAS 22737-96-8) References
- Preferential release of 11-cis-retinol from retinal pigment epithelial cells in the presence of cellular retinaldehyde-binding protein. | Stecher, H., et al. 1999. J Biol Chem. 274: 8577-85. PMID: 10085092
- Mutations in the gene encoding 11-cis retinol dehydrogenase cause delayed dark adaptation and fundus albipunctatus. | Yamamoto, H., et al. 1999. Nat Genet. 22: 188-91. PMID: 10369264
- Substrate specificities and 13-cis-retinoic acid inhibition of human, mouse and bovine cis-retinol dehydrogenases. | Gamble, MV., et al. 2000. Biochim Biophys Acta. 1476: 3-8. PMID: 10606761
- Biochemical aspects of the visual process. XXVII. Stereospecificity of ocular retinol dehydrogenases and the visual cycle. | Lion, F., et al. 1975. Biochim Biophys Acta. 384: 283-92. PMID: 1125252
- Muller cells of chicken retina synthesize 11-cis-retinol. | Das, SR., et al. 1992. Biochem J. 285 (Pt 3): 907-13. PMID: 1497628
- On the mechanism of isomerization of all-trans-retinol esters to 11-cis-retinol in retinal pigment epithelial cells: 11-fluoro-all-trans-retinol as substrate/inhibitor in the visual cycle. | Fishkin, N., et al. 2005. Bioorg Med Chem. 13: 5189-94. PMID: 15922603
- Chicken retinas contain a retinoid isomerase activity that catalyzes the direct conversion of all-trans-retinol to 11-cis-retinol. | Mata, NL., et al. 2005. Biochemistry. 44: 11715-21. PMID: 16128572
- Understanding retinol metabolism: structure and function of retinol dehydrogenases. | Lidén, M. and Eriksson, U. 2006. J Biol Chem. 281: 13001-13004. PMID: 16428379
- The action of 11-cis-retinol on cone opsins and intact cone photoreceptors. | Ala-Laurila, P., et al. 2009. J Biol Chem. 284: 16492-16500. PMID: 19386593
- Interphotoreceptor retinoid-binding protein as the physiologically relevant carrier of 11-cis-retinol in the cone visual cycle. | Parker, R., et al. 2011. J Neurosci. 31: 4714-9. PMID: 21430170
- Substrate specificities and mechanism in the enzymatic processing of vitamin A into 11-cis-retinol. | Cañada, FJ., et al. 1990. Biochemistry. 29: 9690-7. PMID: 2271609
- Inhibitors of retinyl ester formation also prevent the biosynthesis of 11-cis-retinol. | Trehan, A., et al. 1990. Biochemistry. 29: 309-12. PMID: 2302381
- Membranes as the energy source in the endergonic transformation of vitamin A to 11-cis-retinol. | Deigner, PS., et al. 1989. Science. 244: 968-71. PMID: 2727688
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
11-cis-Retinol, 1 mg | sc-476733 | 1 mg | $897.00 | |||
11-cis-Retinol, 10 mg | sc-476733A | 10 mg | $6589.00 |