For research use only. Not for therapeutic Use.
Pyridinium bisretinoid A2E (A2E) TFA is a fluorophore that can be isolated from lipofuscin in the retinal pigment epithelium (RPE). Pyridinium bisretinoid A2E TFA is an initiator of blue-light-induced apoptosis. Photoactivation of Pyridinium bisretinoid A2E TFA mediates autophagy and the production of reactive oxygen species. Pyridinium bisretinoid A2E TFA can be used in the study of retinal degenerative diseases[1][2].
Exposure of Pyridinium bisretinoid A2E (A2E) to light triggers its conversion into at least two products. One of these is epoxy-A2E, which is hydrophilic and can be transferred from the membrane to an aqueous solution. The other product is an unidentified hydrophobic substance[3].
| Catalog Number | I041236 |
| CAS Number | 1821308-73-9 |
| Synonyms | 2-[2-[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohexen-1-yl)octa-1,3,5,7-tetraenyl]-4-[(1E,3E,5E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hexa-1,3,5-trienyl]pyridin-1-ium-1-yl]ethanol;2,2,2-trifluoroacetate |
| Molecular Formula | C44H58F3NO3 |
| Purity | ≥95% |
| InChI | InChI=1S/C42H58NO.C2HF3O2/c1-32(20-22-39-35(4)17-12-25-41(39,6)7)14-10-16-34(3)30-38-31-37(24-27-43(38)28-29-44)19-11-15-33(2)21-23-40-36(5)18-13-26-42(40,8)9;3-2(4,5)1(6)7/h10-11,14-16,19-24,27,30-31,44H,12-13,17-18,25-26,28-29H2,1-9H3;(H,6,7)/q+1;/p-1/b16-10+,19-11+,22-20+,23-21+,32-14+,33-15+,34-30+; |
| InChIKey | ZFPRGIJSRMWZMS-KFKWWMHDSA-M |
| SMILES | CC1=C(C(CCC1)(C)C)C=CC(=CC=CC2=CC(=[N+](C=C2)CCO)C=C(C)C=CC=C(C)C=CC3=C(CCCC3(C)C)C)C.C(=O)(C(F)(F)F)[O-] |
| Reference | [1]. Jeong SY, et al. Photoactivation of N-retinylidene-N-retinylethanolamine compromises autophagy in retinal pigmented epithelial cells. Food Chem Toxicol. 2019 Sep;131:110555. [2]. S. Ben-Shabat, et al; Elucidating the Role of Pyridinium bis-Retinoid(A2E) in Retinal Pigment Epithelium (RPE) Cell Damages. Invest. Ophthalmol. Vis. Sci. 2007;48(13):2201. [3]. Sokolov VS, et al. Interaction of pyridinium bis-retinoid (A2E) with bilayer lipid membranes. J Photochem Photobiol B. 2007 Feb 1;86(2):177-85. |
