9-cis-β-Carotene

9-cis-β-Carotene, a precursor of retinal, is cleaved by beta-carotene oxygenase 1 (BCMO1) to produce 9-cis-retinal. 9-cis-β-Carotene inhibits photoreceptor degeneration and restores retinal function in vivo. 9-cis-β-Carotene has the potential for the study of congenital stationary night blindness and fundus albipunctatus.

Product information

CAS Number: 13312-52-2

Molecular Weight: 536.87

Formula: C40H56

Chemical Name: 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

Smiles: CC1(C)CCCC(C)=C1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C

InChiKey: OENHQHLEOONYIE-BVZAMQQESA-N

InChi: InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21-,34-22+

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

9-cis-β-Carotene (1 μM; 18 hours) formulates with the Miglyol 810 and the“antioxidant mix” is incubated to eye cups. The eye cups are isolated from the neuro-retina attached to the underlying RPE tissue from RPE65rd12 mouse. It prevents S- and M-cones degeneration and leads to over 2- and 9- fold higher m-opsin and s-opsin positive staining compares to the control group.

In Vivo:

In a mouse model of retinoid cycle defect, RPE65rd12. Mice with an extract of Dunaliella Bardawil algae rich in 9-cis-β-Carotene (9CBC) rescues retinal function and preserves cone structure by oral administration.

References:

1. Sher I, et al.Synthetic 9-cis-beta-carotene inhibits photoreceptor degeneration in cultures of eye cups from rpe65rd12 mouse model of retinoid cycle defect.Sci Rep. 2018 Apr 17;8(1):6130.

Products are for research use only. Not for human use.