9-cis-Retinal

9-cis-Retinal is a natural retinoid. Dietary 9-cis-β-carotene generates 9-cis-retinoids via cleavage into 9-cis-retinal. 9-cis Retinal binds to cellular retinol-binding protein-I (CRBP-I) and CRBP-II with Kds of 8 nM and 5 nM, respectively. 9-cis-Retinal expedites differentiation and maturation of rod photoreceptors in retinal organoids[1][2][3].

Product Specifications

CAS Number

[514-85-2]

UNSPSC

12352211

Hazard Statement

H302+H312+H332, H315

Target

Endogenous Metabolite; Organoid

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease; Stem Cell/Wnt

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/9-cis-retinal.html

Purity

99.9

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CC(/C=C/C=C(\C=C\C1=C(CCCC(C)1C)C)C)=C\C=O

Molecular Formula

C20H28O

Molecular Weight

284.44

Precautions

H302+H312+H332, H315

References & Citations

[1]Kane MA, et al. Binding affinities of CRBPI and CRBPII for 9-cis-retinoids.Biochim Biophys Acta. 2011 May;1810 (5) :514-8.|[2]Mertz JR, et al. Identification and characterization of a stereospecific human enzyme that catalyzes 9-cis-retinol oxidation. A possible role in 9-cis-retinoic acid formation. J Biol Chem. 1997 May 2;272 (18) :11744-9.|[3]Kaya KD, et al. Transcriptome-based molecular staging of human stem cell-derived retinal organoids uncovers accelerated photoreceptor differentiation by 9-cis retinal. Mol Vis. 2019 Nov 11;25:663-678.|[4]Parker RO, et al. Normal cone function requires the interphotoreceptor retinoid binding protein. J Neurosci. 2009 Apr 8;29 (14) :4616-21.