R2500

all trans-Retinal

powder, ≥98%

• Synonym(s): Vitamin A aldehyde
• Empirical Formula (Hill Notation): C₂₀H₂₈O
• CAS Number: 116-31-4
• Molecular Weight: 284.44
• MDL number: MFCD00001550
• UNSPSC Code: 12352205
• PubChem Substance ID: 24899355
• NACRES: NA.79

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• Assay: ≥98%
• form: powder
• technique(s): HPLC: suitable
• color: yellow
• mp: 62-64 °C
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H]C(=O)\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
• InChI: 1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
• InChI key: NCYCYZXNIZJOKI-OVSJKPMPSA-N

Description

General description

All trans-Retinal is one of the major derivatives of vitamin A group. A variety of food serves as a source of vitamin A. It is predominant in liver and among the brightly colored vegetables.

Application

All trans-Retinal has been used:

• in optogenetic experiments
• in electrophysiological experiment
• to study the effect of AKR1B10 (aldo-keto reductase (AKR) superfamily member) on the conversion of retinal to retinol in the airway epithelium
• in decidual transformation of human endometrial stromal cells

Biochem/physiol Actions

All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase. Retinoic acid is a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR) that act as transcription factors to regulate the growth and differentiation of normal and malignant cells. Retinal isomers are also chromophores that bind to opsins, a family of G-protein-linked transmembrane proteins, to form photosensitive receptors in visual and nonvisual systems. All-trans retinal is a potent photosensitizer.

Packaging

Sealed ampule.