A natural retinoid
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all-trans Retinal

Item No. 18449

Technical Information
Formal Name
retinal
CAS Number
116-31-4
Synonyms
  • Retinaldehyde
  • Vitamin A aldehyde
Molecular Formula
C20H28O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 25 mg/mlDMSO: 16 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
380 nm
SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C([H])=O)C(C)(C)CCC1
InChi Code
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
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    all-trans Retinal is a natural retinoid that is derived from vitamin A. It is the oxidation product of all-trans retinol and associates with cellular retinol-binding protein-I (CRBP-I) and CRBP-II (Kds = 50 and 90 nM, respectively), which are involved in the intracellular transport of retinol.1 all-trans Retinal is also an intermediate of the phototransduction pathway of photoreceptors, including rhodopsin and bacterial opsins.2 As a chemically reactive aldehyde, all-trans retinal can form toxic conjugates with proteins and lipids, leading to degeneration of the retina.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Noy, N. Retinoid-binding proteins: Mediators of retinoid action. Biochem. J. 348(Pt. 3), 481-495 (2000).

    2. Kiser, P.D., Golczak, M., Maeda, A., et alKey enzymes of the retinoid (visual) cycle in vertebrate retina. Biochim. Biophys. Acta 1821(1), 137-151 (2012).