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R2500

Sigma-Aldrich

all trans-Retinal

powder, ≥98%

Synonyme(s) :

Vitamin A aldehyde

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About This Item

Formule empirique (notation de Hill):
C20H28O
Numéro CAS:
Poids moléculaire :
284.44
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.79

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥98%

Forme

powder

Technique(s)

HPLC: suitable

Couleur

yellow

Pf

62-64 °C

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[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+

Clé InChI

NCYCYZXNIZJOKI-OVSJKPMPSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Conditionnement

Sealed ampule.

Certificats d'analyse (COA)

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