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R2500

Sigma-Aldrich

all trans-Retinal

powder, ≥98%

Synonym(s):
Vitamin A aldehyde
Empirical Formula (Hill Notation):
C20H28O
CAS Number:
Molecular Weight:
284.44
MDL number:
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

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

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This Item
W376604W32120641659
all trans-Retinal powder, ≥98%

Sigma-Aldrich

R2500

all trans-Retinal

all-trans-Astaxanthin analytical standard

Supelco

41659

all-trans-Astaxanthin

biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic

biological source

-

assay

≥98%

assay

≥95%

assay

≥89%

assay

≥97%

form

powder

form

-

form

-

form

-

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

yellow

color

-

color

-

color

-

mp

62-64 °C

mp

-

mp

-

mp

-

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.

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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