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R2500

Sigma-Aldrich

all trans-Retinal

powder, ≥98%

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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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1 of 4

This Item
R575495144R7632
all trans-Retinal powder, ≥98%

R2500

all trans-Retinal

-
9-cis-Retinal vitamin A analog

R5754

9-cis-Retinal

-
Retinol BioXtra, ≥97.5% (HPLC), ~3100 U/mg

95144

Retinol

Premium Grade
Retinol synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)

R7632

Retinol

-
biological source

synthetic (organic)

biological source

-

biological source

synthetic

biological source

synthetic

assay

≥98%

assay

≥95% (HPLC)

assay

≥97.5% (HPLC)

assay

≥95% (HPLC)

form

powder

form

powder

form

(Powder or Powder with Lumps)

form

(Powder or Powder with Lumps)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

color

yellow

color

yellow to yellow-orange

color

faint yellow to very dark yellow

color

yellow to very dark yellow, to Very Dark Orange

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.

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