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Merck
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Key Documents

R2500

Sigma-Aldrich

all trans-Retinal

powder, ≥98%

Sinônimo(s):

Vitamin A aldehyde

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About This Item

Fórmula empírica (Notação de Hill):
C20H28O
Número CAS:
Peso molecular:
284.44
Número MDL:
Código UNSPSC:
12352205
ID de substância PubChem:
NACRES:
NA.79

fonte biológica

synthetic (organic)

Nível de qualidade

Ensaio

≥98%

forma

powder

técnica(s)

HPLC: suitable

cor

yellow

pf

62-64 °C

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres 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+

chave InChI

NCYCYZXNIZJOKI-OVSJKPMPSA-N

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Embalagem

Sealed ampule.

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Visite a Biblioteca de Documentos

Hai Li et al.
The Journal of biological chemistry, 291(49), 25319-25325 (2016-10-30)
Natural anion channelrhodopsins (ACRs) recently discovered in cryptophyte algae are the most active rhodopsin channels known. They are of interest both because of their unique natural function of light-gated chloride conductance and because of their unprecedented efficiency of membrane hyperpolarization
Optogenetic control of fly optomotor responses
Haikala V, et al.
The Journal of Neuroscience, 33(34), 13927-13934 (2013)
Juan Antonio Sánchez-Alcañiz et al.
Nature communications, 9(1), 4252-4252 (2018-10-14)
Through analysis of the Drosophila ionotropic receptors (IRs), a family of variant ionotropic glutamate receptors, we reveal that most IRs are expressed in peripheral neuron populations in diverse gustatory organs in larvae and adults. We characterise IR56d, which defines two
Advanced Nutrition Micronutrients, 23-23 (2019)
Smoking-induced upregulation of AKR1B10 expression in the airway epithelium of healthy individuals
Wang R, et al.
Chest, 138(6), 1402-1410 (2010)

Artigos

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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