R2500
all trans-Retinal
powder, ≥98%
Synonym(s):
Vitamin A aldehyde
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About This Item
Empirical Formula (Hill Notation):
C20H28O
CAS Number:
Molecular Weight:
284.44
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
Product Name
all trans-Retinal, powder, ≥98%
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+
SMILES string
[H]C(=O)\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
InChI key
NCYCYZXNIZJOKI-OVSJKPMPSA-N
biological source
synthetic (organic)
assay
≥98%
form
powder
technique(s)
HPLC: suitable
color
yellow
mp
62-64 °C
shipped in
dry ice
storage temp.
−20°C
Quality Level
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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.
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.
Packaging
Sealed ampule.
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Smoking-induced upregulation of AKR1B10 expression in the airway epithelium of healthy individuals
Wang R, et al.
Chest, 138(6), 1402-1410 (2010)
Jihye Yeon et al.
PLoS biology, 16(6), e2004929-e2004929 (2018-06-09)
Animal locomotion is mediated by a sensory system referred to as proprioception. Defects in the proprioceptive coordination of locomotion result in uncontrolled and inefficient movements. However, the molecular mechanisms underlying proprioception are not fully understood. Here, we identify two transient
Yasushi Imamoto et al.
Biochimica et biophysica acta, 1837(5), 664-673 (2013-09-12)
Cone visual pigments are visual opsins that are present in vertebrate cone photoreceptor cells and act as photoreceptor molecules responsible for photopic vision. Like the rod visual pigment rhodopsin, which is responsible for scotopic vision, cone visual pigments contain the
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 and pharmacologic dissection of feedforward inhibition in Drosophila motion vision
Mauss AS, et al.
The Journal of Neuroscience, 34(6), 2254-2263 (2014)
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