Retinal
- CAS No.
- 116-31-4
- Chemical Name:
- Retinal
- Synonyms
- Retinaldehyde;Retinene;VITAMIN A ALDEHYDE;Retinylaldehyde;Retinal;Retinene1;E-Retinal;Axerophthal;trans-Retinal;all-E-Retinal
- CBNumber:
- CB6703879
- Molecular Formula:
- C20H28O
- Molecular Weight:
- 284.44
- MDL Number:
- MFCD00001550
- MOL File:
- 116-31-4.mol
- MSDS File:
- SDS
Melting point | 61-63°C |
---|---|
Boiling point | 366.92°C (rough estimate) |
Density | 1.0083 (rough estimate) |
refractive index | 1.4500 (estimate) |
storage temp. | -20°C |
solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
form | powder |
color | yellow |
Water Solubility | <70mg/L(25 ºC) |
Stability | Hygroscopic, Light Sensitive, Temperature Sensitive |
CAS DataBase Reference | 116-31-4(CAS DataBase Reference) |
FDA UNII | RR725D715M |
EPA Substance Registry System | Retinal (116-31-4) |
Retinal price More Price(34)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | R2500 | all trans-Retinal powder, ≥98% | 116-31-4 | 25mg | $68.4 | 2024-03-01 | Buy |
Sigma-Aldrich | R2500 | all trans-Retinal powder, ≥98% | 116-31-4 | 1g | $381 | 2024-03-01 | Buy |
Cayman Chemical | 18449 | all-trans Retinal ≥98% | 116-31-4 | 100mg | $44 | 2024-03-01 | Buy |
Cayman Chemical | 18449 | all-trans Retinal ≥98% | 116-31-4 | 1g | $235 | 2024-03-01 | Buy |
Sigma-Aldrich | R2500 | all trans-Retinal powder, ≥98% | 116-31-4 | 100mg | $93.5 | 2024-03-01 | Buy |
Retinal Chemical Properties,Uses,Production
Chemical Properties
Yellow Powder
Uses
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
Uses
retinaldehyde is a mild retinoid credited with increasing epidermal thickness without producing erythema.
Uses
Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.
Definition
ChEBI: A retinal in which all four exocyclic double bonds have E- (trans-) geometry.
Synthesis Reference(s)
Tetrahedron Letters, 29, p. 419, 1988 DOI: 10.1016/S0040-4039(00)80111-2
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.
Biological Activity
all-trans retinal, also known as vitamin a aldehyde or retinaldehyde, is one of the many forms of vitamin a and also the oxidation product of all-trans retinol [1]. all-trans retinal are associated with one of the two isoforms of cellular retinol-binding proteins (crbp-i and crbp-ii) with kd values of 50 and 90 nm, respectively [1].crbp-i and crbp-ii were the first intracellular retinoid-binding proteins. both proteins display a similar binding affinity towards retinal. they play important roles in retinoid biology and regulation of the metabolism of retinol and retinal. crbp-i is used to regulate vitamin a storage and synthesis of retinoic acid. and crbp-ii has a role in the initial processing of retinol from food [1].all-trans retinal is one form of vitamin a. all-trans retinal, the initial substrate of retinoid cycle, is a chemically reactive aldehyde that can form toxic conjugates with proteins and lipids, leading to degeneration of the retina [2].
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.
Purification Methods
The aldehyde is separated from retinol by column chromatography on water-deactivated alumina. Elute with 1-2% acetone in hexane, or on TLC plates of silica gel G and using the same eluting solvent. It crystallises from pet ether or n-hexane as yellow-orange crystals, and the UV in hexane has max at 373nm (A1cm 1% 1,548) and 368nm ( 48,000). It is an irritant and is light sensitive. Store it in sealed ampoules under N2. The semicarbazone forms yellow crystals from CHCl3/Et2O or EtOH, m 199-201o(dec). The 9-cis-isomer [514-85-2] and the 13-cis-isomer [472-86-6] [max at 375nm ( 1,250) in EtOH] are also available commercially. [Beilstein 7 III 1742.]
References
[1]. noy n. retinoid-binding proteins: mediators of retinoid action. biochem j. 2000 jun 15;348 pt 3:481-95.
[2]. kiser pd, golczak m, maeda a, et al. key enzymes of the retinoid (visual) cycle in vertebrate retina. biochim biophys acta. 2012 jan;1821(1):137-51.
Retinal Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | China | 52861 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12450 | 58 |
Hebei Guanlang Biotechnology Co,.LTD | +8619930503252 | daisy@crovellbio.com | China | 5828 | 58 |
Sinoway Industrial co., ltd. | 0592-5800732; +8613806035118 | xie@china-sinoway.com | China | 990 | 58 |
Hebei Jingbo New Material Technology Co., Ltd | +8619931165850 | hbjbtech@163.com | China | 1000 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20294 | 58 |
Hebei Saisier Technology Co., LTD | +86-18400010335 +86-18034520335 | admin@hbsaisier.cn | China | 996 | 58 |
Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Hebei Longbang Technology Co., LTD | +86-18032476855 +86-18032476855 | admin@hblongbang.com | China | 935 | 58 |
Hebei Shengyang Water Conservancy Engineering Co., Ltd. | +8615373025980 | clara@hbshengyang.com | China | 873 | 58 |
View Lastest Price from Retinal manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
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2024-08-23 | ALL-TRANS-RETINAL
116-31-4
|
US $6.00 / kg | 1kg | 99% | 2000KG/Month | HebeiShuoshengImportandExportco.,Ltd | |
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2024-08-22 | alltransretinal
116-31-4
|
US $0.00-0.00 / KG | 1KG | 98% up by hplc | 20 tons | Sinoway Industrial co., ltd. | |
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2024-08-22 | all trans-Retinal
116-31-4
|
US $0.00 / KG | 1KG | 99.0% | 500kg/month | WUHAN FORTUNA CHEMICAL CO., LTD |
-
- ALL-TRANS-RETINAL
116-31-4
- US $6.00 / kg
- 99%
- HebeiShuoshengImportandExportco.,Ltd
-
- alltransretinal
116-31-4
- US $0.00-0.00 / KG
- 98% up by hplc
- Sinoway Industrial co., ltd.
-
- all trans-Retinal
116-31-4
- US $0.00 / KG
- 99.0%
- WUHAN FORTUNA CHEMICAL CO., LTD
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