Retinyl acetate - CAS 127-47-9
Catalog number: B0005-464906
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Molecular Formula:
C22H32O2
Molecular Weight:
328.496
COA:
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Chemical Family:
Diterpenoids
Description:
Vitamin A is a group of unsaturated nutritional organic compounds that includes retinol, retinal, retinoic acid, as well as several provitamin A carotenoids and beta-carotene. Vitamin A has multiple functions: it is important for growth and development, for the maintenance of the immune system and good vision. Vitamin A is needed by the retina of the eye in the form of retinal, which combines with protein opsin to form rhodopsin, the light-absorbing molecule necessary for both low-light (scotopic vision) and color vision. It also functions as retinoic acid (an irreversibly oxidized form of retinol), which is an important hormone-like growth factor for epithelial and other cells.
Vitamin supplement in health care products.
Purity:
98%
Appearance:
Solid or Viscous Liquid
Synonyms:
Vitamin A acetate; Retinol Acetate; Retinol acetate; All-trans-Retinyl acetate; Retinol, acetate; [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
MSDS:
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Application:
Ingredient of health care products.
InChIKey:
QGNJRVVDBSJHIZ-QHLGVNSISA-N
InChI:
InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
Canonical SMILES:
CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCOC(=O)C)C)C
1.Cloning, expression and characterization of a lipase gene from the Candida antarctica ZJB09193 and its application in biosynthesis of vitamin A esters.
Liu ZQ;Zheng XB;Zhang SP;Zheng YG Microbiol Res. 2012 Sep 6;167(8):452-60. doi: 10.1016/j.micres.2011.12.004. Epub 2012 Jan 24.
Lipase is one of the most important industrial enzymes, which has been widely used in the preparation of food additives, cosmetics and pharmaceuticals industries. In order to obtain a large amount of lipase, the lipase gene from Candida antarctica ZJB09193 was cloned, and expressed in Pichia pastoris with the vector pPICZαA. Under the optimal conditions, the yield of recombinant lipase in the culture broth reached 3.0 g/L. After purification, the properties of recombinant lipase were studied: the optimum pH and temperature were pH 8.0 and 52°C, Ca(2+) activated the activity of lipase, and the apparent K(m) and V(max) values for p-nitrophenyl acetate were 0.34 mM and 7.36 μmol min(-1) mg(-1), respectively. Furthermore, the recombinant lipase was immobilized on pretreated textile for biosynthesis of vitamin A esters. In a system of n-hexane, 0.3 g immobilized recombinant lipase was used in the presence of 0.06 g vitamin A acetate and 0.55 mmol fatty acid (nine different fatty acids were tested). The yield of all vitamin A esters exceeded 78% in 7h at 30°C except using lactic acid and hexanoic acid as substrates. After optimization, the yield of vitamin A palmitate reached 87%. This study has the potential to be developed into industrial application.
2.The effects of retinoic acid and a tumor promoter, 12-O-tetradecanoylphorbol-13-acetate, on lymphocyte proliferation.
Mastro AM;Pepin KG Carcinogenesis. 1982;3(4):409-13.
The tumor promotor, 12-O-tetradecanoylphorbol-13-acetate (TPA) inhibits DNA synthesis in allogenic, mixed cultures of bovine lymphocytes. Retinoic acid, an antagonist of TPA in in vivo skin promotion, was tested for its ability to counteract the effect of TPA on lymphocyte proliferation. Retinoic acid or related compounds, retinol or retinol acetate, did not reverse or prevent the inhibitory effect of TPA. Instead retinoic acid also inhibited DNA synthesis in mixed lymphocyte cultures. On the average, about 8 microM retinoic acid inhibited the mixed lymphocyte response by 50%. The mitogenic response of lymphocytes to phytohemagglutinin (PHA) was also inhibited by retinoic acid. The degree of inhibition depended both on the concentration of PHA and of retinoic acid. Therefore, in regard to bovine lymphocytes, retinoic acid depresses DNA synthesis in both allogenic and lectin stimulated responses. Such suppression should be taken into account in the use of retinoic acid in chemotherapy.
3.Application of micellar electrokinetic chromatography for the separation of retinoids.
Le TH;Kraak JC;Kok WT J Pharm Biomed Anal. 2000 Jun;22(5):879-85.
The applicability of micellar electrokinetic chromatography (MEKC) using sodium dodecylsulphate (SDS) as pseudo-stationary phase for the separation of five retinoids (retinol, retinal, retinyl acetate, retinyl palmitate, retinoic acid), was investigated. The effects of the acetonitrile content, the SDS concentration, the pH and the addition of Brij 35 to the background electrolyte on the migration behaviour of the retinoids were determined. It was found that the effective mobilities of retinol, retinal and retinyl acetate could be easily regulated through the ACN content and the SDS concentration of the BGE. The electrophoretic behaviour of the very hydrophobic retinyl palmitate was abnormal. Under various conditions this compound showed up as a late, very sharp peak. A strong indication was found that the retinyl palmitate forms a stable, charged complex with SDS during sample preparation. The mobility of the retinyl palmitate peak could be regulated, independently from the other peaks, through the Brij concentration of the BGE. Using a running buffer consisting of Tris buffer (pH 8), 20 mmol l(-1) SDS, 1 mmol l(-1) Brij 35 and 35% (v/v) acetonitrile, a complete separation of the five retinoids could be realised in less than 20 min.
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Chemical Structure

CAS 127-47-9 Retinyl acetate

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