L-Ascorbyl 6-palmitate - CAS 137-66-6
Catalog number: 137-66-6
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
Molecular Weight:
Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C.
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1.Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate.
Song QX1, Wei DZ, Zhou WY, Xu WQ, Yang SL. Biotechnol Lett. 2004 Dec;26(23):1777-80.
L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P).
2.Countercurrent Chromatographic Separation of Lipophilic Ascorbic Acid Derivatives and Extract from Kadsura Coccinea Using Hydrophobic Organic-Aqueous Two-Phase Solvent Systems.
Shinomiya K1, Li H, Kitanaka S, Ito Y. J Liq Chromatogr Relat Technol. 2009 Jan 1;32(16):2361-2371.
Countercurrent chromatographic (CCC) separation of lipophilic ascorbic acid derivatives and the crude extract from Kadsura Coccinea was performed using the type-J multilayer coil planet centrifuge with a hydrophobic organic-aqueous two-phase solvent system composed of n-hexane/ethyl acetate/ethanol/aqueous 0.1% trifluoroacetic acid at the volume ratio of (5 : 5 : 6 : 2). The lipophilic ascorbic acid derivatives were separated in the order of L-ascrobyl 2,6-dibutyrate, L-ascorbyl 6-palmitate and L-ascorbyl 6-stearate by eluting the lower phase as the mobile phase, and L-ascorbyl 2,6-dipalmitate was separated by eluting the upper phase at the opposite direction. The above solvent system was then applied to the CCC separation of the extract prepared from K. coccinea. With lower phase mobile, the extract was mainly separated into two peaks corresponding to lignans and triterpenoids accordingly. The HPLC analysis of the fractions showed that the former peak contained Kadsulignan N, Schizandrin H and Neokadsuranin as lignans, and the latter peak, Micranoic acid A, Neokadsuranic acid B and beta-Sitosterol as triterpenoids.
3.Ultrasound accelerated esterification of palmitic acid with vitamin C.
Wen B1, Eli W, Xue Q, Dong X, Liu W. Ultrason Sonochem. 2007 Feb;14(2):213-8. Epub 2006 May 11.
The esterification of palmitic acid with vitamin C in the presence of concentrated sulfuric acid as the solvent and catalyst by means of 25 kHz ultrasonic irradiation to obtain l-ascorbyl 6-palmitate is studied. By using ultrasound the dissolution rate of the reactants can be accelerated greatly, the reaction time of esterification can be reduced from 36 to 2h, and better yield (90-93%) of ester can be given by using 95% concentrated sulfuric acid as the solvent and catalyst, contrast to the yield of 75-85% by using 99% concentrated sulfuric acid without ultrasound. The influence of reaction conditions and ultrasonic parameters to the yield of ascorbyl palmitate are reported.
4.Effect of temperature, cholesterol content, and antioxidant structure on the mobility of vitamin E constituents in biomembrane models studied by laterally diffusion-controlled fluorescence quenching.
Sonnen AF1, Bakirci H, Netscher T, Nau WM. J Am Chem Soc. 2005 Nov 9;127(44):15575-84.
Kinetic parameters relevant for the antioxidant activity of the vitamin E constituents (alpha, beta, gamma, and delta homologues of tocopherols and tocotrienols) and of an amphiphilic vitamin C derivative, l-ascorbyl 6-palmitate, were determined. Fluorescence quenching experiments of 2,3-diazabicyclo[2.2.2]oct-2-ene in homogeneous acetonitrile-water mixtures afforded reactivity trends in terms of intermolecular quenching rate constants, while the quenching of Fluorazophore-L in liposomes provided the lateral diffusion coefficients relevant for understanding their biological activity in membranes. The reactivity in homogeneous solution was not influenced by the nature of the isoprenoid tail (tocopherol versus tocotrienol), but was dependent on the methylation pattern. The resulting order (alpha > beta = gamma > delta) was found to be in line with their reactivities toward peroxyl radicals as well as the phenolic O-H bond dissociation energies.
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CAS 137-66-6 L-Ascorbyl 6-palmitate

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