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L-Ascorbyl 6-palmitate

CAS# 137-66-6

L-Ascorbyl 6-palmitate

Catalog No. BCC4915----Order now to get a substantial discount!

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Chemical structure

L-Ascorbyl 6-palmitate

3D structure

Chemical Properties of L-Ascorbyl 6-palmitate

Cas No. 137-66-6 SDF Download SDF
PubChem ID 54680660 Appearance Powder
Formula C22H38O7 M.Wt 414.53
Type of Compound N/A Storage Desiccate at -20°C
Synonyms L-Ascorbic acid 6-hexadecanoate; 6-O-Palmitoyl-L-ascorbic acid
Solubility DMSO : ≥ 30 mg/mL (72.37 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name [(2S)-2-[(2R)-3,4-dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate
SMILES CCCCCCCCCCCCCCCC(=O)OCC(C1C(=C(C(=O)O1)O)O)O
Standard InChIKey QAQJMLQRFWZOBN-LAUBAEHRSA-N
Standard InChI InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,26-27H,2-16H2,1H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of L-Ascorbyl 6-palmitate

DescriptionAscorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C, it is also used as an antioxidant food additive.

L-Ascorbyl 6-palmitate Dilution Calculator

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L-Ascorbyl 6-palmitate Molarity Calculator

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Preparing Stock Solutions of L-Ascorbyl 6-palmitate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4124 mL 12.0619 mL 24.1237 mL 48.2474 mL 60.3093 mL
5 mM 0.4825 mL 2.4124 mL 4.8247 mL 9.6495 mL 12.0619 mL
10 mM 0.2412 mL 1.2062 mL 2.4124 mL 4.8247 mL 6.0309 mL
50 mM 0.0482 mL 0.2412 mL 0.4825 mL 0.9649 mL 1.2062 mL
100 mM 0.0241 mL 0.1206 mL 0.2412 mL 0.4825 mL 0.6031 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on L-Ascorbyl 6-palmitate

Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C.

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References on L-Ascorbyl 6-palmitate

Countercurrent Chromatographic Separation of Lipophilic Ascorbic Acid Derivatives and Extract from Kadsura Coccinea Using Hydrophobic Organic-Aqueous Two-Phase Solvent Systems.[Pubmed:20046934]

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. The overall results indicate that the hydrophobic organic-aqueous two-phase solvent system used in the present studies was useful for the CCC separation of lignans and triterpenoids present in the natural products.

Ultrasound accelerated esterification of palmitic acid with vitamin C.[Pubmed:16697241]

Ultrason Sonochem. 2007 Feb;14(2):213-8.

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.

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.[Pubmed:16262423]

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. The mutual lateral diffusion coefficient in POPC liposomes was the same, within error, for different tocopherols and tocotrienols (D(L) = (1.6 +/- 0.2) x 10(-7) cm(2) s(-1)). L-Ascorbyl 6-palmitate exhibited a reactivity similar to that of delta-tocopherol in homogeneous solution, but displayed a 1 order of magnitude lower fluorescence quenching efficiency in liposomes than the vitamin E constituents. Temperature effects on the laterally diffusion-controlled fluorescence quenching were large, with activation energies of 44 +/- 6 kJ mol(-1). The addition of cholesterol (0-30%) to POPC liposomes resulted only in slightly reduced diffusion coefficients. The combined results demonstrate that Fluorazophore-L can provide important physicochemical parameters for the understanding of antioxidant activity in biological environments.

Description

Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C, it is also used as an antioxidant food additive.

Keywords:

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