Ascorbyl palmitate phosphate

Interest has been shown in using derivatives of ascorbic acid as antioxidants. One such compound is ascorbyl palmitate. In the structure of ascorbyl palmitate, the 2- and 3-positions are occupied by hydroxyl groups the 6-position contains the substituted fatty acid. Other derivatives, synthesized by Seib and associates were ascorbate-2 phosphate and ascorbate 2-triphosphate (27). Both of these compounds were reported to inhibit lipid oxidation in ground meat as measured by chemical means (2). Ascorbate-2-phosphate was also found to inhibit MFD in beef as measured by sensory means (2). The ascorbate-2-triphosphate was not tested as an inhibitor of MFD in this study, but... 

Metal chelation Oxygen scavenging and reducing agents Singlet oxygen quenching Cirtic, Malic, Succinic and Tartaric acids Ethylenediaminetetraacetic acid, Phosphates Ascorbic acid, Ascorbyl palmitate, Erythorbic acid. Sodium erythorbate. Sulfites Carotenoids (p-Carotene, Lycopene and Lutein)... 

Magnesium ascorbyl phosphate (MAP) is more effective than ascorbyl palmitate (AP), as the protection of its active function by esterification protects the MAP against oxidation and provides an antioxidant effect that is of better quality and longer lasting than that of ascorbyl palmitate, a molecule in which the enediol function of the 2 carbon atom is not protected by esterification. 

Muscle tissues contain a multi-component antioxidant system consisting of lipid-soluble compounds (a-tocopherol, ubiquinone), water-soluble compounds (ascorbate, histidine-dipeptides) and enzymes (superoxide dismutase, catalase, glutathione peroxidase). Lipid oxidation in meats can be effectively controlled by the use of various phenolic compounds derived from spice extracts, by vitamin E supplementation of animal diets, and by processing of cured meat with sodium nitrite. Various natural antioxidant formulations containing mixtures of tocopherols, ascorbyl palmitate and citric acid show synergistic effects in stabilizing cooked and frozen meat. Synthetic antioxidants, BHA, TBHQ, propyl gallate (see Chapter 9) and combinations with citric acid, ascorbic acid or phosphates are also effective formulations used to retard lipid oxidation in... 

Sodium ascorbate and ascorbic acid esters, such as ascorbyl 6-palmitate (5-111) and ascorbyl 2-phosphate (5-113), are fully bioavailable, while ascorbyl 2-sulfate (5-114) is a completely inactive vitamin form. Phosphate and sulfate are about 20 times more stable to oxidation than the free acid. D-lsoascorbic acid (5-107) shows only 5-20% activity, 6-deoxy-L-ascorbic acid (5-115), found in fungi, has about 30% activity and the bound ascorbic acid form ascorbigen has 15-20% of the activity of ascorbic acid. Ascorbic acid 2-0-P-D-glucoside, systematic name 2-0-(P-D-glucopyranosyl)-L-ascorbic acid (5-116), has the same biological activity as ascorbic acid and is also stable against oxidation. 

Key abbreviation AA, ascorbic acid ADP, ascorbyl dipalmitate AG, ascorbyl glucoside AP, ascorbyl palmitate ARB, arbutin AZA, azelaic acid HQ, hydroquinone HQDM, hydroquinone dimethyl ether HQMB, hydroquinone monobenzyl ether HQME, hydroquinone monoethyl ether HQMM, hydroquinone monomethyl ether HQMP, hydroquinone monopropyl ether HQMPh, hydroquinone monophenyl ether KA, kojic acid MAP, magnesium ascorbyl phosphate. 

Vitamins (see Section 8.6), often added to cosmetic formulations, act as antioxidant preservatives due to their general antioxidant properties towards free radicals. Examples are retinol (vitamin A) and its precursor j5-carotene, tocopherol (vitamin E) and ascorbic acid (vitamin C). Moreover, vitamin derivatives, such as retinyl acetate, retinyl palmitate, ascorbyl palmitate, magnesium ascorbyl phosphate and tocopheryl acetate among others, are also employed as antioxidant agents. 

One of the main problems of topical application of vitamin C is that it is extremly unstable, so hydrophilic derivatives like sodium ascorbyl phosphate and lipophilic esters with fatty acids were synthesized to improve stability.43,44 However, an efficient increase in vitamin C levels after topical application of different ascorbic acid derivatives including magnesium ascorbyl phosphate, ascorbyl-6-palmitate, and dehydroascorbic acid to porcine skin could not be shown.42... 

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