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Glycerol phosphoric esters

The alcoholysis of the cyclic phosphate of catechol by alditols can lead, after acid hydrolysis of intermediate, cyclic phosphates, to the selective formation of phosphoric esters of the primary hydroxyl groups in the alditols. Thus, erythritol and D-mannitol afford, after chromatographic purification of the reaction products, their 1-phosphates in yields of 31 and 38%, respectively.217 The method was used to convert riboflavine into riboflavine 5 -phosphate.218 1-Deoxy-1-fluoro-L-glycerol has been converted into the 3-(dibenzyl phosphate) in 54% yield by selective reaction with dibenzyl phosphorochloridate. 219... [Pg.50]

In this procedure, a-glycerol phosphate is acylated directly using acyl anhydrides (Lapidot et aL, 1969). The acyl anhydrides are prepared with dicyclohexyl-carbodi-imide (Rosenthal, 1975). Optically active or racemic phosphatidic acids can be prepared and either saturated or unsaturated acyl residues added. The method depends on the ability of the fatty acid salt to suppress the formation of mixed phosphoric-carboxylic anhydrides with the consequent phosphorylation of adjacent hydroxy groups. The use of acyl anhydrides rather then acyl chlorides probably prevents the formation of glycerol chlorhydrin esters (Aneja and Chadha, 1971a). [Pg.302]

Phosphatidylcholine can be completely hydrolysed with aqueous acid to produce fatty acids, glycerol, phosphoric acid and choline. With alkali, the fatty esters are preferentially hydrolysed, leaving the glycero-phosphoryl-cholines, which can in turn hydrolyse slowly into glycerophosphoric acid and choline. Enzymatic hydrolysis occurs selectively at different ester sites by several phospholipases to produce a range of products. Phospholipases A1 and A2 are obtained commercially from snake venom. They hydrolyse the fatty acid at the -1 and sn-2 positions respectively, to produce lysophosphatidyl-choline. Phospholipase C catalyses the hydrolysis of the phosphate moiety to give 1,2-diacylglycerols and phosphorylcholine. Phospholipase D found in plant tissues mainly catalyses hydrolysis of the phosphate ester to produce choline and phosphatidic acids (1). [Pg.6]

The enzymatic hydrolysis of lecithin to fatty acids, glycerol, phosphoric acid, and choline requires the participation of some four enzymes. The enzymes attacking the various bonds of a lecithin molecule are summarized in Table XIV. The bonds which are cleaved are referred to by number in the lecithin formula shown below the same numbers are used in Table XIV to indicate the respective enzymes involved. The cleavage of the fatty acid-glycerol bond, as represented by diagonal lines 1 and 2, is based on hydrolysis studies of simple esters. Diagonal lines 3 and 4 are only provisional, as presumably either a P—0 or C—O bond to phosphate could be cleaved. [Pg.339]

Baer, E. (1957) The synthesis of glycerol phosphatides in phosphoric esters and related compounds Chem. Soc. (Lond.) Spec. Publ. No. 8,103-113. [Pg.17]

The reaction of condensed phosphoric acid with castor oil gave a poly-phosphoric acid ester, which after neutralization with ammonia shows a high wetting power [32]. Glycerol trioleate was reacted with octametaphosphoric acid at 40°C in the presence of acetic acid anhydride. The reaction product was neutralized with triethanolamine [32,33]. [Pg.560]

As we shall see later, nature, as expected, is not so simple and straightforward, since variation of the structure given in A can occur. Thus a vinyl ether (O—CH=CH—R) residue or a saturated ether moiety (O—CH2CH2R) can replace the carboxylic acid ester on carbon 1 of glycerol. In addition, there can be at least eight different substituents associated with the phosphoric acid... [Pg.11]

An ester of glycerol in which the three hydroxyl groups are esterified by two fatty acids and a phosphoric acid derivative, (p. 1209)... [Pg.1219]


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See also in sourсe #XX -- [ Pg.64 ]




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Glycerol esters

Phosphorate esters

Phosphorous esters

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