0-Glycerophosphoric acid

Lecithins are fatty acid esters of glycero-phosphoric acid derivatives. Commercially glycerophosphoric acid is used to prepare the medicinal glycerophosphate salts, c.g. the calcium salt. 

Buonocore, M. G. (1961). Test of an adhesive containing glycerophosphoric acid dimethacrylate. In Phillips, R. W. Ryge, G. (eds.) Adhesive Restorative Dental Materials, pp. 172-6. Spencer, Indiana Owen Litho Service. 

Table 12.5). Phosphoglycerides are derivatives of glycerophosphoric acid (l,2-diacyl-sn-3-phosphate) which is also called phosphatidic acid. 

Glycerol is phosphorylated to glycerol-3-phosphate (G-3-P) by glycerol kinase (ATP glycerol-3-phosphotransferase, EC 2.7.1.30) [5]. G-3-P is also known as sn-glycerol 3-phosphate, glycerophosphoric acid, phosphatidyl glycerol, and sn-Gro-... 

The term, phosphatidyl, is reserved for describing phosphoglycerides which bear two fatty acyl esters in a glycerophosphoric acid backbone. How... 

However, all is not lost since the hydrolytic cleavage of glycerophospho-choline can yield glycerophosphoric acid. Whether it is isomerized or not, it can be converted to barium salt and analyzed. Yields of 90% can be obtained. The resulting barium salt has a molecular formula of (C3H7O6P)(Ba)(307) (calculated phosphorus value, 10.1 found, 10.3). 

The comforting facet of the above experimental findings is that now one can show that a glycerophosphoric acid is indeed present in phosphatidylcholine. Though certain experimental approaches—namely, hydrolysis of phosphatidic acid (i.e., choline-free phosphatidylcholine) in alkaline medium—can produce mainly the unaltered sn-3 form of glycerophosphoric acid, there is still some 5-10% of the sn-2 and sn-1 form present, and this is sufficient to warrant concern in interpretation of the configuration of the material under study. 

O-long-chain acyl glycerophosphoric acid [lyso (acyl) PA]... 

This (base) procedure will provide evidence for the presence of a fatty acyl-containing glycerophosphoric acid. In addition, an estimation of the relative amount of this component in the sample can be gained by assay of loss of phosphorus from a chloroform-rich extract of the reaction mixture and the gain of phosphorus (phosphate) in the aqueous fraction. 

The water-soluble, phosphorus containing fraction will consume 1 mol of periodic acid per mole of phosphorus if it is the sn-l-glycerophosphoric acid. If this is indeed the sn-l conformer, then it should not react with glycero-3-phosphate dehydrogenase. A control with the sn-3 form will show nearly a 100% reaction. This result would be supportive of the sn-l configuration for the free glycerol portion of the molecule. 

Glycerophosphatides. These lipids are mainly acyl derivatives of a-glycerophosphoric acid and often are called phospholipids. The simplest glycerophosphatides are the phosphatidic acids, which contain a-glycerophosphoric acid esterified with two fatty acids (Fig. III-37). Small quantities of phosphatidic acids have been isolated from a wide variety of plant and animal tissues. It is doubtful that these compounds exist in large amounts in tissues, because more complex glycerophosphatides are readily hydrolyzed by enzymes that are widely distributed in such tissues, yielding phosphatidic acids. Phosphatidic acid is a crucial intermediate in the biosynthesis of phospholipids. 

An accurately measured volume of the stock solution was placed in an Erlenmeyer flask to which was added an aqueous acid solution (10 1 toluene/acid). The flask was stoppered, placed in an ice bath, and stirred for 1-2 h. For the precipitation of hydrochloride salts, dry hydrogen chloride gas was bubbled through the toluene solution in place of adding aqueous acid (70% perchloric acid, 50% gluconic acid, 1M citric acid, or 100% glycerophosphoric acid). The precipitated salts were collected by suction filtration, and were washed three times with toluene, dried in vacuo at 80° C, and weighed. 

The isolation of the salts precipitated by glycerophosphoric acid was handled somewhat differently. Filtration of the toluene/acid mixture yielded a gummy, black solid, which was washed with water to give a fine brown precipitate this was dried in vacuo and weighed. The water washings were treated with aqueous sodium hydroxide... 

Preparation of -Glycerophosphoric Acid. The 0-glycerophosphoric acid used in the precipitation experiments was freshly prepared before each use. The acid, which decomposes slowly at room temperature, was made from its disodium salt (Reliable Chemical Co.) by ionic exchange in water using Dowex 50W-X8 cation exchange resin. After exchange, the water was removed in vacuo to give the acid as a viscous liquid. 

Glycerophosphoric acid proved to be interesting in that approximately 5% of the preasphaltene bases had water-soluble glycerophosphate salts. It appears that the highly hydrophilic glycerophosphate anion can act as a phase-transfer agent for a fraction of preasphaltene bases that must be distinguished from the other H-coal fractions in some structural way. 

From the data in Table III, it is evident that preasphaltene bases fractionated as water-soluble glycerophosphate salts show a remarkable concentration of both nitrogen and sulfur. This material was recovered from the aqueous filtrate in the glycerophosphoric acid experiment by addition of alkali, and therefore, is not amphoteric. Although these bases represent only about 5% of the preasphaltene materials, they illustrate that fractionation is feasible by chemical means, and we are currently exploring the scope of the method. 

Hydrolyzed lecithin. Crude lecithin is readily hydrolyzed in the presence of strong acids or bases. Enzymes can be used for very selective hydrolysis. Prolonged treatment leads to fatty acids, glycerophosphoric acid, or their salts, with mixtures of amino compounds and carbohydrates (4, 115). 

Glycerophospholipids are present in a variety of tissues in the body but more particularly in nerve and brain. They are involved in several fundamental biochemical processes and much more work remains to be done to clarify both their complete function and structural content. As a class, they are fatty acids esters of esterified glycerophosphoric acid (12) and eliminate the phosphate ester group under GC conditions [283,284]. 

A convenient method for the determination of a-glycerophosphoric acid alone or mixed with /3-glycerophosphoric acid is based... 

Isovaleric Acid 541-41-3 Ethyl Chlorocarbonate 57-03-4 Glycerophosphoric Acid... 

Derivation By esterification of phosphoric acid with glycerol and conversion of glycerophosphoric acid to the calcium salt. 

Properties Yellowish, amorphous substance characteristic odor and taste. Insoluble in water and acetone soluble in chloroform and ether slightly soluble in alcohol. A group of phospholipids in which two fatty acids (Rt and R2) form ester linkages with the two hydroxyl groups of glycerophosphoric acid, and either ethanolamine or serine (Rj) forms an ester linkage with the phosphate group. Cephalins are therefore either phosphatidylethanolamine or phosphatidylserine. They are associated with lecithins found in brain tissue, nerve tissue, and egg yolk. 

Derivation Action of glycerophosphoric acid on magnesium hydroxide. 

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