In chemistry, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a P-O-P linkage. A number of pyrophosphate salts exist, such as Na2H2P2O7. Often pyrophosphates are called diphosphates. The parent pyrophosphates are derived from partial or complete neutralization of pyrophosphoric acid. Important salts include disodium pyrophosphate and tetrasodium pyrophosphate. The pyrophosphate bond is also sometimes referred to as a phosphoanhydride bond, a naming convention which emphasizes the loss of water that occurs when two phosphates form a new P-O-P bond, and which mirrors the nomenclature for anhydrides of carboylic acids. Pyrophosphates are found in ATP and other nucleotide triphosphates, which are very important in biochemistry. Pyrophosphates are prepared by heating phosphates, hence the name pyro-phosphate. More precisely, they are generated by heating phosphoric acids to the extent that a condensation reaction occurs. Pyrophosphates are generally white or colorless. The alkali metal salts are water-soluble. They are good complexing agents for metal ions and have many uses in industrial chemistry. Pyrophosphate is the first member of an entire series of polyphosphates. The term pyrophosphate is also the name of esters formed by the condensation of a phosphorylated biological compound with inorganic phosphate, as for dimethylallyl pyrophosphate. This bond is also referred to as a high-energy phosphate bond.
In biochemistry
The anion is abbreviated PPi, standing for inorganic pyrophosphate. It is formed by the hydrolysis of ATP into AMP in cells. For example, when a nucleotide is incorporated into a growing DNA or RNA strand by a polymerase, pyrophosphate is released. Pyrophosphorolysis is the reverse of the polymerization reaction in which pyrophosphate reacts with the 3′-nucleosidemonophosphate, which is removed from the oligonucleotide to release the corresponding triphosphate. The pyrophosphate anion has the structure, and is an acid anhydride of phosphate. It is unstable in aqueous solution and hydrolyzes into inorganic phosphate: or in biologists' shorthand notation: In the absence of enzymic catalysis, hydrolysis reactions of simple polyphosphates such as pyrophosphate, linear triphosphate, ADP, and ATP normally proceed extremely slowly in all but highly acidic media. This hydrolysis to inorganic phosphate effectively renders the cleavage of ATP to AMP and PPiirreversible, and biochemical reactions coupled to this hydrolysis are irreversible as well. PPi occurs in synovial fluid, blood plasma, and urine at levels sufficient to block calcification and may be a natural inhibitor of hydroxyapatite formation in extracellular fluid. Cells may channel intracellular PPi into ECF. ANK is a nonenzymatic plasma-membrane PPi channel that supports extracellular PPi levels. Defective function of the membrane PPi channel ANK is associated with low extracellular PPi and elevated intracellular PPi. Ectonucleotide pyrophosphatase/phosphodiesterase may function to raise extracellular PPi. From the standpoint of high energy phosphate accounting, the hydrolysis of ATP to AMP and PPi requires two high-energy phosphates, as to reconstitute AMP into ATP requires two phosphorylation reactions. The plasma concentration of inorganic pyrophosphate has a reference range of 0.58–3.78 µM.
Terpenes
converts to geranyl pyrophosphate the precursor to tens of thousand of terpenes and terpenoids. and dimethylallyl pyrophosphate condense to produce geranyl pyrophosphate, precursor to all terpenes and terpenoids.
Various diphosphates are used as emulsifiers, stabilisers, acidity regulators, raising agents, sequestrants, and water retention agents in food processing. They are classified in the E number scheme under E450: In particular, various formulations of diphosphates are used to stabilize whipped cream.
