Diamidophosphate (DAP) is the simplest phosphorodiamidate ion, with formula PO2(NH2)2−. It is a phosphorylating ion and was first used for phosphorylation of sugars in aqueous medium.[1] DAP has attracted interest in the area of primordial chemistry.[2]
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IUPAC name
diaminophosphinate
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Identifiers | |
3D model (JSmol)
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ChemSpider |
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PubChem CID
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Properties | |
H4N2O2P | |
Molar mass | 95.018 g·mol−1 |
Related compounds | |
Other anions
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Thiophosphordiamidic acid |
Other cations
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Phosphordiamidic acid |
Related
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phosphorotriamide phosphoramidic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Several salts of the formula MPO2(NH2)2(H2O)x are known.[3]
Heating anhydrous sodium diamidophosphate causes polmerization:[3]
Heating hydrated salts induces loss of ammonia to form oligophosphates and polyphosphates.[3]
Diamidophosphate inhibits urease enzymes by blocking up the active site, binding to two nickel centers. Diamidophosphate mimics the urea hydrolysis intermediate.[5]
Diamidophosphate is tribasic, and the amine groups may also lose hydrogen to form more metallic salts. With silver, further reactions can yield explosive salts: tetrasilver orthodiamidophosphate (AgO)3P(NH2)NHAg, and pentasilver orthodiamidophosphate (AgO)3P(NHAg)2.[6]
Numerous organic derivatives are known. One example is phenyl phosphorodiamidate.[8]
DAP phosphorylates deoxynucleosides (the building blocks of DNA, and at the same time initiates polymerization to make DNA.[9] DAP facilitates the synthesis of larger RNA sequences (ribozymes) from smaller RNA strands.[10] Other nitrogenous derivatives of phosphorus derivatives have also been proposed in this context in a review article.[11]