Phosphoramidate

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The insecticide fosthietan is a phosphoramidate

Phosphoramidates (sometimes also called amidophosphates) are a class of phosphorus compounds structurally related to phosphates (or organophosphates) via the substitution of an OR for a NR2. They are derivatives of phosphoramidic acids P(=O)(OH)(NR2)2, P(=O)(OH)2(NR2).

A phosphorodiamidate (or diamidophosphate) is a phosphate that has two of its OH groups substituted by NR2 groups to give a species with the general formula HOPO(NH)2. The substitution of all three OH groups gives the phosphoric triamides (P(=O)(NR2)3), which are commonly referred to as phosphoramides.[1]

Examples[edit]

Two examples of natural phosphoramidates are phosphocreatine and the phosphoramidate formed when histidine residues in histidine kinases are phosphorylated.[2] An example of a phosphorodiamidate is Morpholino which is used in molecular biology.

See also[edit]

References[edit]

  1. ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "phosphoramides". doi:10.1351/goldbook.A00484
  2. ^ "Two-Component Signal Transduction". Annual Review of Biochemistry. 2000-07-01. Retrieved 2015-06-07.