Not to be confused with Phosphonamidate or Phosphoramidite.
In organophosphorus chemistry, phosphoramidates (sometimes also called amidophosphates) are a class of phosphorus compounds structurally related to phosphates (or organophosphates) via the substitution of an −O− group for an amine group (−N−). They are derivatives of phosphoramidic acids, which possess the structure O=P(OH)(NR2)2 or O=P(OH)2(NR2).
A phosphorodiamidate is a phosphate that has two of its hydroxyl (−OH) groups substituted by amine (NR2) groups to give a species with the general formula O=P(OH)(NH2)2. The substitution of all three OH groups gives the phosphoric triamides (O=P(NR2)3), which are commonly referred to as phosphoramides.[1]
^IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "phosphoramides". doi:10.1351/goldbook.A00484
In organophosphorus chemistry, phosphoramidates (sometimes also called amidophosphates) are a class of phosphorus compounds structurally related to phosphates...
approach was made in 1992, when the efficiency of aryloxy phosphates and phosphoramidates was noted. In particular, diaryl phosphates were prepared from zidovudine...
phosphoester bond formation, on histidine, lysine and arginine through phosphoramidate bonds, and on aspartic acid and glutamic acid through mixed anhydride...
Other names in common use include phosphoramidate-adenosine diphosphate phosphotransferase, and phosphoramidate-ADP-phosphotransferase. Dowler MJ, Nakada...
"Discovery of Antibacterial Contezolid Acefosamil: Innovative O-Acyl Phosphoramidate Prodrug for IV and Oral Therapies". ACS Medicinal Chemistry Letters...
Phosphocreatine, also known as creatine phosphate (CP) or PCr (Pcr), is a phosphorylated form of creatine that serves as a rapidly mobilizable reserve...
oxidized by CCl4 in the presence of primary or secondary amines to phosphoramidate analogs 12. The method is very convenient in that various types of...
an asymmetric copper-catalysed addition of dialkylzincs to enones. Phosphoramidate Teichert, J.; Feringa, B. (2010). "Phosphoramidites: Privileged Ligands...
enzymes cathepsin A or carboxylesterase 1, followed by cleaving of the phosphoramidate by the enzyme histidine triad nucleotide-binding protein 1 (HINT1)...
Fosaprepitant, sold under the brand names Emend (US) and Ivemend (EU) among others, is an antiemetic medication, administered intravenously. It is a prodrug...
as competitive inhibitors of an enzymatic reaction. An example is phosphoramidate to the Tetrahymena group I ribozyme Other examples of substrate analogs...
Remdesivir, sold under the brand name Veklury, is a broad-spectrum antiviral medication developed by the biopharmaceutical company Gilead Sciences. It...
bound to a nitrogen atom in an imidazole ring. They are a type of phosphoramidate. These phosphorus (V) compounds are encountered as reagents used for...
Smith RA (1969). "Phosphoramidates. V. Probable identity of rat liver microsomal glucose 6-phosphatase, phosphoramidase, and phosphoramidate-hexose phosphotransferase"...
Ceftaroline fosamil (INN) /sɛfˈtæroʊliːn/, brand name Teflaro in the US and Zinforo in Europe, is a cephalosporin antibiotic with anti-MRSA activity. Ceftaroline...
include phosphorothioate, 2'-O-methyl, morpholino, MEA phosphoramidate and DEED phosphoramidate. Morpholino oligos are used in both X. laevis and X. tropicalis...
the phosphorylation of serine, threonine or tyrosine residues, the phosphoramidate (P-N bond) in phospho-arginine is unstable at low pH (<8), making it...
by Copper-Catalyzed Alkynylation of Phosphoramidates. Preparation of Diethyl Benzyl(oct-1-yn-1-yl)phosphoramidate". Org. Synth. 92: 156. doi:10.15227/orgsyn...
replaced with P=S or P=Se), which is most commonly depicted as being a phosphoramidate or phosphonate, usually fluorinated (cf. monofluorophosphate). The...
candidate in development for PET imaging of prostate cancer. CTT1057 is a phosphoramidate-based peptide, which specifically binds to Prostate-Specific Membrane...
A Morpholino, also known as a Morpholino oligomer and as a phosphorodiamidate Morpholino oligomer (PMO), is a type of oligomer molecule (colloquially,...
clinical trials for colon cancer in 2006. Thymectacin is a small molecule phosphoramidate derivative of (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVdU) with potential...
Fosthietan Names Preferred IUPAC name Diethyl N-(1,3-dithietan-2-ylidene)phosphoramidate Identifiers CAS Number 21548-32-3 N 3D model (JSmol) Interactive image...
strongest being thioureas like 1-(4-chlorophenyl)-3-palmitoylthiourea. Phosphoramidates, the most commonly used in agriculture (see above). Hydroquinone and...