Phosphoramidate - Wikipedia
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−).
Opening up the Toolbox: Synthesis and Mechanisms of …
Phosphoramidates (P-N) are a class of organophosphorus compounds known for the presence of a single covalent bond between the tetracoordinate P (V) atom and N (III) atom. There are generally three types of phosphoroamidates, which are distinguished according to the substitution on the P and N atoms (Figure 1) [1]. Figure 1.
Phosphoramidate - an overview | ScienceDirect Topics
Phosphoramidates are phosphorus compounds that involve the substitution of OR for an NR2 group, linked to a carbon via an oxygen atom. They are commonly known as nucleoside phosphoramidates and are utilized in prodrug technology to enhance the effectiveness of certain drugs by overcoming cellular phosphorylation limitations.
Phosphoramidate | H2NO3P-2 | CID 211207 - PubChem
Phosphoramidate is a phosphoric acid derivative. It is a conjugate base of a phosphoramidic acid. Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score.
On-demand synthesis of phosphoramidites - Nature
May 12, 2021 · In this work, we propose a method for preparation of phosphoramidites, where the phosphitylating reagent is immobilized on a solid support, which allows rapid phosphitylation of nucleosides eluting...
Synthesis of phosphoramidate-linked DNA by a modified DNA polymerase - PNAS
Mar 18, 2020 · This template-directed activity generates complementary strands linked by phosphoramidate (NP) esters, an alternative backbone linkage only known to exist in the laboratory. The emergence of NP-DNA polymerase activity implies the biochemical plausibility of alternative central dogmas for cellular life.
Opening up the Toolbox: Synthesis and Mechanisms of ... - PubMed
Aug 13, 2020 · This review covers the main synthetic routes to and the corresponding mechanisms of phosphoramidate formation. The synthetic routes can be separated into six categories: salt elimination, oxidative cross-coupling, azide, reduction, hydrophosphinylation, and phosphoramidate-aldehyde-dienophile (PAD). …
Phosphoramidate Prodrugs Continue to Deliver, The Journey of …
Aryloxy phosphoramidate prodrugs (from here abbreviated as phosphoramidates) are best known for their application in delivering antiviral nucleoside monophosphate payloads into immune cells and hepatocytes to target HIV and hepatitis C virus (HCV), respectively. 6−8 The prodrug design includes an aryloxy group and an amino acid ester group ...
Synthesis of Phosphoramidates: A Facile Approach Based on the …
Oct 7, 2014 · A new synthetic route to phosphoramidates by intermolecular C–H amidation is presented. Substrates with assorted directing groups were activated by an iridium-based catalyst system and reacted with a number of phosphoryl azides, executing efficient phosphoramidate synthesis via C–N bond formations.
Phosphoramidates and phosphonamidates (ProTides) with antiviral ...
Following the first report on the nucleoside phosphoramidate (ProTide) prodrug approach in 1990 by Chris McGuigan, the extensive investigation of ProTide technology has begun in many laboratories. Designed with aim to overcome limitations and the ...