Structure via PubChem · Public domain (PubChem)
4-nitrophenyl phosphate
Sign in to saveAlso known as phosphoric acid, mono(p-nitrophenyl) ester, phosphoric acid, mono(4-nitrophenyl) ester, p-nitrophenyl dihydrogen phosphate, nitrophenylphosphate, p-nitrophenyl phosphate, (4-nitrophenoxy)phosphonic acid, para-nitrophenylphosphate
'''para-Nitrophenylphosphate (pNPP') is a non-proteinaceous chromogenic substrate for alkaline and acid phosphatases used in ELISA and conventional spectrophotometric assays. Phosphatases catalyze the hydrolysis of pNPP liberating inorganic phosphate and the conjugate base of para''-nitrophenol (pNP). The resulting phenolate is yellow, with a maximal absorption at 405 nm. This property can be used to determine the activity of various phosphatases including alkaline phosphatase (AP) and protein tyrosine phosphatase (PTP).
In the Vinony graph
Within Vinony's link graph, 4-nitrophenyl phosphate is referenced by 7 other articles, and connects out to International Standard Book Number, digital object identifier and chemical formula.
Vinony files it under 4-Nitrophenyl compounds, Chembox image size set and ECHA InfoCard ID from Wikidata.
Its subject is documented across 10 Wikipedia language editions.
Chemical data
- Formula
- C6H6NO6P
- Molecular weight
- 219.09 g/mol
- IUPAC name
- (4-nitrophenyl) dihydrogen phosphate
- SMILES
- C1=CC(=CC=C1[N+](=O)[O-])OP(=O)(O)O
- InChIKey
- XZKIHKMTEMTJQX-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 113 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,620 papers- Capillary Electrophoresis/Dynamic Frontal Analysis for the Enzyme Assay of 4-Nitrophenyl Phosphate with Alkaline Phosphatase.Analytical sciences : the international journal of the Japan Society for Analytical Chemistry · 2020
- 4-nitrophenyl phosphate--characterization of high-purity materials for measuring alkaline phosphatase activity in human serum.Clinical chemistry · 1981
- Paraoxon, 4-nitrophenyl phosphate and acetate are substrates of α- but not of β-, γ- and ζ-carbonic anhydrases.Bioorganic & medicinal chemistry letters · 2010
- Interaction of 4-azido-2-nitrophenyl phosphate, a pseudosubstrate, with the sarcoplasmic reticulum Ca-ATPase.Biochemistry · 1994
- Protein tyrosine phosphatase: enzymatic assays.Methods (San Diego, Calif.) · 2005
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 218.993
Show 4 more facts
- chemical formula
- C₆H₆NO₆P
- canonical SMILES
- C1=CC(=CC=C1[N+](=O)[O-])OP(=O)(O)O
- found in taxon
- Escherichia coli
- Commons category
- Para-Nitrophenylphosphate
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
'''para-Nitrophenylphosphate (pNPP') is a non-proteinaceous chromogenic substrate for alkaline and acid phosphatases used in ELISA and conventional spectrophotometric assays. Phosphatases catalyze the hydrolysis of pNPP liberating inorganic phosphate and the conjugate base of para''-nitrophenol (pNP). The resulting phenolate is yellow, with a maximal absorption at 405 nm. This property can be used to determine the activity of various phosphatases including alkaline phosphatase (AP) and protein tyrosine phosphatase (PTP).
PNPP is classified as a chromogenic substrate because of its ability to transform from a colorless compound to a colored compound through a biological mechanism, dephosphorylation. PNPP is used because of its low cost and the rate of the reactions can be measured over a wide range of substrate concentrations because the concentration of the substrate is not a limiting factor in the reaction. The limitations of PNPP is that it is a small molecule and perhaps does not entirely represent the conditions and structures that are encountered physiologically.
Excerpted from Wikipedia’s “4-nitrophenyl phosphate” article, available under the CC BY-SA 4.0 licence.
Available in 10 languages
via Wikidata sitelinks · CC0