para-Nitrophenylphosphate

para-Nitrophenylphosphate (pNPP) is a non-proteinaceous chromogenic substrate for alkaline and acid phosphatases used in ELISA and conventional spectrophotometric assays.[1] 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.[2] This property can be used to determine the activity of various phosphatases including alkaline phosphatase (AP) and protein tyrosine phosphatase (PTP).[3]

para-Nitrophenylphosphate
Names
Preferred IUPAC name
4-Nitrophenyl dihydrogen phosphate
Other names
pNPP
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.777
UNII
  • InChI=1S/C6H6NO6P/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H2,10,11,12) N
    Key: XZKIHKMTEMTJQX-UHFFFAOYSA-N N
  • InChI=1/C6H6NO6P/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H2,10,11,12)
    Key: XZKIHKMTEMTJQX-UHFFFAOYAU
  • C1=CC(=CC=C1[N+](=O)[O-])OP(=O)(O)O
Properties
C6H6NO6P
Molar mass 219.09
Related compounds
Related compounds
 Paraoxon
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

The substance is sensitive to light, and thus should be stored protected from light. This is also important after adding the substrate to the mixture and before reading. −20 °C is the optimal storage temperature.[4]

References
  1. Lorenz, Ulrike (2017-05-07). "Protein Tyrosine Phosphatase Assays". Current Protocols in Immunology. 91 (1): 11.7.1–12. doi:10.1002/0471142735.im1107s93. ISBN 978-0471142737. PMC 3097125. PMID 21462163.
  2. MacKintosh, C. (1993). In D.G. Hardie (Ed.). Protein Phosphorylation: A Practical Approach. 221. New York: IRL Press.
  3. Matsushima, Ayako; Inoue, Yorinao; Shibata, Kazuo (1975). "Derivative absorption spectrophotometry of native proteins". Analytical Biochemistry. 65 (1–2): 362–368. doi:10.1016/0003-2697(75)90520-5. ISSN 0003-2697. PMID 1169006.
  4. Biolabs, New England. "p-Nitrophenyl Phosphate (PNPP) - NEB". www.NEB.com. Retrieved 29 October 2017.


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