para-Nitrophenylphosphate

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para-Nitrophenylphosphate
Skeletal formula of para-nitrophenylphosphate
Space-filling model of the para-nitrophenylphosphate molecule
Names
Preferred IUPAC name
4-Nitrophenyl dihydrogen phosphate
Other names
pNPP
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
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).
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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]

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.

External links