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123943

Sigma-Aldrich

Bis(4-nitrophenyl) phosphate

99%

Synonym(s):

Di-4-nitrophenyl hydrogenphosphate

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About This Item

Linear Formula:
(O2NC6H4O)2P(O)OH
CAS Number:
645-15-8
Molecular Weight:
340.18
EC Number:
211-434-7
MDL number:
MFCD00007318
UNSPSC Code:
12352100
PubChem Substance ID:
24847590
NACRES:
NA.22

Assay

99%

form

solid

mp

172-175 °C (lit.)

SMILES string

OP(=O)(Oc1ccc(cc1)[N+]([O-])=O)Oc2ccc(cc2)[N+]([O-])=O

InChI

1S/C12H9N2O8P/c15-13(16)9-1-5-11(6-2-9)21-23(19,20)22-12-7-3-10(4-8-12)14(17)18/h1-8H,(H,19,20)

InChI key

MHSVUSZEHNVFKW-UHFFFAOYSA-N

Application

Bis(4-nitrophenyl) phosphate(BNPP) has been used as substrate to determine the enzyme activity of root phosphodiesterases of wetland plants. BNPP has been used to study the mechanism of cleavage of BNPP using oxamido-bridged dinuclear copper(II) complexes as catalysts.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Studies on the reaction kinetics and the mechanism of hydrolysis of bis (4-nitrophenyl) phosphate (BNPP) catalyzed by oxamido-bridged dinuclear copper (II) complexes in micellar solution.
Xie J, et al.
Transition Met. Chem. (London), 28(7), 782-787 (2003)
Eliska Rejmánková et al.
The New phytologist, 190(4), 968-976 (2011-06-30)
Phosphorus (P)-limited plants produce higher amounts of root phosphatases, but research has mostly focused on phosphomonoesterases (PMEs). Because phosphate diesters can form a significant proportion of organic P in wetlands, we aimed to determine whether wetland plants produce both root
M P Lim et al.
Cell death & disease, 2, e170-e170 (2011-06-10)
The major cellular event in the development and progression of liver fibrosis is the activation of hepatic stellate cells (HSCs). Activated HSCs proliferate and produce excess collagen, leading to accumulation of scar matrix and fibrotic liver. As such, the induction
M-C Chang et al.
Acta biomaterialia, 8(3), 1380-1387 (2011-09-29)
Biocompatibility of dentin bonding agents (DBA) and composite resin may affect the treatment outcome (e.g., healthy pulp, pulpal inflammation, pulp necrosis) after operative restoration. Bisphenol-glycidyl methacrylate (BisGMA) is one of the major monomers present in DBA and resin. Prior studies
Nele Steens et al.
Dalton transactions (Cambridge, England : 2003), (2)(2), 585-592 (2009-12-22)
Hydrolysis of 4-nitrophenyl phosphate (NPP) and bis-4-nitrophenyl phosphate (BNPP), two commonly used DNA model substrates, was examined in vanadate solutions by means of (1)H, (31)P and (51)V NMR spectroscopy. The hydrolysis of the phosphoester bond in NPP at 50 degrees
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