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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

Quality Level

200

assay

99%

form

solid

mp

172-175 °C (lit.)

functional group

nitro
phosphate

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

Related Categories

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

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ6205
STBD4357V
S47374V
1429983
S47374-129

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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
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)
Wael M Abdel-Mageed et al.
Plants (Basel, Switzerland), 10(1) (2021-01-13)
A new lupane caffeoyl ester, lup-20(29)-ene 3β-caffeate-30-al (7), and a new oleanane-type triterpene, 3β-hydroxyolean-13(18)-en-12-one (17), were isolated from the aerial parts of Dobera glabra (Forssk), along with ten known triterpenes, including seven lupane-type lupeol (1), 30-nor-lup-3β-ol-20-one (2), ∆1-lupenone (3), lup-20(29)-en-3β,30-diol
Sylvia H-C Yip et al.
Protein engineering, design & selection : PEDS, 24(12), 861-872 (2011-10-08)
Directed evolution was used to enhance the activity of the glycerophosphodiesterase enzyme from Enterobacter aerogenes, GpdQ, toward bis(para-nitrophenol) phosphate (BpNPP), a substrate that is frequently used to assay phosphodiesterases. Native GpdQ has a low level of activity toward BpNPP while
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