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Merck

N2881

Sigma-Aldrich

4-Nitrophenyl phenylphosphonate

adenosine receptor agonist, 5′-Nucleotide Phosphodiesterase substrate

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About This Item

Empirische Formel (Hill-System):
C12H10NO5P
CAS-Nummer:
Molekulargewicht:
279.19
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.32

Qualitätsniveau

Assay

≥98% (TLC)

Form

powder

Löslichkeit

acetone: 50 mg/mL, clear, faintly yellow

Lagertemp.

−20°C

SMILES String

OP(=O)(Oc1ccc(cc1)N(=O)=O)c2ccccc2

InChI

1S/C12H10NO5P/c14-13(15)10-6-8-11(9-7-10)18-19(16,17)12-4-2-1-3-5-12/h1-9H,(H,16,17)

InChIKey

NRGZTHQFAQCJCQ-UHFFFAOYSA-N

Substrate

5′-Nucleotide Phosphodiesterase substrate

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Hydrolysis of a phosphonate ester catalyzed by an enzyme from Dictyostelium discoideum.
E F Rossomando et al.
Archives of biochemistry and biophysics, 197(1), 364-366 (1979-10-01)
H J Deussen et al.
Bioorganic & medicinal chemistry, 8(3), 507-513 (2000-03-25)
A bifunctional activity label (8) for directed molecular evolution of lipolytic enzymes has been designed and synthesized. The structure is composed of a 4-nitrophenyl activated phosphonate, that is, a suicide substrate of lipases/esterases, connected to a biotin moiety through a
M Labadie et al.
Biochimie, 61(9), 1091-1094 (1979-01-01)
A "Batch" microcalorimeter is used at 30 degrees C for the study of the hydrolysis of 4-nitro-phenylphenylphosphonate with a calf-intestinal phosphonate esterase, in a tris buffer, pH 8. The yield of enzymatic hydrolysis is estimated by spectrophotometric determination of the
O A Moe et al.
The Journal of biological chemistry, 258(11), 6941-6946 (1983-06-10)
Extensive kinetic studies of bovine intestinal 5'-nucleotide phosphodiesterase as a function of pH have confirmed and amplified the catalytic mechanism previously proposed on the basis of isolation of a covalent phosphorylated intermediate (Landt, M., and Butler, L.G. (1978) Biochemistry 17
A G Wang et al.
Ophthalmology, 106(7), 1287-1291 (1999-07-16)
To determine the cerebral metabolism of patients with cortical visual loss. Two observational case studies. Two patients who survived acute organophosphate poisoning with respiratory failure experienced severe visual loss despite relatively normal ophthalmic examination results. Magnetic resonance imaging of the

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