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Key Documents

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N2881

Sigma-Aldrich

4-Nitrophenyl phenylphosphonate

adenosine receptor agonist, 5′-Nucleotide Phosphodiesterase substrate

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About This Item

Fórmula empírica (notación de Hill):
C12H10NO5P
Número de CAS:
57072-35-2
Peso molecular:
279.19
MDL number:
MFCD00057611
UNSPSC Code:
12352204
PubChem Substance ID:
24897601
NACRES:
NA.32

assay

≥98% (TLC)

form

powder

solubility

acetone: 50 mg/mL, clear, faintly yellow

storage temp.

−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)

InChI key

NRGZTHQFAQCJCQ-UHFFFAOYSA-N

Substrates

5′-Nucleotide Phosphodiesterase substrate

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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