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Key Documents

N2881

Sigma-Aldrich

4-Nitrophenyl phenylphosphonate

adenosine receptor agonist, 5′-Nucleotide Phosphodiesterase substrate

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About This Item

Empirical Formula (Hill Notation):
C12H10NO5P
CAS Number:
Molecular Weight:
279.19
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
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 Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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
D S Tawfik et al.
Analytical biochemistry, 202(1), 35-39 (1992-04-01)
Several laboratories have now shown that monoclonal antibodies having enzyme-like properties can be generated. The generation of catalytic antibodies makes use of the same basic procedures that have been used for the generation of binding monoclonal antibodies, yet the process

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