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T4510

Sigma-Aldrich

Thymidine 5′-monophosphate p-nitrophenyl ester sodium salt

≥98% (HPLC)

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Synonym(s):
p-Nitrophenyl-5V-thymidine-monophosphate, p-Nph-5V-TMP
Empirical Formula (Hill Notation):
C16H18N3O10PNa
CAS Number:
Molecular Weight:
466.29
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98% (HPLC)

form

powder

solubility

water: 50 mg/mL

storage temp.

−20°C

SMILES string

CC(C(N1)=O)=CN([C@H]2C[C@H](O)[C@@H](COP(O)(OC(C=C3)=CC=C3[N+]([O-])=O)=O)O2)C1=O.[Na]

InChI

1S/C16H18N3O10P.Na.H/c1-9-7-18(16(22)17-15(9)21)14-6-12(20)13(28-14)8-27-30(25,26)29-11-4-2-10(3-5-11)19(23)24;;/h2-5,7,12-14,20H,6,8H2,1H3,(H,25,26)(H,17,21,22);;

InChI key

PHNRUCBIIRECII-UHFFFAOYSA-N

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This Item
N1268N7006N1252
4-Nitrophenyl β-D-mannopyranoside ≥98%

N1268

4-Nitrophenyl β-D-mannopyranoside

4-Nitrophenyl β-D-glucopyranoside ≥98% (TLC)

N7006

4-Nitrophenyl β-D-glucopyranoside

solubility

water: 50 mg/mL

solubility

water: 10 mg/mL, clear, colorless to very faintly green

solubility

water: 50 mg/mL, clear to very slightly hazy

solubility

water: 10 mg/mL, clear, colorless to very faintly green

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

Thymidine 5′-monophosphate p-nitrophenyl ester sodium salt has been used as a substrate for assessing phosphodiesterase activity. It is also been used as a nucleotide analog in the autotaxin inhibition assay.

Biochem/physiol Actions

Thymidine 5′-monophosphate p-nitrophenyl ester sodium salt is an artificial substrate marker for 5′-nucleotide phosphodiesterase enzyme activity. It is also used as a substrate for autotaxin (ATX, NPP2), which is a member of the ecto-nucleotide pyrophosphatase/phosphodiesterase (NPP) enzyme family.

Substrates

A sensitive chromogenic substrate for venom phosphodiesterase. It is not hydrolyzed by bovine spleen phosphodiesterase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Paul R Stabach et al.
Clinical and translational science, 14(1), 362-372 (2020-10-17)
Enzyme replacement with ectonucleotide pyrophosphatase phospodiesterase-1 (ENPP1) eliminates mortality in a murine model of the lethal calcification disorder generalized arterial calcification of infancy. We used protein engineering, glycan optimization, and a novel biomanufacturing platform to enhance potency by using a
Adenosine A2A receptor agonist (CGS-21680) prevents endotoxin-induced effects on nucleotidase activities in mouse lymphocytes.
Vuaden FC, et al.
European Journal of Pharmacology, 651(1-3), 212-217 (2011)
Soluble NTPDase: an additional system of nucleotide hydrolysis in rat blood serum.
Oses JP, et al.
Life Sciences, 74(26), 3275-3284 (2004)
Characterization of non-lipid autotaxin inhibitors.
Hoeglund AB, et al.
Bioorganic & Medicinal Chemistry, 18(2), 769-776 (2010)
Annie C Chou et al.
The Journal of biological chemistry, 294(8), 2665-2677 (2018-12-30)
Tyrosyl-DNA phosphodiesterase 2 (TDP2) is a multifunctional protein that has been implicated in a myriad of cellular pathways. Although most well-known for its phosphodiesterase activity removing stalled topoisomerase 2 from DNA, TDP2 has also been shown to interact with both

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