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T4510

Sigma-Aldrich

Thymidine 5′-monophosphate p-nitrophenyl ester sodium salt

chromogenic, ≥98% (HPLC), powder

Synonym(s):

p-Nitrophenyl-5V-thymidine-monophosphate, p-Nph-5V-TMP

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About This Item

Empirical Formula (Hill Notation):
C16H18N3O10PNa
CAS Number:
Molecular Weight:
466.29
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

Thymidine 5′-monophosphate p-nitrophenyl ester sodium salt, ≥98% (HPLC)

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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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)
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)
Molhm Nassir et al.
Organic & biomolecular chemistry, 17(46), 9913-9923 (2019-11-14)
Nucleotide pyrophosphatase/phosphodiesterase-1 (NPP1) inhibitors have been suggested as a potential treatment for calcium pyrophosphate dihydrate (CPPD) deposition disease. Here, we targeted the development of improved NPP1 inhibitors based on acyclic mimics of Pα,α-phosphorodithioate-substituted adenine nucleotides, 7-10. The latter were obtained
Ortal Danino et al.
Rheumatology (Oxford, England), 57(8), 1472-1480 (2018-04-25)
Calcium pyrophosphate deposition (CPPD) is associated with osteoarthritis and is the cause of a common inflammatory articular disease. Ecto-nucleotide pyrophosphatase/phosphodiesterase 1 (eNPP1) is the major ecto-pyrophosphatase in chondrocytes and cartilage-derived matrix vesicles (MVs). Thus, eNPP1 is a principle contributor to

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