Skip to Content
Merck
All Photos(4)

Key Documents

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

Sign Into View Organizational & Contract Pricing


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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service