Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

View All Documentation

D3876

Sigma-Aldrich

2′-Deoxyuridine 5′-monophosphate disodium salt

Sigma Grade

Synonym(s):

dUMP

Sign Into View Organizational & Contract Pricing

Select a Size

100 MG
$224.40
250 MG
$502.00
1 G
$1,530.00

$224.40

List Price$264.00Save 15%
Web-Only Promotion

Available to ship onApril 29, 2025Details

All Photos(4)

Select a Size

Change View
100 MG
$224.40
250 MG
$502.00
1 G
$1,530.00

About This Item

Linear Formula:
C9H11N2O8PNa2
CAS Number:
42155-08-8
Molecular Weight:
352.15
EC Number:
255-687-1
MDL number:
MFCD00065282
UNSPSC Code:
41106305
PubChem Substance ID:
24893787
NACRES:
NA.51

$224.40

List Price$264.00Save 15%
Web-Only Promotion

Available to ship onApril 29, 2025Details

biological source

synthetic (organic)

Quality Level

200

grade

Sigma Grade

assay

≥98% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

[Na].OC1CC(OC1COP(O)(O)=O)N2C=CC(=O)NC2=O

InChI

1S/C9H13N2O8P.Na.H/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17;;/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17);;

InChI key

WXIVKKBDJOCRNB-UHFFFAOYSA-N

General description

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) is a substrate for thymidylate synthase and is converted to deoxythymidine monophosphate (dTMP).[1]

Application

2′-Deoxyuridine 5′-monophosphate (dUMP) is used by the enzyme thymidylate synthetase (TS) (EC 2.1.1.45) for the de novo production of dTMP. dUMP is used as the reference substrate in studies of dUMP analogues in potential chemotherapy applications.
2′-Deoxyuridine 5′-monophosphate disodium salt has been used:
  • in ultraperformance liquid chromatography-tandem mass spectrometry (UPLC/MS/MS) assay[1]
  • to stimulate proliferation of peripheral blood mononuclear cell (PBMCs) exposed to influenza virus antigen[2]
  • in thymidylate synthase activity assay Helicobacter pylori[3]

Biochem/physiol Actions

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) conversion to pyrimidine is inhibited by methotrexate.[1] The inhibition of dUMP to deoxythymidine monophosphate (dTMP) at the methylation step is a key in controlling bacterial and eukaryotic cell growth.[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000411514
0000411514
0000374876
0000374873
0000355535

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Biochemistry: Anchors away.
Maria Paola Costi et al.
Nature, 458(7240), 840-841 (2009-04-17)
Zachary Newby et al.
Biochemistry, 45(24), 7415-7428 (2006-06-14)
The enzyme thymidylate synthase (TS) catalyzes the reductive methylation of 2'-deoxyuridine 5'-monophosphate (dUMP) to 2'-deoxythymidine 5'-monophosphate. Using kinetic and X-ray crystallography experiments, we have examined the role of the highly conserved Tyr-261 in the catalytic mechanism of TS. While Tyr-261
Abalo Chango et al.
Medical principles and practice : international journal of the Kuwait University, Health Science Centre, 18(2), 81-84 (2009-02-11)
To develop a method for the simultaneous measurement of 5-methylcytosine (5-metC) and 2'-deoxyuridine monophosphate (dU). Genomic DNA was extracted from the HepG2 cell line grown in experimental complete medium or in folate-depleted medium. Samples were treated with RNAse A and
Eric M Koehn et al.
Nature, 458(7240), 919-923 (2009-04-17)
Biosynthesis of the DNA base thymine depends on activity of the enzyme thymidylate synthase to catalyse the methylation of the uracil moiety of 2'-deoxyuridine-5'-monophosphate. All known thymidylate synthases rely on an active site residue of the enzyme to activate 2'-deoxyuridine-5'-monophosphate.
Xiaoli Zhang et al.
Protein and peptide letters, 19(11), 1225-1230 (2012-04-20)
ThyX, a flavin-dependent thymidylate synthase that is involved in the synthesis of dTMP from dUMP, is a promising target for the development of novel antibacterial drugs that aimed at blocking the biosynthesis of dTMP, one of the building blocks of
View All Related Papers

Questions

Reviews

No rating value

Active Filters

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