D3876

2′-Deoxyuridine 5′-monophosphate disodium salt

Sigma Grade

• Synonym(s): dUMP
• 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

Properties

• 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

Description

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]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• 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