({[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid sodium

• ChemBase ID: 133291
• Molecular Formular: C9H15N2NaO14P3
• Molecular Mass: 491.131453
• Monoisotopic Mass: 490.96338234
• SMILES: c1cn(c(=O)[nH]c1=O)C1CC(C(O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O.[Na]
• Canonical SMILES: OC1CC(OC1COP(=O)(OP(=O)(OP(=O)(O)O)O)O)n1ccc(=O)[nH]c1=O.[Na]
• InChI: InChI=1S/C9H15N2O14P3.Na/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17;/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)
• InChIKey: ISKGXNFLJOMAKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid sodium
• IUPAC Traditional name: deoxyuridine-5'-triphosphate sodium
• Synonyms: 2′-Deoxyuridine 5′-triphosphate sodium salt solution; 2′-Deoxyuridine 5′-triphosphate sodium salt; dUTP 钠盐; 2′-脱氧尿苷 5′-三磷酸 钠盐 溶液; 2′-脱氧尿苷 5′-三磷酸 钠盐

Database IDs

• CAS Number: 102814-08-4; 94736-09-1
• MDL Number: MFCD00084701; MFCD01630759
• PubChem SID: 24893804; 24893218; 162227568
• PubChem CID: 16219193

CALCULATED PROPERTIES

• Acid pKa: 0.89528304
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -9.158568
• LogD (pH = 7.4): -9.894156
• Log P: -2.4817672
• Molar Refractivity: 83.6736 cm^3
• Polarizability: 34.385967 Å^3
• Polar Surface Area: 238.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 1
• Storage Temperature: -20°C

Product Information

• Purity: ~95%; ≥99%
• Concentration: 100 mM in H2O
• Foreign Activity: DNase, RNase, none detected
• Shipped in: dry ice

DETAILS

Sigma Aldrich - D4001

Application
2′-Deoxyuridine 5′-triphosphate (dUTP) may be used to study the distribution, specificity and kinetics of deoxyuridine 5′-triphosphate nucleotidohydrolase(s) (dUTPase, EC 3.6.1.23). dUTPase are important enzymes that protect cells from the incorporation of dUTP into DNA.dUTP is a component of the TUNEL (terminal deoxyribonucleotidyl-transferase-(TdT)-mediated deoxyuridine-5′-triphosphate- (dUTP) nick-end labeling) test. TUNEL is a common method for detecting DNA fragmentation that results from apoptotic signaling cascades.

Sigma Aldrich - D0184

Application
在 PCR 中与尿嘧啶 DNA 糖基化酶联用以防遗留污染。在 PCR 反应中，用 dUTP 代替 dTTP。