2′-Deoxyuridine 5′-triphosphate sodium salt - ≥95% , CAS No.102814-08-4

CAS: 102814-08-4 Cat. No.: D122994 Molecular Weight: 534.09

GRADE & PURITY ≥95%

Synonyms

2'-Deoxyuracil 5'-triphosphate | deoxy-UTP | Uridine, 2'-deoxy-, 5'-(tetrahydrogen triphosphate) | BDBM50205416 | N(4)-Methoxydeoxycytidine triphosphate | 2'-Deoxyuridine-5'-triphosphoric acid = dUTP | 2'-Deoxyuridine-5'-triphosphate trisodium salt | 2'-D

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

2′-Deoxyuridine 5′-triphosphate (dUTP) may be used to study the distribution, specificity and kinetics of deoxyuridine 5′-triphosphate nucleotidohydrolase(s). 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.

Specifications

Synonyms

2'-Deoxyuracil 5'-triphosphate | deoxy-UTP | Uridine, 2'-deoxy-, 5'-(tetrahydrogen triphosphate) | BDBM50205416 | N(4)-Methoxydeoxycytidine triphosphate | 2'-Deoxyuridine-5'-triphosphoric acid = dUTP | 2'-Deoxyuridine-5'-triphosphate trisodium salt | 2'-D

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504753951
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753951
• Canonical Smiles: C1C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
• IUPAC Name: [[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• InChIKey: AHCYMLUZIRLXAA-SHYZEUOFSA-N
• INCHI: 1S/C9H15N2O14P3/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)/t5-,6+,8+/m0/s1
• Molecular Weight: 534.09

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine deoxyribonucleotides
        • Level5 Pyrimidine deoxyribonucleoside triphosphates
          • Level6 Pyrimidine 2'-deoxyribonucleoside triphosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine deoxyribonucleotides
• Intermediate Tree Nodes: Pyrimidine deoxyribonucleoside triphosphates
• Direct Parent: Pyrimidine 2'-deoxyribonucleoside triphosphates
• Alternative Parents: Pyrimidones Monoalkyl phosphates Hydroxypyrimidines Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside triphosphate - Pyrimidone - Monoalkyl phosphate - Hydroxypyrimidine - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Alkyl phosphate - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organopnictogen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
• External Descriptors: Deoxyribonucleotides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 468.140 g/mol
• XLogP3: -5.500
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 8
• Exact Mass: 467.974 Da
• Monoisotopic Mass: 467.974 Da
• Topological Polar Surface Area: 239.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 808.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yating Li, Jason Tan, Yanqin Tu, Jingnan Wu, Zaifang Zhang, Yifeng Wei, Xinan Jiao, Yan Zhou.  (2025)  Distinct Phage-Encoded Enzymes for Substitution of Deoxythymidine by Deoxyuridine in Phage Genomes.  Advanced Science,      [PMID:41001765] [10.1002/advs.202512937]