2′-Deoxyuridine 5′-mono-phos-phate disodium salt - 10mM in DMSO , CAS No.42155-08-8

CAS: 42155-08-8 Cat. No.: D423905 Peso molecular: 352.15 Número EC: 255-687-1 PubChem CID: 13957223

GRADE & PURITY 10mM in DMSO

Synonyms

42155-08-8|Disodium 2'-deoxyuridylate|2'-Deoxyuridine 5'-monophosphate disodium salt|sodium ((2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl phosphate|5'-Uridylic acid, 2'-deoxy-, disodium salt|6AG9V4748N|disodi

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

2′-Deoxyuridine 5′-monophosphate (dUMP) is used by the enzyme thymidylate synthetase (TS) for the de novo production of dTMP. dUMP is used as the reference substrate in studies of dUMP analogues in potential chemotherapy applications.

Specifications

Sinónimos

42155-08-8 | Disodium 2'-deoxyuridylate | 2'-Deoxyuridine 5'-monophosphate disodium salt | sodium ((2R, 3S, 5R)-5-(2, 4-dioxo-3, 4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl phosphate | 5'-Uridylic acid, 2'-deoxy-, disodium salt | 6AG9V4748N | disodi

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Used by the enzyme thymidylate synthetase (TS) (EC 2.1.1.45) for the de novo production of dTMP. Reference substrate in studies of dUMP analogs in potential chemotherapy applications.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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Nombres e identificadores

• Sonrisas canónicas: C1C(C(OC1N2C=CC(=O)NC2=O)COP(=O)([O-])[O-])O.[Na+].[Na+]
• IUPAC Name: disodium;[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphate
• InChIKey: FXVXMLXAXVVONE-CDNBRZBRSA-L
• INCHI: 1S/C9H13N2O8P.2Na/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);;/q;2*+1/p-2/t5-,6+,8+;;/m0../s1
• Isómeros SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(=O)([O-])[O-])O.[Na+].[Na+]
• WGK Alemania: 3
• PubChem CID: 13957223
• Peso molecular: 352.15

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: Pyrimidine nucleotides
• Subclass: Pyrimidine deoxyribonucleotides
• Intermediate Tree Nodes: Pyrimidine deoxyribonucleoside monophosphates
• Direct Parent: Pyrimidine 2'-deoxyribonucleoside monophosphates
• Alternative Parents: Pyrimidones Alkyl phosphates Hydropyrimidines Vinylogous amides Oxolanes Heteroaromatic compounds Lactams Secondary alcohols Ureas Oxacyclic compounds Azacyclic compounds Organonitrogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside monophosphate - Pyrimidone - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Alkyl phosphate - Oxolane - Heteroaromatic compound - Vinylogous amide - Lactam - Urea - Secondary alcohol - Organic alkali metal salt - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Organic sodium salt - Hydrocarbon derivative - Organic oxide - Alcohol - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic salt - Organic cation - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
• External Descriptors: Not available

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

Propiedades químicas y físicas

• Peso molecular: 352.150 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 352.005 Da
• Monoisotopic Mass: 352.005 Da
• Topological Polar Surface Area: 151.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 477.000
• 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: 3

XLogP3

Referencias

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]