5'-deoxy Thymidine

- Overview
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    Background
    
    5'-Deoxy Thymidine has been used as a research tool for antiviral and anticancer studies. 5'-Deoxy Thymidine can be used to study the entry mechanism into human erythrocytes in comparison with other deoxythymidines. Deoxythymidine, also named as thymidine, is the DNA nucleoside T. Deoxythymidine can pair with deoxyadenosine (A) in double-stranded DNA. 5'-deoxy Thymidine is a form of thymidine which had the hydroxyl group at the 5' position replaced with hydrogen [1]. 5'-deoxy Thymidine (50 μg/mL) was effective against Bacillus subtilis and Staphylococcus aureus [1]. The MBC of 5'-deoxy Thymidine was 50 μg/mL. 5'-deoxy Thymidine has been used as an antibacterial agent in medical situations [1].
    Thymidine has been phosphorylated at the hydroxyl group on carbon 5 of the ribose moiety before polymerization into DNA. 5'-Deoxy Thymidine cannot be phosphorylated and used by DNA polymerase in the synthesis of DNA. In human erythrocytes, 5'-Deoxy Thymidine was readily and nonconcentratively uptaked by metabolism, and could be partially inhibited by nucleosides or inhibitors of nucleoside transport at micromolar concentrations [2].
    
    [1] Hatano A, Nishimura M, Souta I. Impact of unnatural nucleosides on the control of microbial growth[J]. Biocontrol science, 2009, 14(2): 55-60.
    [2] Domin B A, Mahony W B, Koszalka G W, et al. Membrane permeation characteristics of 5'-modified thymidine analogs[J]. Molecular pharmacology, 1992, 41(5): 950-956.
- Properties
  - Categories
    
    antibacterial activity
    
    Alternative Name
    
    5'-deoxy-thymidine
    
    CAS Number
    
    3458-14-8
    
    Molecular Formula
    
    C10H14N2O4
    
    Molecular Weight
    
    226.2
    
    Appearance
    
    A crystalline solid
    
    Purity
    
    Purity ≥ 95.00%
    
    Solubility
    
    ≤10mg/ml in DMSO;16mg/ml in dimethyl formamide
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    CC1=CN(C(NC1=O)=O)[[email protected]]2C[[email protected]](O)[[email protected]@H](C)O2
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

5'-deoxy Thymidine

Background

Documents

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