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5'-deoxy Thymidine

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antibacterial activity
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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.

Physical Appearance

A crystalline solid

Chemical Properties

StorageStore at -20°C
Cas No.3458-14-8
Solubility≤10mg/ml in DMSO;16mg/ml in dimethyl formamide
Chemical Name5'-deoxy-thymidine
SDFDownload SDF
Canonical SMILESCC1=CN(C(NC1=O)=O)[C@H]2C[C@H](O)[C@@H](C)O2
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

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Chemical structure