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5'-DEOXYTHYMIDINE

CAS No.
3458-14-8
Chemical Name:
5'-DEOXYTHYMIDINE
Synonyms
5'-DEOXYTHYMIDINE;5'-DEOXYTHYMIDINE;Thymidine, 5'-deoxy-;2',5'-dideoxythymidine;2',5'-Dideoxy-5-methyluridine;5-Methyl-2',5'-dideoxyuridine;5 deoxy Thymidine,5deoxy Thymidine;1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione;1-[(2R,4S,5R)-4-hydroxy-5-methyl-oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione;1-[(2R,4S,5R)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-quinone
CBNumber:
CB0244457
Molecular Formula:
C10H14N2O4
Molecular Weight:
226.23
MDL Number:
MFCD00057398
MOL File:
3458-14-8.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:04

5'-DEOXYTHYMIDINE Properties

Melting point 192-193 °C(lit.)
Density 1.344±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility ≤10mg/ml in DMSO;16mg/ml in dimethyl formamide
form crystalline solid
pka 9.55±0.10(Predicted)

SAFETY

Risk and Safety Statements

WGK Germany  3

5'-DEOXYTHYMIDINE price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 18154 5'-Deoxythymidine ≥95% 3458-14-8 1mg $32 2024-03-01 Buy
Cayman Chemical 18154 5'-Deoxythymidine ≥95% 3458-14-8 5mg $116 2024-03-01 Buy
Cayman Chemical 18154 5'-Deoxythymidine ≥95% 3458-14-8 10mg $214 2024-03-01 Buy
TRC D281783 5''-Deoxythymidine 3458-14-8 10mg $175 2021-12-16 Buy
AK Scientific 3736CA 5'-Deoxythymidine 3458-14-8 10mg $178 2021-12-16 Buy
Product number Packaging Price Buy
18154 1mg $32 Buy
18154 5mg $116 Buy
18154 10mg $214 Buy
D281783 10mg $175 Buy
3736CA 10mg $178 Buy

5'-DEOXYTHYMIDINE Chemical Properties,Uses,Production

Uses

The pyrimidine thymidine consists of thymine combined with deoxyribose. Prior to polymerization into DNA, thymidine must be phosphorylated at the hydroxyl group on carbon 5 of the ribose moiety. 5'-Deoxythymidine is a form of thymidine in which the hydroxyl group on carbon 5 of ribose has been replaced with hydrogen. As a result, this compound cannot be phosphorylated and used by DNA polymerase in the synthesis of DNA. 5'-Deoxythymidine is readily imported by cellular nucleoside importers and competitively inhibits the influx of thymidine. It demonstrates antibacterial activity against B. subtilis and S. aureus.[Cayman Chemical]

Biological Activity

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].

References

[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.

5'-DEOXYTHYMIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 52)Suppliers
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BOC Sciences
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5'-DEOXYTHYMIDINE 2',5'-dideoxythymidine 1-[(2R,4S,5R)-4-hydroxy-5-methyl-oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione 1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione 1-[(2R,4S,5R)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-quinone 5-Methyl-2',5'-dideoxyuridine 2',5'-Dideoxy-5-methyluridine Thymidine, 5'-deoxy- Thymidine, 5'-deoxy-1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione 5 deoxy Thymidine,5deoxy Thymidine 5'-DEOXYTHYMIDINE 3458-14-8 Building Blocks Heterocyclic Building Blocks Pyrimidines Heterocyclic Compounds