5-Ethynyl-2'-deoxycytidine Chemical Properties

Melting point:

191 °C (decomp)(Solv: dichloromethane (75-09-2); methanol (67-56-1))

Boiling point:

475.7±55.0 °C(Predicted)

Density 

1.54±0.1 g/cm3(Predicted)

storage temp. 

Store at 2-8°C, protect from light, stored under nitrogen

solubility 

DMF: 5 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml

pka

14.03±0.60(Predicted)

form 

powder to crystal

color 

White to Light yellow to Light orange

λmax

292nm(H2O)(lit.)

Safety Information

WGK Germany 

3

HS Code 

2934.99.4400

5-Ethynyl-2'-deoxycytidine Usage And Synthesis

Description

5''-Ethynyl-2''-deoxycytidine (EdC) is a nucleoside analog that inhibits replication of the herpes simplex virus-1 (HSV-1) KOS strain (ID₅₀ = 0.2 μg/mL). It also reduces virus-induced cytopathogenicity of HSV-1, HSV-2, and vaccinia virus strains in PRK cells (MICs = 0.2-0.4, 1-2, and 5 μg/ml, respectively). EdC is an inhibitor of thymidylate synthetase, selectively reducing DNA incorporation of [1'',2''-³H]deoxyuridine over [CH₃-³H]deoxythymidine in PRK cells (ID₅₀s = 3 and 120 μg/ml, respectively). It inhibits thymidine synthetase in and reduces proliferation of L1210 cells, an effect which is reversed by addition of deoxythymidine (ID₅₀s = 4.4 and 1,000 μg/ml, respectively). EdC has been used to monitor DNA synthesis and cellular replication via click chemistry conjugation of the ethynyl group to an azido group of various fluorochromes.

Uses

5-Ethynyl-2’-deoxycytidine is an lower toxicity analog of 2’-deoxycytidine, a metabolic labeling probe for DNA synthesis. 5-Ethynyl-2’-deoxycytidine is most commonly used when thymidine analogs is undesirable.

Uses

A relatively nontoxic 2′-deoxycytidine analog for metabolic labeling of newly synthesized DNA in vivo. Especially suitable if the use of thymidine analogs is undesirable.