Chemical Property of 5-Ethynyl-2'-deoxycytidine
Chemical Property:
- Melting Point:191 °C (decomp)(Solv: dichloromethane (75-09-2); methanol (67-56-1))
- Boiling Point:475.7±55.0 °C(Predicted)
- PKA:14.03±0.60(Predicted)
- PSA：111.59000
- Density:1.54±0.1 g/cm3(Predicted)
- LogP:-1.21010
- XLogP3:-1.5
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:4
- Rotatable Bond Count:3
- Exact Mass:251.09060590
- Heavy Atom Count:18
- Complexity:476
- Purity/Quality:
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98%min *data from raw suppliers
5-Ethynyl-2’-deoxycytidine *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:C#CC1=CN(C(=O)N=C1N)C2CC(C(O2)CO)O
- Isomeric SMILES:C#CC1=CN(C(=O)N=C1N)[C@H]2C[C@@H]([C@H](O2)CO)O
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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.
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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. 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.
