Ganciclovir
SIGMA/G2536 - ≥99% (HPLC), powder
Synonym: 2-
CAS Number: 82410-32-0
Empirical Formula (Hill Notation): C9H13N5O4
Molecular Weight: 255.23
MDL Number: MFCD00870588
Linear Formula: C9H13N5O4
Product Type: Chemical
| ε (extinction coefficient) | 12.0 at 256 nm at 1 mM |
| antibiotic activity spectrum | viruses |
| assay | ≥99% (HPLC) |
| color | white |
| form | powder |
| InChI | 1S/C9H13N5O4/c10-9-12-7-6 |
| InChI key | IRSCQMHQWWYFCW-UHFFFAOYSA |
| mode of action | DNA synthesis | interferes |
| originator | Roche |
| Quality Level | 300  |
| SMILES string | NC1=Nc2c(ncn2COC(CO)CO)C( |
| solubility | 0.1 M HCl: 10 mg/mL |
| storage temp. | 2-8°C |
| Application: | Ganciclovir is used in molecular biology for selection against random recombination events when homologous recombination of a gene of interest is required. |
| Biochem/physiol Actions: | Ganciclovir is a pro-drug nucleoside analog that is activated by phosphorylation. It is useful in the study of gene therapy in cancer research. Upon expression of a viral suicide gene encoding thymidine kinase, the non-toxic pro-drug is converted to a phosphorylated active analog and is incorporated into the DNA of replicating eukaryotic cells, causing death of the malignant dividing cell. The cell cycle is irreversibly arrested at the G2-M checkpoint. Gap junction involvement in the ganciclovir bystander effect has been studied. Ganciclovir has been used to study loss of telomeres and to evaluate sensitivity of viruses to antiviral treatments. |
| Features and Benefits: | This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: | This compound was developed by Roche . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| General description: | Chemical structure: nucleoside |
| Packaging: | 100 mg in poly bottle |
| Preparation Note: | Ganciclovir is soluble in 0.1 M HCl (10 mg/ml), DMSO (5 mg/ml), water (2 mg/ml), hot methanol, and ethanol (<1 mg/ml). This product should be stored desiccated at 2-8 °C. Under these conditions the product is stable for 3 years. |
| Preparation Note: | Ganciclovir is tested for solubility in 0.1M HCl at 10 mg/mL. The compound is also soluble in DMSO at 5 mg/mL. |
| Symbol |  GHS08 |
| Signal word | Danger |
| Hazard statements | H340 - H361fd |
| Precautionary statements | P201 - P202 - P280 - P308 + P313 - P405 - P501 |
| Hazard Codes | T |
| Risk Statements | 46-60-61 |
| Safety Statements | 53-36/37/39-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |