G2536

Ganciclovir

≥99% (HPLC), powder, viral DNA elongation inhibitor

• Sinonimo/i: 2-Amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6H-purin-6-one, 9-(1,3-Dihydroxy-2-propoxymethyl)guanine, DHPG
• Formula empirica (notazione di Hill): C₉H₁₃N₅O₄
• Numero CAS: 82410-32-0
• Peso molecolare: 255.23
• Numero MDL: MFCD00870588
• Codice UNSPSC: 12352200
• ID PubChem: 24278453
• NACRES: NA.77

Proprietà

• product name: Ganciclovir, ≥99% (HPLC), powder
• Livello qualitativo: 300
• Saggio: ≥99% (HPLC)
• Forma fisica: powder
• Colore: white
• Solubilità: 0.1 M HCl: 10 mg/mL
• ε (coefficiente d’estinzione): 12.0 at 256 nm at 1 mM
• Spettro attività antibiotica: viruses
• Modalità d’azione: DNA synthesis | interferes
• Ideatore: Roche
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: NC1=Nc2c(ncn2COC(CO)CO)C(=O)N1
• InChI: 1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17); IRSCQMHQWWYFCW-UHFFFAOYSA-N

Descrizione

Descrizione generale

Chemical structure: nucleoside

Applicazioni

Ganciclovir is used in molecular biology for selection against random recombination events when homologous recombination of a gene of interest is required.

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Nota sulla preparazione

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.

Ganciclovir is tested for solubility in 0.1M HCl at 10 mg/mL. The compound is also soluble in DMSO at 5 mg/mL.

Informazioni sulla sicurezza

• Pittogrammi: GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H340,H361fd
• Consigli di prudenza: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classi di pericolo: Muta. 1B - Repr. 2
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges