G2536

Ganciclovir

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

• Synonim(y): 2-Amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6H-purin-6-one, 9-(1,3-Dihydroxy-2-propoxymethyl)guanine, DHPG
• Wzór empiryczny (zapis Hilla): C₉H₁₃N₅O₄
• Numer CAS: 82410-32-0
• Masa cząsteczkowa: 255.23
• Numer MDL: MFCD00870588
• Kod UNSPSC: 12352200
• Identyfikator substancji w PubChem: 24278453
• NACRES: NA.77

Właściwości

• product name: Ganciclovir, ≥99% (HPLC), powder
• Poziom jakości: 300
• Próba: ≥99% (HPLC)
• Postać: powder
• kolor: white
• rozpuszczalność: 0.1 M HCl: 10 mg/mL
• ε (współczynnik ekstynkcji): 12.0 at 256 nm at 1 mM
• spektrum działania antybiotyku: viruses
• Tryb działania: DNA synthesis | interferes
• inicjator: Roche
• temp. przechowywania: 2-8°C
• ciąg SMILES: 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)
• Klucz InChI: IRSCQMHQWWYFCW-UHFFFAOYSA-N

Opis

Opis ogólny

Chemical structure: nucleoside

Zastosowanie

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

Działania biochem./fizjol.

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.

Cechy i korzyści

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.

Uwaga dotycząca przygotowania

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.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H340,H361fd
• Zwroty wskazujące środki ostrożności: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Klasyfikacja zagrożeń: Muta. 1B - Repr. 2
• Kod klasy składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges