G2536

Sigma

 

Ganciclovir

≥99% (HPLC), powder

CAS Number:82410-32-0
Linear Formula:C9H13N5O4
Molecular Weight:255.23
MDL number:MFCD00870588
PubChem Substance ID:24278453

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Description

ApplicationGanciclovir is used in molecular biology for selection against random recombination events when homologous recombination of a gene of interest is required.
Biochem/physiol ActionsGanciclovir 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.1 The cell cycle is irreversibly arrested at the G2-M checkpoint.2 Gap junction involvement in the ganciclovir bystander effect has been studied.3 Ganciclovir has been used to study loss of telomeres4 and to evaluate sensitivity of viruses to antiviral treatments.5
 Ganciclovir is a pro-drug nucleoside analog that is activated by phosphorylation. It is useful in the study of gene therapy in cancer research.

Properties

assay≥99% (HPLC)
formpowder
color white
solubility0.1 M HCl: 10 mg/mL
abs.ε1mM/256 nm 12.0
storage temp.2-8°C

Safety

Personal Protective EquipmentEyeshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard CodesT
Risk Statements46-60-61
Safety Statements53-36/37/39-45
WGK Germany3
RTECSMF8407000

References

Cited Reference1. Rubsam, L.Z., et al., Cytotoxicity and accumulation of ganciclovir triphosphate in bystander cells cocultured with herpes simplex virus type 1 thymidine kinase-expressing human glioblastoma cells. Cancer Res. 59, 675, (1999)
 2. Halloran, P.J., and Fenton, R.G., Irreversible G2-M arrest and cytoskeletal reorganization induced by cytotoxic nucleoside analogues. Cancer Res. 58, 3855-3865, (1998) Abstract
 3. Yamasaki, H., et al., Role of connexin (gap junction) genes in cell growth control and carcinogenesis. C.R. Acad. Sci. III 322, 151-159, (1999) Abstract
 4. Sprung, C.N., et al., Chromosome healing in mouse embryonic stem cells. Proc. Natl. Acad. Sci. U. S. A. 96, 6781-6786, (1999) Abstract
 5. Oon, C.J., et al., Hepatitis B virus variants with lamivudine-related mutations in the DNA polymerase and the 'a' epitope of the surface antigen are sensitive to ganciclovir. Antiviral Res. 41, 113-118, (1999) Abstract
referenceCannon, J.S., et al., Human herpes virus 8-encoded thymidine kinase and phosphotransferase homologues confer sensitivity to ganciclovir. J. Virol. 73, 4786-4793, (1999) Abstract