A4669
Sigma
Acycloguanosine
≥99% (HPLC), powder
| Synonym: | 9-[(2-Hydroxyethoxy)methyl]guanine, Acyclovir |
| CAS Number: | 59277-89-3 |
| Linear Formula: | C8H11N5O3 |
| Molecular Weight: | 225.20 |
| EC Number: | 261-685-1 |
| MDL number: | MFCD00057880 |
| PubChem Substance ID: | 24278078 |
Description
| Biochem/physiol Actions | Antiviral agent. Phosphorylation by herpes simplex virus thymidine kinase (HSV-TK) leads to the formation of acycloguanosine triphosphate that competitively inhibits the viral DNA polymerase. Acycloguanosine can be used to induce apoptosis in cells transfected with HSV-TK. Inhibits replication of cytomegalovirus by a mechanism that is independent of its phosphorylation by viral or cellular thymidine kinase. |
| Antiviral agent. Phosphorylation by herpes simplex virus thymidine kinase (HSV-TK) leads to the formation of acycloguanosine triphosphate that competitively inhibits the viral DNA polymerase. |
Properties
| assay | ≥99% (HPLC) |
| form | powder |
| color | white |
| solubility | H2O: 0.7 mg/mL |
| 1 M HCl: 50 mg/mL | |
| DMSO: 7 mg/mL | |
| abs. | ε |
| Gene Information | human ... HV1S(3365), NP(4860) |
Safety
| Personal Protective Equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
| WGK Germany | 2 |
| RTECS | UP0791400 |
References
| reference | Rubsam, L.Z., et al., Superior cytotoxicity with ganciclovir compared with acyclovir and 1-β-D-arabinofuranosylthymine in herpes simplex virus-thymidine kinase-expressing cells. Cancer Res. 58, 3873-3882, (1998) Abstract |
| Tong, X.W., et al., Improvement of gene therapy for ovarian cancer by using acyclovir instead of ganciclovir in adenovirus mediated thymidine kinase gene therapy. Anticancer Res. 18, 713-718, (1998) Abstract | |
| Ochiai, H., et al., Murine cytomegalovirus DNA polymerase: purification, characterization and role in the antiviral activity of acyclovir. Antiviral Res. 17, 1-16, (1992) Abstract |
