A4669

Acycloguanosin

≥99% (HPLC), powder

• Synonym(e): 9-[(2-Hydroxyethoxy)-methyl]-guanin, Acyclovir
• Empirische Formel (Hill-System): C₈H₁₁N₅O₃
• CAS-Nummer: 59277-89-3
• Molekulargewicht: 225.20
• EG-Nummer: 261-685-1
• MDL-Nummer: MFCD00057880
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24278078
• NACRES: NA.77

Eigenschaften

• Assay: ≥99% (HPLC)
• Form: powder
• Farbe: white
• Löslichkeit: H₂O: 0.7 mg/mL; 1 M HCl: 50 mg/mL; DMSO: 7 mg/mL
• ε (Extinktionskoeffizient): 11.8 at 256 nm at 1 mM
• Wirkungsspektrum von Antibiotika: viruses
• Wirkungsweise: DNA synthesis | interferes
• Ersteller: GlaxoSmithKline
• SMILES String: NC1=Nc2c(ncn2COCCO)C(=O)N1
• InChI: 1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
• InChIKey: MKUXAQIIEYXACX-UHFFFAOYSA-N
• Angaben zum Gen: human ... HV1S(3365) , NP(4860)

Beschreibung

Allgemeine Beschreibung

Acycloguanosine or acyclovir is a guanosine analog.[1]

Anwendung

Acycloguanosine has been used as an inhibitor of herpes simplex virus type I:

• to serve as a positive control to compare the antiviral activities of mushroom extracts in cytotoxic assays using Vero cells[2]
• in infection studies to test its effect on voltage-gated sodium channels (VGSC) using human dorsal root ganglion-derived neuronal (HD10.6) cells[3]
• to test its effect on the interferon-stimulated gene (ISG) expression induction (Mx1 and ISG15) in human foreskin fibroblast cells[4]

Biochem./physiol. Wirkung

Acycloguanosine is an antiviral agent and is converted to acycloguanosine triphosphate by herpes simplex virus thymidine kinase (HSV-TK). It competitively inhibits the viral DNA polymerase.[1] It is less effective against cytomegalovirus and Epstein-Barr virus.[5] Acycloguanosine has been used to study herpes simplex virus latency.[5] It may act against human immunodeficiency virus 1 (HIV-1) as well.[6]

Leistungsmerkmale und Vorteile

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 GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)