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O6-Benzylguanine

SIGMA/B2292 - ≥98% (TLC), solid

CAS Number: 19916-73-5
Empirical Formula (Hill Notation): C12H11N5O
Molecular Weight: 241.25
MDL Number: MFCD00269931
Linear Formula: C12H11N5O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-B2292-50MG 50 mg
 $110.00
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assay ≥98% (TLC)
form solid
InChI 1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
InChI key KRWMERLEINMZFT-UHFFFAOYSA-N
Quality Level 200 
SMILES string Nc1nc(OCc2ccccc2)c3nc[nH]c3n1
solubility methanol: 20 mg/mL
storage temp. room temp
Application: O6-Benzylguanine has been used:
• as an inhibitor of methylguanine methyltransferase (MGMT) in glioblastoma stem cell
• as a O6-alkylguanine-alkyltransferase (AGT) enzyme inhibitor in embryonic stem cells prior to N-ethyl-N-nitrosourea(ENU) treatment
• as an inhibitor of AGT in growth inhibition assays of HL-60 human promyelocytic leukemia cells
Biochem/physiol Actions: O(6)-benzylguanine is an antineoplastic agent that binds the DNA repair enzyme O(6)-alkylguanine DNA alkyltransferase (AGT), resulting in inhibition of AGT-mediated DNA repair. It is widely used in various DNA repair mechanism studies and potentiates the effects of other chemotherapeutic agents that damage DNA.
Biochem/physiol Actions: O6-Benzylguanine (O6BG) inhibits methylguanine methyltransferase (MGMT) by blocking the active site through benzyl group transfer. The use of O6BG with bis-chloroethylnitrosourea (BCNU) or carmustine is effective in treating solid tumors including lymphomas, melanomas and sarcoma.
Packaging: 50 mg in poly bottle
Purity ≥98% (TLC)
Storage Temp. room temp
UNSPSC 12352200

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