O6-Benzylguanine An effective substrate and efficient inactivator of DNA alkyltransferase

O6-Benzylguanine (CAS 19916-73-5)

O6-Benzylguanine | CAS 19916-73-5 is rated 5.0 out of 5 by 1.
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Synonym: 6-O-Benzylguanine; 2-Amino-6-(benzyloxy)purine
Application: An effective substrate and efficient inactivator of DNA alkyltransferase
CAS Number: 19916-73-5
Purity: ≥98%
Molecular Weight: 241.2
Molecular Formula: C12H11N5O
* Refer to Certificate of Analysis for lot specific data (including water content).
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O6-Benzylguanine is an effective substrate and efficient inactivator of DNA alkyltransferase. O6-Benzylguanine is an inhibitor of MGMT.


References

1. Goodtzova, K., et al., 1994. Activation of human O6-alkylguanine-DNA alkyltransferase by DNA. Biochemistry. 33(28): 8385-90. PMID: 8031773
2. Elder, R H., et al., 1994. Differential inactivation of mammalian and Escherichia coli O6-alkylguanine-DNA alkyltransferases by O6-benzylguanine. The Biochemical journal. 298 ( Pt 1)(): 231-5. PMID: 8129725
3. Dolan, M E., et al., 1997. O6-benzylguanine and its role in chemotherapy. Clinical cancer research : an official journal of the American Association for Cancer Research. 3(6): 837-47. PMID: 9815757
4. Kreklau, E L., et al., 1999. Prolonged inhibition of O(6)-methylguanine DNA methyltransferase in human tumor cells by O(6)-benzylguanine in vitro and in vivo. The Journal of pharmacology and experimental therapeutics. 291(3): 1269-75. PMID: 10565851

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in methanol (20 mg/ml), and aqueous alkali (Heated).
Storage :
Store at room temperature
Melting Point :
>193° C (dec.)
Boiling Point :
~621.4° C at 760 mmHg (Predicted)
Density :
~1.4 g/cm3 (Predicted)
Refractive Index :
n20D 1.74 (Predicted)
IC50 :
MGMT: IC50 = 39 nM (human); Cyclin B1: IC50 = 24 µM (human)
pK Values :
pKa: 9.35 (Predicted), pKb: 3.36 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
4578
MDL Number :
MFCD00269931
SMILES :
C1=CC=C(C=C1)COC2=NC(=NC3=C2NC=N3)N

Download SDS (MSDS)

Certificate of Analysis

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How should this chemical be stored, once it is in a solution with methanol? 

Asked by: two2igm05
Thank you for your question. The solution should be tightly sealed and stored at -20 degrees Celsius; it is recommended to be used as soon as possible. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2016-12-16
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Rated 5 out of 5 by from Kreklau et al Kreklau et al. (PubMed ID 10565851) found that O6-Benzylguanine blocked methylguanine DNA methyltransferase (MGMT) activity in tumor cells and xenograft tumors. -SCBT Publication Review
Date published: 2015-06-02
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