363057
6-O-Methylguanine
97%
Synonym(s):
2-Amino-6-methoxypurine, 6-Methoxyguanine
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About This Item
Empirical Formula (Hill Notation):
C6H7N5O
CAS Number:
Molecular Weight:
165.15
Beilstein:
645384
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
mp
>300 °C (lit.)
SMILES string
COc1nc(N)nc2[nH]cnc12
InChI
1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
InChI key
BXJHWYVXLGLDMZ-UHFFFAOYSA-N
Gene Information
human ... CDK2(1017), MGMT(4255)
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General description
6-O-Methylguanine is a purine derivative and its binding affinity has been examined by B. subtilis xpt-pbuX guanine riboswitch (GR) using isothermal titration calorimetry (ITC). 6-O-Methylguanine is formed during the alkylation of a number of purified tRNA preparations, via reaction with the carcinogens, N-methyl-N-nitrosourea .
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Chiung-Wen Hu et al.
Analytical and bioanalytical chemistry, 402(3), 1199-1208 (2011-11-19)
Since methylation at the N-7 and O(6) positions of guanine and the N-3 position of adenine in DNA are the predominant reaction sites, N(7)-methylguanine (N(7)-MeG), O(6)-methylguanine (O(6)-MeG), and N(3)-methyladenine (N(3)-MeA) have been suggested as good biomarkers for assessing exposure to
Delia Chavarria et al.
Journal of molecular biology, 412(3), 325-339 (2011-08-09)
O(6)-methylguanine (O(6)-MeG) is a miscoding DNA lesion arising from the alkylation of guanine. This report uses the bacteriophage T4 DNA polymerase as a model to probe the roles of hydrogen-bonding interactions, shape/size, and nucleobase desolvation during the replication of this
V V Lylo et al.
TSitologiia i genetika, 45(6), 53-60 (2012-02-15)
The aim of our study was to investigate the effect of recombinant human cytokine EMAP II (endothelial monocyte-activating polypeptide II) on the expression of MGMT gene, encoding repair enzyme O6-methylguanine-DNA methyltransferase (MGMT) in human cell cultures. The influence of EMAP
Sharon E Murphy et al.
Cancer prevention research (Philadelphia, Pa.), 4(11), 1752-1760 (2011-10-27)
Nicotine replacement therapy is often used to maintain smoking cessation. However, concerns exist about the safety of long-term nicotine replacement therapy use in ex-smokers and its concurrent use in smokers. In this study, we determined the effect of nicotine administration
Jihong Zhang et al.
Current molecular pharmacology, 5(1), 102-114 (2011-11-30)
Glioblastoma multiforme is the most common aggressive adult primary tumour of the central nervous system. Treatment includes surgery, radiotherapy and adjuvant temozolomide (TMZ) chemotherapy. TMZ is an alkylating agent prodrug, delivering a methyl group to purine bases of DNA (O6-guanine;
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