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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N R Jena et al.
Physical biology, 8(4), 046007-046007 (2011-06-15)
Methylated guanine damage at O6 position (i.e. O6MG) is dangerous due to its mutagenic and carcinogenic character that often gives rise to G:C-A:T mutation. However, the reason for this mutagenicity is not known precisely and has been a matter of
Anna V Knizhnik et al.
PloS one, 8(1), e55665-e55665 (2013-02-06)
Apoptosis, autophagy, necrosis and cellular senescence are key responses of cells that were exposed to genotoxicants. The types of DNA damage triggering these responses and their interrelationship are largely unknown. Here we studied these responses in glioma cells treated with
Wynand P Roos et al.
Cancer letters, 332(2), 237-248 (2012-01-21)
DNA damaging agents are potent inducers of cell death triggered by apoptosis. Since these agents induce a plethora of different DNA lesions, it is firstly important to identify the specific lesions responsible for initiating apoptosis before the apoptotic executing pathways
Sunny D Gilbert et al.
Structure (London, England : 1993), 17(6), 857-868 (2009-06-16)
Purine riboswitches discriminate between guanine and adenine by at least 10,000-fold based on the identity of a single pyrimidine (Y74) that forms a Watson-Crick base pair with the ligand. To understand how this high degree of specificity for closely related
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
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