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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
645384
Product Name
6-O-Methylguanine, 97%
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)
SMILES string
COc1nc(N)nc2[nH]cnc12
InChI key
BXJHWYVXLGLDMZ-UHFFFAOYSA-N
assay
97%
mp
>300 °C (lit.)
Quality Level
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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
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
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