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Merck

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
Assay:
97%
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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

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
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
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