Skip to Content
MilliporeSigma
All Photos(1)

Documents

363057

Sigma-Aldrich

6-O-Methylguanine

97%

Synonym(s):

2-Amino-6-methoxypurine, 6-Methoxyguanine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H7N5O
CAS Number:
20535-83-5
Molecular Weight:
165.15
Beilstein/REAXYS Number:
645384
MDL number:
MFCD00133009
UNSPSC Code:
12352100
PubChem Substance ID:
24862349
NACRES:
NA.22

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)

Looking for similar products? Visit Product Comparison Guide

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Biuret 98% (Contains ≤10%(w/w) Triuret)

Sigma-Aldrich

15270

Biuret

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;
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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service