Skip to Content
Merck
All Photos(1)

Key Documents

666548

Sigma-Aldrich

7-Methyladenine

97%

Synonym(s):

6-Amino-7-methylpurine, 7-Methyl-7H-purin-6-amine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H7N5
CAS Number:
Molecular Weight:
149.15
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

346-350 °C

SMILES string

Cn1cnc2ncnc(N)c12

InChI

1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9)

InChI key

HCGHYQLFMPXSDU-UHFFFAOYSA-N

Application

<ul>
<li><strong>Biomarkers of Cigarette Smoking and DNA Methylating Agents:</strong> Study on 7-Methyladenine highlights its role as a biomarker of DNA damage from exposure to methylating agents (Harroun et al., 2017).</li>
</ul>

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Luna Laera et al.
Cancers, 11(7) (2019-07-10)
Background: Mutations in the oncosuppressor gene BReast CAncer susceptibility gene 2 (BRCA2) predispose to aggressive forms of prostate cancer which show poor response to taxane-based therapy, the standard treatment for castration-resistant, aggressive prostate cancer. Herein, we addressed the question whether
H G Mandel et al.
Carcinogenesis, 15(7), 1393-1398 (1994-07-01)
Earlier studies showed that urine of rats which had been injected with the methylating agent N-[3H-methyl]-N-nitrosourea contained a previously undetected metabolic product, 7-[3H-methyl]adenine. This methylpurine, undoubtedly derived from alkylation of nucleic acids followed by depurination, was not labeled when 14C-methyl-labeled
B Tudek et al.
Acta biochimica Polonica, 46(3), 785-799 (2000-03-04)
The most abundant lesion formed in DNA upon modification with methylating agents 7-methylguanine, under alkaline conditions is converted into 2,6-diamino-4-hydroxy-5N-methyl-formamidopyrimidine (Fapy-7MeGua). We have previously shown that treatment of dimethylsulfate methylated DNA with NaOH creates mutagenic base derivatives leading to a
H G Mandel et al.
Analytical biochemistry, 217(2), 292-297 (1994-03-01)
We have developed a procedure for isolating and quantifying 7-methyladenine from rat urine following the administration to the rat of methylating agents, such as dimethylnitrosamine. Urinary 7-methyladenine and its trideutero isomer, added as an internal standard, were precipitated with silver
Scott G Harroun et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 176, 1-7 (2017-01-07)
3-Methyladenine and 7-methyladenine are biomarkers of DNA damage from exposure to methylating agents. For example, the concentration of 3-methyladenine increases significantly in the urine of cigarette smokers. Surface-enhanced Raman spectroscopy (SERS) has shown much potential for detection of biomolecules, including

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