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666548

Sigma-Aldrich

7-Methyladenine

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H7N5
CAS Number:
935-69-3
Molecular Weight:
149.15
MDL number:
MFCD00127790
UNSPSC Code:
12352005
PubChem Substance ID:
24884804
NACRES:
NA.22

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
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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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
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
H G Mandel et al.
Carcinogenesis, 10(4), 757-762 (1989-04-01)
Relatively simple and rapid analytical procedures involving two sequential HPLC separations were developed for the isolation of methylated purines in the urine of rats administered radiolabeled methylating carcinogens. Following a dose of [3H]N-methyl-N-nitrosourea (MNU), 7-methyl-adenine (m7Gua) was detected by chromatography
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
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