M9281

3-Methyladenine

Name: 3-Methyladenine
Brand: SIGMA

≥99% (HPLC), synthetic (organic), powder

Synonym(s):

3-MA, 6-Amino-3-methylpurine

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About This Item

Empirical Formula (Hill Notation):

C₆H₇N₅

CAS Number:

5142-23-4

Molecular Weight:

149.15

NACRES:

NA.51

PubChem Substance ID:

24897326

UNSPSC Code:

41106305

EC Number:

225-908-6

MDL number:

MFCD00010531

Beilstein/REAXYS Number:

146087

Product Name

3-Methyladenine, autophagy inhibitor

InChI

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

InChI key

FSASIHFSFGAIJM-UHFFFAOYSA-N

SMILES string

Cn1cnc(N)c2ncnc12

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

powder

mp

~300 °C (dec.) (lit.)

solubility

DMF: 9.80-10.20 mg/mL, clear, colorless to light yellow

storage temp.

room temp

Quality Level

300

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Related Categories

Biochemicals

Nucleosides and Nucleotides

Chemistry & Biochemicals

Application

3-Methyladenine (3-MA) is used to inhibit and study the mechanism of autophagy (lysosomal self-degradation) and apoptosis under various conditions. 3-MA inhibits autophagy by blocking autophagosome formation via the inhibition of type III Phosphatidylinositol 3-kinases (PI-3K). For use as an autophagy inhibitor, 3-MA is typically used at a concentration of 5 mM.

3-Methyladenine has been used as an autophagy inhibitor:

to determine the expressions of autophagy-related genes (Beclin 1, light chain 3 (LC3) and p62) using the transfected human bone marrow mesenchymal stem cells (BM-MSCs)
with cisplatin to study the inhibition of autophagy influenced cisplatin-induced apoptosis in A2780cp cells
to study the interplay between colistin-induced autophagy and apoptosis

Standard for detection of nucleic acid methylation during carcinogenesis.

Biochem/physiol Actions

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Preparation Note

This product is soluble in DMF (10 mg/mL; may require gentle heating). It is also soluble in water, 95% ethanol, or 1 N NaOH at 30 mg/mL with heating, but upon cooling, the product precipitates from solution. Solutions of 3-MA may be prepared in DMSO at 100 mM.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Enhancing Autophagy Protects Against Sepsis-Induced Neuromuscular Dysfunction Associated with Qualitative Changes to Acetylcholine Receptors.

Jingyuan Chen et al.

Shock (Augusta, Ga.), 52(1), 111-121 (2018-10-05)

Sepsis-induced myopathy is a heavy burden for patients during respiratory failure as well as after discharge, which could be characterized with qualitative changes to nAChR in a rat model of sepsis, regulated by NRG-1. Autophagy is an innate immune defense

Staphylococcus aureus induces autophagy in bovine mammary epithelial cells and the formation of autophagosomes facilitates intracellular replication of Staph. aureus.

Heng Wang et al.

Journal of dairy science, 102(9), 8264-8272 (2019-07-01)

Staphylococcus aureus is an important pathogen causing chronic and subclinical mastitis of cows. Autophagy is an important regulatory mechanism that participates in the elimination of invading pathogenic organisms. Here, we hypothesize that autophagy is involved in the process of Staph.

GATA6-upregulating autophagy promotes TKI resistance in nonsmall cell lung cancer.

Ruishuang Ma et al.

Cancer biology & therapy, 20(9), 1206-1212 (2019-05-17)

Autophagy plays a complicated role in tumorigenesis, and the effects of autophagy in drug resistance have not been fully known. The aim of this study was to evaluate autophagy activity in lung cancer cells derived from different origins and explore

Irisin reverses insulin resistance in C2C12 cells via the p38-MAPK-PGC-1α pathway.

Xiao Ye et al.

Peptides, 119, 170120-170120 (2019-07-28)

Insulin resistance (IR) is a fundamental pathogenic factor shared by a myriad of metabolic disorders, including obesity and type 2 diabetes. The mechanism of IR is usually accompanied by mitochondrial dysfunction. Irisin has been proposed to act as a hormone

Delta Opioid Peptide [d-Ala2, d-Leu5] Enkephalin (DADLE) Exerts a Cytoprotective Effect in Astrocytes Exposed to Oxygen-Glucose Deprivation by Inducing Autophagy.

Shuyan Wang et al.

Cell transplantation, 28(6), 775-782 (2019-01-23)

Astrocytes protection and functional regulation are important strategies to protect against neuronal damage caused by ischemia. Activation of the delta opioid receptor (DOR) could reduce astrocytes damage, although the mechanism remains unclear. The present study aimed to test the effect

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