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M9281

Sigma-Aldrich

3-Methyladenine

autophagy inhibitor

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
Beilstein/REAXYS Number:
146087
EC Number:
225-908-6
MDL number:
MFCD00010531
UNSPSC Code:
41106305
PubChem Substance ID:
24897326
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

300

assay

≥99% (HPLC)

form

powder

mp

~300 °C (dec.) (lit.)

solubility

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

SMILES string

Cn1cnc(N)c2ncnc12

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

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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

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).

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.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

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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.
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
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
Zhenyuan Tang et al.
Cell reports, 28(7), 1744-1757 (2019-08-15)
During autophagy, phagophores grow into double-membrane vesicles called autophagosomes, but the underlying mechanism remains unclear. Here, we show a critical role of Atg2A in phagophore expansion. Atg2A translocates to the phagophore at the mitochondria-associated ER membrane (MAM) through a C-terminal
Halima Alsamri et al.
Frontiers in oncology, 9, 743-743 (2019-08-29)
We have previously demonstrated that carnosol, a naturally occurring diterpene, inhibited in vitro cell viability and colony growth, as well as induced cell cycle arrest, autophagy and apoptosis in human triple negative breast cancer (TNBC) cells. In the present study
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