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Key Documents

M9281

Sigma-Aldrich

3-Methyladenine

autophagy inhibitor

Synonyme(s) :

3-MA, 6-Amino-3-methylpurine

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About This Item

Formule empirique (notation de Hill):
C6H7N5
Numéro CAS:
Poids moléculaire :
149.15
Numéro Beilstein :
146087
Numéro CE :
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥99% (HPLC)

Forme

powder

Pf

~300 °C (dec.) (lit.)

Solubilité

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

Chaîne SMILES 

Cn1cnc(N)c2ncnc12

InChI

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

Clé InChI

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.

Actions biochimiques/physiologiques

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).

Notes préparatoires

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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

Articles

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