M9281
3-Methyladenine
≥99% (HPLC), synthetic (organic), powder
Sinónimos:
3-MA, 6-Amino-3-methylpurine
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Fórmula empírica (notación de Hill):
C6H7N5
Número CAS:
Peso molecular:
149.15
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
225-908-6
MDL number:
Beilstein/REAXYS Number:
146087
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Permítanos ayudarleNombre del producto
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
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Categorías relacionadas
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.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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Frontiers in oncology, 9, 743-743 (2019-08-29)
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