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M9281

Sigma-Aldrich

3-Methyladenine

autophagy inhibitor

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Synonym(s):
3-MA, 6-Amino-3-methylpurine
Empirical Formula (Hill Notation):
C6H7N5
CAS Number:
Molecular Weight:
149.15
Beilstein/REAXYS Number:
146087
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

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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This Item
666548E4267G6779
vibrant-m

M9281

3-Methyladenine

-
vibrant-m

666548

7-Methyladenine

-
vibrant-m

E4267

9-Ethylguanine

-
vibrant-m

G6779

Guanine

Premium Grade
biological source

synthetic (organic)

biological source

-

biological source

-

biological source

synthetic (organic)

assay

≥99% (HPLC)

assay

97%

assay

≥98%

assay

≥99% (HPLC)

mp

~300 °C (dec.) (lit.)

mp

346-350 °C

mp

-

mp

>300 °C (lit.)

solubility

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

solubility

-

solubility

1 M NaOH: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

solubility

1 M NaOH: 0.1 M, clear, colorless to faintly yellow

form

powder

form

solid

form

powder

form

powder

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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