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HomeProduct name list3-METHYLADENINE

3-METHYLADENINE

Synonym(s):3-MA;3-Methyladenine;6-Amino-3-methylpurine;Autophagy Inhibitor, 3-MA - CAS 5142-23-4 - Calbiochem

  • CAS NO.:5142-23-4
  • Empirical Formula: C6H7N5
  • Molecular Weight: 149.15
  • MDL number: MFCD00010531
  • EINECS: 225-908-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 20:21:46
3-METHYLADENINE Structural

What is 3-METHYLADENINE?

Description

Autophagy is a multi-step process that involves the degradation and digestion of intracellular components by the lysosome. This process allows cells to efficiently mobilize and recycle cellular constituents, and also prevents the accumulation of damaged organelles, misfolded proteins, and invading microorganisms. mTOR, whose activation is controlled by phosphoinositide 3-kinase (PI3K), is a key regulator of autophagy. 3-Methyladenine (3-MA) is a specific inhibitor of PI3K activity and one of the most widely used inhibitors of the initial phase of the autophagic process: the sequestering of cytoplasmic material by the lysosome. At 5 mM, 3-MA inhibits protein degradation in rat hepatocytes by 65%. 3-MA has been shown to block class I, class II, and class III PI3Ks, including some downstream targets, and to suppress the invasion of highly metastatic human fibrosarcoma HT1080 cells at 10 mM.

Chemical properties

White powder

The Uses of 3-METHYLADENINE

3-Methyladenine (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.

The Uses of 3-METHYLADENINE

A multi-use inhibitor that protects cerebellar granule cells from apoptosis.

The Uses of 3-METHYLADENINE

A synthetic intermediate and a cell-permeable autophagic sequestration blocker that protects cerebellar granule cells from apoptosis post serum/potassium deprivation

What are the applications of Application

Autophagy Inhibitor, 3-MA is a multi-use inhibitor that inhibits autophagy by blocking autophagosome formation via the inhibition of type III Phosphatidylinositol 3-kinases.

Definition

ChEBI: A methyladenine that is adenine substituted with a methyl group at position N-3.

General Description

A widely used cell-permeable autophagic sequestration blocker that effectly protects cerebellar granule cells from apoptosis following serum/potassium deprivation. Although a known class III PI3K inhibitor (IC50 = 4.5 mM in cell-free enzymatic assays), 3-MA exhibits quite distinct pharmacological properties from those of two other PI3K inhibitors, LY 294002 (Cat. Nos. 440202 and 440204) and Wortmannin (Cat. No. 681675)

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).

storage

+4°C

References

1) Seglen and Gordon?et al.?(1982),?3-Methyladenine: specific inhibitor of autophagic/lysosomal protein degradation in isolated rat hepatocytes; Proc. Natl. Acad. Sci. USA,?79?1889 2) Blommaart?et al. (1997),?The phosphatidylinositol 3-kinase inhibitors wortmannin and LY294002 inhibit autophagy in isolated rat hepatocytes; Eur. J. Biochem.,?243?240 3) McFarland?et al. (2012),?Inhibition of autophagy by 3-methyladenine protects 1321N1 astrocytoma cells against pyocyanin- and 1-hydroxyphenazine-induced toxicity; Arch. Toxicol.,?86?275 4) Zhao?et al. (2014),?Inhibition of autophagy strengthens celastrol-induced apoptosis in human pancreatic cancer in vitro and in vivo models; Curr. Mol. Med.,?14?555

Properties of 3-METHYLADENINE

Melting point: ~300 °C (dec.)(lit.)
Boiling point: 240℃
Density  1.60
refractive index  1.8070 (estimate)
Flash point: 99℃
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  Soluble in DMSO (up to 3 mg/ml), or in DMF (up to 10 mg/ml).
pka 6.77±0.20(Predicted)
form  Powder
color  White
BRN  146087
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20° for up to 3 months.

Safety information for 3-METHYLADENINE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.
P403:Store in a well-ventilated place.

Computed Descriptors for 3-METHYLADENINE

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