3-Methyladenine

AdipoGen Life Sciences
Product Code: AG-CR1-3597

CodeSizePrice
AG-CR1-3597-M02525 mg£45.00
Quantity:
AG-CR1-3597-M100100 mg£115.00
Quantity:
AG-CR1-3597-M250250 mg£240.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3-MA; 3MeA; 6-Amino-3-methylpurine; NSC 66389
Appearance:
White to off-white solid.
CAS:
5142-23-4
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3
InChiKey:
FSASIHFSFGAIJM-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 5142-23-4. Formula: C6H7N5. MW: 149.2. Potent cell permeable and selective inhibitor of phosphatidyl-inositol 3-kinase (PI3K). Blocks class I, class II and class III PI3Ks, including some downstream targets. Blocks class I PI3K persistently and class III PI3K transiently. Induces autophagy under nutrient-rich conditions and inhibits starvation-induced autophagy due to differential effects on class I versus class III PI3 kinase. Shows some limited Vps34 preference in vitro compared to PtdIns3Kgamma. However, it is typically employed in cellular studies at a concentration of 10 mM, which can inhibit all PtdIns3Ks. Can target other kinases and affect other cellular processes, such as glycogen metabolism, lysosomal acidification, endocytosis and mitochondrial permeability transition. Anticancer compound. Neuroprotective. PKA-activation dependent lipolytic agent. Enhances ATGL-dependent hydrolysis of triacylglycerols.
MDL:
MFCD00010531
Molecular Formula:
C6H7N5
Molecular Weight:
149.2
Package Type:
Vial
Product Description:
Potent cell permeable and selective inhibitor of phosphatidyl-inositol 3-kinase (PI3K) [1, 7, 8]. Blocks class I, class II and class III PI3Ks, including some downstream targets [8]. Blocks class I PI3K persistently and class III PI3K transiently [7]. Induces autophagy under nutrient-rich conditions and inhibits starvation-induced autophagy due to differential effects on class I versus class III PI3 kinase [5, 7]. Shows some limited Vps34 preference in vitro compared to PtdIns3Kgamma. However, it is typically employed in cellular studies at a concentration of 10 mM, which can inhibit all PtdIns3Ks [8]. Can target other kinases and affect other cellular processes, such as glycogen metabolism, lysosomal acidification, endocytosis and mitochondrial permeability transition [2-4]. Anticancer compound [6, 10, 12]. Neuroprotective [9, 11]. PKA-activation dependent lipolytic agent. Enhances ATGL-dependent hydrolysis of triacylglycerols [13].
Purity:
>98%
SMILES:
CN1C=NC(N)=C2N=CN=C12
Solubility Chemicals:
Soluble in DMSO, DMF, ethanol or water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

3-Methyladenine: specific inhibitor of autophagic/lysosomal protein degradation in isolated rat hepatocytes: P.O. Seglen & P.B. Gordon; PNAS 79, 1889 (1982) | 3-Methyladenine, an inhibitor of autophagy, has multiple effects on metabolism: L.H. Caro, et al.; Eur. J. Biochem. 175, 325 (1988) | 3-Methyladenine inhibits transport from late endosomes to lysosomes in cultured rat and mouse fibroblasts: E.L. Punnonen, et al.; Eur. J. Cell Biol. 65, 14 (1994) | Inhibition of mitochondrial permeability transition and release of cytochrome c by anti-apoptotic nucleoside analogues: L. Xue, et al.; Biochem. Pharmacol. 64, 441 (2002) | 3-methyladenine inhibits autophagy in tobacco culture cells under sucrose starvation conditions: C. Takatsuka, et al.; Plant Cell Physiol. 45, 265 (2004) | 3-Methyladenine suppresses cell migration and invasion of HT1080 fibrosarcoma cells through inhibiting phosphoinositide 3-kinases independently of autophagy inhibition: S. Ito, et al.; Int. J. Oncol. 31, 261 (2007) | Dual role of 3-methyladenine in modulation of autophagy via different temporal patterns of inhibition on class I and III phosphoinositide 3-kinase: Y.T. Wu, et al.; J. Biol. Chem. 285, 10850 (2010) | Finding a fitting shoe for Cinderella: searching for an autophagy inhibitor: S. Miller, et al.; Autophagy 6, 805 (2010) | Severe global cerebral ischemia-induced programmed necrosis of hippocampal CA1 neurons in rat is prevented by 3-methyladenine: a widely used inhibitor of autophagy: J.Y. Wang, et al.; J. Neuropathol. Exp. Neurol. 70, 314 (2011) | Inhibitors of phosphatidylinositol 3'-kinases promote mitotic cell death in HeLa cells: H. Hou, et al.; PLoS One 7, e35665 (2012) | Autophagy activation is associated with neuroprotection against apoptosis via a mitochondrial pathway in a rat model of subarachnoid hemorrhage: C.H. Jing, et al.; Neuroscience 213, 144 (2012) | 3-Methyladenine induces cell death and its interaction with chemotherapeutic drugs is independent of autophagy: Y. Sheng, et al.; BBRC 432, 5 (2013) | The autophagic inhibitor 3-methyladenine potently stimulates PKA-dependent lipolysis in adipocytes: B.L. Heckmann, et al.; Br. J. Pharmacol. 168, 163 (2013)

Related Products

Product NameProduct CodeSupplier 
WortmanninAG-CN2-0023AdipoGen Life Sciences Summary Details