A 769662

Cat. No. 3336

A 769662 C20H12N2O3S [844499-71-4]

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Chemical Name: 6,7-Dihydro-4-hydroxy-3-(2'-hydroxy[1,1'-biphenyl]-4-yl)-6-oxo-thieno[2,3-b]pyridine-5-carbonitrile

Biological Activity

Potent, reversible AMP-activated protein kinase (AMPK) activator (EC50 = 0.8 μM) that displays selectivity towards β1 subunit-containing heterotrimers. Inhibits fatty acid synthesis (IC50 = 3.2 μM) and decreases plasma glucose and triglyceride levels in vivo. Also inhibits proliferation of mesenchymal stem cells, and impedes reprogramming of mouse embryonic fibroblasts to iPSCs.

Technical Data

M.Wt:
360.39
Formula:
C20H12N2O3S
Solubility:
Soluble to 100 mM in DMSO and to 10 mM in ethanol
Purity:
>98 %
Storage:
Store at +4°C
CAS No:
844499-71-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
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Duca et al (2015) Metformin activates a duodenal Ampk-dependent pathway to lower hepatic glucose production in rats. Nat.Med. 21 506. PMID: 25849133 .

de Meester et al (2014) Role of AMP-activated protein kinase in regulating hypoxic survival and proliferation of mesenchymal stem cells. Cardiovasc.Res. 101 20. PMID: 24104879.

Vazquez-Martin et al (2012) Activation of AMP-activated protein kinase (AMPK) provides a metabolic barrier to reprogramming somatic cells into stem cells. Cell Cycle 5 974. PMID: 2233578.

Scott et al (2008) Thienopyridone drugs are selective activators of AMP-activated protein kinase β1-containing complexes. Chem.Biol. 15 1220. PMID: 19022182.

Sanders et al (2007) Defining the mechanism of activation of AMP-activated protein kinase by the small molecule A-769662, a member of the thienopyridone family. J.Biol.Chem. 282 32539. PMID: 17728241.

Cool et al (2006) Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome. Cell Met. 3 403.

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Citations are publications that use Tocris products. Selected citations for A 769662 include:

Saric et al (2016) mTOR controls lysosome tubulation and antigen presentation in macrophages and dendritic cells. Arterioscler Thromb Vasc Biol 27 321. PMID: 26582390.

Walter et al (2016) Activation of AMPK-induced autophagy ameliorates Huntington disease pathology in vitro. Neuropharmacology 108 24. PMID: 27133377.

Hwang et al (2015) Enhanced Production of Adenosine Triphosphate by Pharmacological Activation of Adenosine Monophosphate-Activated Protein Kinase Ameliorates Acetaminophen-Induced Liver Injury. J Pharmacol Exp Ther 38 843. PMID: 26434492.

Kenney et al (2015) Dynamics of elongation factor 2 kinase regulation in cortical neurons in response to synaptic activity. J Neurosci 35 3034. PMID: 25698741.

López-Cotarelo et al (2015) A novel MEK-ERK-AMPK signaling axis controls chemokine receptor CCR7-dependent survival in human mature dendritic cells. Mol Cell 290 827. PMID: 25425646.

Mo et al (2015) Cellular energy stress induces AMPK-mediated regulation of YAP and the Hippo pathway. Nat Cell Biol 17 500. PMID: 25751140.

Peart et al (2015) Intact LKB1 activity is required for survival of dormant ovarian cancer spheroids. Oncotarget 6 22424. PMID: 26068970.

Weikel et al (2015) Glucose and palmitate uncouple AMPK from autophagy in human aortic endothelial cells. Am J Physiol Cell Physiol 308 C249. PMID: 25354528.

Melemedjian et al (2014) Bidirectional regulation of P body formation mediated by eIF4F complex formation in sensory neurons. Neurosci Lett 563 169. PMID: 24080374.

Wu et al (2013) AMPK-dependent degradation of TXNIP upon energy stress leads to enhanced glucose uptake via GLUT1. Arthritis Rheum 49 1167. PMID: 23453806.

Lo et al (2012) Lkb1 regulates organogenesis and early oncogenesis along AMPK-dependent and -independent pathways. J Cell Biol 199 1117. PMID: 23266956.

Mack et al (2012) AMPK-dependent phosphorylation of ULK1 regulates ATG9 localization. Autophagy 8 1197. PMID: 22932492.

Bumpus and Johnson (2011) 5-Aminoimidazole-4-carboxyamide-ribonucleoside (AICAR)-stimulated hepatic expression of Cyp4a10, Cyp4a14, Cyp4a31, and other peroxisome proliferator-activated receptor α-responsive mouse genes is AICAR 5'-monophosphate-dependent and AMP-activated protein kinase-independent. J Biol Chem 339 886. PMID: 21896918.

Terkeltaub et al (2011) Chondrocyte AMP-activated protein kinase activity suppresses matrix degradation responses to proinflammatory cytokines interleukin-1β and tumor necrosis factor α. Proc Natl Acad Sci U S A 63 1928. PMID: 21400477.

Zhang et al (2011) AMP-activated protein kinase suppresses endothelial cell inflammation through phosphorylation of transcriptional coactivator p300. Mol Cells 31 2897. PMID: 21940946.

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Keywords: A 769662, supplier, Potent, AMPK, activators, AMP-Activated, Protein, Kinases, A769662, Tocris Bioscience, AMPK Activator products

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