MW 258.23 Da, Purity >98%. Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.
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- Journal of molecular endocrinology 72:2024AMPK-mTORC1 pathway mediates hepatic IGFBP-1 phosphorylation in glucose deprivation: a potential molecular mechanism of hypoglycemia-induced impaired fetal growth.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJenica H Kakadia,Muhammad U Khalid,Ilka U Heinemann,Victor K HanPubMed 38194365
- Cells 12:2023AMPK Phosphorylation Impacts Apoptosis in Differentiating Myoblasts Isolated from Atrophied Rat Soleus Muscle.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNatalia A Vilchinskaya,Sergey V Rozhkov,Olga V Turtikova,Timur M Mirzoev,Boris S ShenkmanPubMed 36980261
- PLoS neglected tropical diseases 15:e00094352021An AMP-activated protein kinase complex with two distinctive alpha subunits is involved in nutritional stress responses in Trypanosoma cruzi.Applications:Unspecified applicationReactive species:Unspecified reactive speciesTamara Sternlieb,Alejandra C Schoijet,Patricio D Genta,Salomé C Vilchez Larrea,Guillermo D AlonsoPubMed 34029334
- Nature communications 11:57112020MAVS is energized by Mff which senses mitochondrial metabolism via AMPK for acute antiviral immunity.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYuki Hanada et. al.PubMed 33177519
- International journal of medical sciences 17:865-8732020Electric field down-regulates CD9 to promote keratinocytes migration through AMPK pathway.Applications:Unspecified applicationReactive species:Unspecified reactive speciesRan Ji et. al.PubMed 32308539
- Cell chemical biology 27:214-222.e42020Mechanism of Activation of AMPK by Cordycepin.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSimon A Hawley et. al.PubMed 31991096
- Cells 9:2020Metformin Inhibits Tumor Metastasis through Suppressing Hsp90α Secretion in an AMPKα1-PKCγ Dependent Manner.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYuanchao Gong et. al.PubMed 31936169
- The Journal of biological chemistry 295:1754-1766202014-3-3 proteins protect AMPK-phosphorylated ten-eleven translocation-2 (TET2) from PP2A-mediated dephosphorylation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAnirban Kundu et. al.PubMed 31901078
- Diabetes 69:165-1802019Inhibition of Mitochondrial Calcium Overload by SIRT3 Prevents Obesity- or Age-Related Whitening of Brown Adipose Tissue.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPeng Gao,Yanli Jiang,Hao Wu,Fang Sun,Yaohong Li,Hongbo He,Bin Wang,Zongshi Lu,Yingru Hu,Xiao Wei,Yuanting Cui,Chengkang He,Lijuan Wang,Hongting Zheng,Gangyi Yang,Daoyan Liu,Zhencheng Yan,Zhiming ZhuPubMed 31712319
- Cell proliferation 53:e127142019Suppression of AMP-activated protein kinase reverses osteoprotegerin-induced inhibition of osteoclast differentiation by reducing autophagy.Applications:Unspecified applicationReactive species:Unspecified reactive speciesXishuai Tong,Chuang Zhang,Dong Wang,Ruilong Song,Yonggang Ma,Ying Cao,Hongyan Zhao,Jianchun Bian,Jianhong Gu,Zongping LiuPubMed 31696568
Key facts
- CAS number
- 2627-69-2
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 258.23 Da
- Molecular formula
- C9H14N4O5
- PubChem identifier
- 17513
- Nature
- Synthetic
Target data
Alternative names
Non receptor tyrosine phosphatase 1, PTN1_HUMAN, PTP-1B, PTPN 1, Protein phosphotyrosylphosphatase 1B, Protein tyrosine phosphatase non receptor type 1, Protein tyrosine phosphatase placental, Protein-tyrosine phosphatase 1B, Tyrosine-protein phosphatase non-receptor type 1
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MW 258.23 Da, Purity >98%. Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.
Key facts
- CAS number
- 2627-69-2
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 258.23 Da
- Molecular formula
- C9H14N4O5
- PubChem identifier
- 17513
- Nature
- Synthetic
- Biochemical name
- Acadesine
- Biological description
Cell-permeable activator of AMP-activated protein kinase. Is taken up into cells by adenosine transporters and phosphorylated by adenosine kinase to the active nucleotide ZMP (5-aminoimidazole-4-carboxamide ribonucleoside), which mimics effects of AMP on the AMPK system. Active in vivo and in vitro.
- Canonical SMILES
- C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
- Isomeric SMILES
- C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N
- InChI
- InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
- InChIKey
- RTRQQBHATOEIAF-UUOKFMHZSA-N
- IUPAC name
- 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
Protein tyrosine phosphatase 1B (PTP1B) is an enzyme involved in the dephosphorylation of tyrosine residues in proteins. Known also as PTPN1 this protein has a molecular weight of approximately 50 kDa. PTP1B is widely expressed in tissues but is highly present in the liver muscle and adipose tissue. It plays a critical role in regulating signal transduction pathways by removing phosphate groups from phosphotyrosine residues on target proteins. This action generally serves as a 'turn-off' switch for various signaling pathways.
- Biological function summary
PTP1B plays important roles in glucose and lipid metabolism. It is not generally considered a part of a complex functioning instead as a singular enzyme. Its main action involves the negative regulation of the insulin signaling pathway by dephosphorylating the insulin receptor as well as its associated substrates. This regulation helps maintain normal levels of insulin sensitivity influencing cellular glucose uptake and metabolism.
- Pathways
PTP1B has important functions in the insulin and leptin signaling pathways. It has a regulatory influence in these pathways affecting key metabolic processes. In the insulin signaling pathway PTP1B closely interacts with the insulin receptor as well as with insulin receptor substrates (IRS). Its dephosphorylating activity can lead to decreased insulin sensitivity. In the leptin pathway PTP1B modulates leptin signaling by dephosphorylating the Janus kinase 2 (JAK2) another protein involved in the control of energy balance and metabolism.
- Associated diseases and disorders
Excessive activity of PTP1B links with disorders such as type 2 diabetes and obesity. Overactivity of PTP1B can lead to insulin resistance contributing to the pathogenesis of type 2 diabetes. In obesity PTP1B may interfere with the normal activity of leptin a hormone critical for regulating energy balance. Its interaction with the insulin receptor and JAK2 makes PTP1B a target for therapeutic interventions aimed at improving insulin sensitivity and energy homeostasis.
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Chemical Structure - AICAR (Acadesine/AICA riboside), AMPK activator (ab120358)
2D chemical structure image of ab120358, AICAR (Acadesine/AICA riboside), AMPK activator
Functional Studies - AICAR (Acadesine/AICA riboside), AMPK activator (ab120358)
ab39400 staining AMPK alpha 1 (phospho S496) in HepG2 cells treated with AICAR (ab120358), by ICC/IF. Increase in AMPK alpha 1 (phospho S496) expression correlates with increased concentration of AICAR, as described in literature.
The cells were incubated at 37°C for 1h in media containing different concentrations of ab120358 (AICAR) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab39400 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
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