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AB120358

AICAR (Acadesine/AICA riboside), AMPK activator

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(18 Publications)

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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Functional Studies - AICAR (Acadesine/AICA riboside), AMPK activator (AB120358)
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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 (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - AICAR (Acadesine/AICA riboside), AMPK activator (AB120358)
  • Chemical Structure

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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

Key facts

CAS number

2627-69-2

Purity

>98%

Form

Solid

form

Molecular weight

258.23 Da

Molecular formula

C<sub>9</sub>H<sub>1</sub><sub>4</sub>N<sub>4</sub>O<sub>5</sub>

PubChem

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

Properties and storage information

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 information

This supplementary information is collated from multiple sources and compiled automatically.

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.

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.

Product protocols

Publications (18)

Recent publications for all applications. Explore the full list and refine your search

The journal of headache and pain 25:29 PubMed38454376

2024

AMPK activation attenuates central sensitization in a recurrent nitroglycerin-induced chronic migraine mouse model by promoting microglial M2-type polarization.

Applications

Unspecified application

Species

Unspecified reactive species

Guangshuang Lu,Shaobo Xiao,Fanchao Meng,Leyi Zhang,Yan Chang,Jinjing Zhao,Nan Gao,Wenjie Su,Xinghao Guo,Yingyuan Liu,Chenhao Li,Wenjing Tang,Liping Zou,Shengyuan Yu,Ruozhuo Liu

Journal of molecular endocrinology 72: PubMed38194365

2024

AMPK-mTORC1 pathway mediates hepatic IGFBP-1 phosphorylation in glucose deprivation: a potential molecular mechanism of hypoglycemia-induced impaired fetal growth.

Applications

Unspecified application

Species

Unspecified reactive species

Jenica H Kakadia,Muhammad U Khalid,Ilka U Heinemann,Victor K Han

Cells 12: PubMed36980261

2023

AMPK Phosphorylation Impacts Apoptosis in Differentiating Myoblasts Isolated from Atrophied Rat Soleus Muscle.

Applications

Unspecified application

Species

Unspecified reactive species

Natalia A Vilchinskaya,Sergey V Rozhkov,Olga V Turtikova,Timur M Mirzoev,Boris S Shenkman

PLoS neglected tropical diseases 15:e0009435 PubMed34029334

2021

An AMP-activated protein kinase complex with two distinctive alpha subunits is involved in nutritional stress responses in Trypanosoma cruzi.

Applications

Unspecified application

Species

Unspecified reactive species

Tamara Sternlieb,Alejandra C Schoijet,Patricio D Genta,Salomé C Vilchez Larrea,Guillermo D Alonso

Nature communications 11:5711 PubMed33177519

2020

MAVS is energized by Mff which senses mitochondrial metabolism via AMPK for acute antiviral immunity.

Applications

Unspecified application

Species

Unspecified reactive species

Yuki Hanada,Naotada Ishihara,Lixiang Wang,Hidenori Otera,Takaya Ishihara,Takumi Koshiba,Katsuyoshi Mihara,Yoshihiro Ogawa,Masatoshi Nomura

International journal of medical sciences 17:865-873 PubMed32308539

2020

Electric field down-regulates CD9 to promote keratinocytes migration through AMPK pathway.

Applications

Unspecified application

Species

Unspecified reactive species

Ran Ji,Miao Teng,Ze Zhang,Wenping Wang,Qiong Zhang,Yanling Lv,Jiaping Zhang,Xupin Jiang

Cell chemical biology 27:214-222.e4 PubMed31991096

2020

Mechanism of Activation of AMPK by Cordycepin.

Applications

Unspecified application

Species

Unspecified reactive species

Simon A Hawley,Fiona A Ross,Fiona M Russell,Abdelmadjid Atrih,Douglas J Lamont,D Grahame Hardie

Cells 9: PubMed31936169

2020

Metformin Inhibits Tumor Metastasis through Suppressing Hsp90α Secretion in an AMPKα1-PKCγ Dependent Manner.

Applications

Unspecified application

Species

Unspecified reactive species

Yuanchao Gong,Caihong Wang,Yi Jiang,Shaosen Zhang,Shi Feng,Yan Fu,Yongzhang Luo

The Journal of biological chemistry 295:1754-1766 PubMed31901078

2020

14-3-3 proteins protect AMPK-phosphorylated ten-eleven translocation-2 (TET2) from PP2A-mediated dephosphorylation.

Applications

Unspecified application

Species

Unspecified reactive species

Anirban Kundu,Sandeep Shelar,Arindam P Ghosh,Mary Ballestas,Richard Kirkman,Hyeyoung Nam,Garrett J Brinkley,Suman Karki,James A Mobley,Sejong Bae,Sooryanarayana Varambally,Sunil Sudarshan

Diabetes 69:165-180 PubMed31712319

2019

Inhibition of Mitochondrial Calcium Overload by SIRT3 Prevents Obesity- or Age-Related Whitening of Brown Adipose Tissue.

Applications

Unspecified application

Species

Unspecified reactive species

Peng 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 Zhu
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