MW 465.3 Da, Purity >98%. Potent, highly selective aminopyrimidine GSK3 inhibitor (IC50 values are 6.7 and 10 nM at GSK3β and GSK3α, respectively). Exhibits >500-fold selectivity for GSK3 against 20 closely related protein kinases and >800-fold selectivity for 23 additional enzymes and 22 receptors. Promotes self-renewal of mouse and human ESC due to β-catenin and c-Myc protein level stabilization. Commonly used in multiple stages of organoid generation.
Images
Publications
Filter by
- International journal of molecular sciences 24:2023A Strainer-Based Platform for the Collection and Immunolabeling of Porcine Epidemic Diarrhea Virus-Infected Porcine Intestinal Organoid.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYinju Liu,Jinlong Tan,Nianzhang Zhang,Wenhui Li,Baoquan FuPubMed 37958655
- Cell reports 40:1111362022HOTAIR interacts with PRC2 complex regulating the regional preadipocyte transcriptome and human fat distribution.Applications:Unspecified applicationReactive species:Unspecified reactive speciesFeng-Chih Kuo,Matt J Neville,Rugivan Sabaratnam,Agata Wesolowska-Andersen,Daniel Phillips,Laura B L Wittemans,Andrea D van Dam,Nellie Y Loh,Marijana Todorčević,Nathan Denton,Katherine A Kentistou,Peter K Joshi,Constantinos Christodoulides,Claudia Langenberg,Philippe Collas,Fredrik Karpe,Katherine E PinnickPubMed 35905723
- Nature communications 13:27912022RNA splicing is a key mediator of tumour cell plasticity and a therapeutic vulnerability in colorectal cancer.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAdam E Hall,Sebastian Öther-Gee Pohl,Patrizia Cammareri,Stuart Aitken,Nicholas T Younger,Michela Raponi,Caroline V Billard,Alfonso Bolado Carrancio,Aslihan Bastem,Paz Freile,Fiona Haward,Ian R Adams,Javier F Caceres,Paula Preyzner,Alex von Kriegsheim,Malcolm G Dunlop,Farhat V Din,Kevin B MyantPubMed 35589755
- Development (Cambridge, England) 149:2022Epha1 is a cell-surface marker for the neuromesodermal competent population.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLuisa de Lemos,André Dias,Ana Nóvoa,Moisés MalloPubMed 35299237
- FASEB journal : official publication of the Federation of American Societies for Experimental Biology 35:e218832021Mechanosensitive miR-100 coordinates TGFβ and Wnt signaling in osteocytes during fluid shear stress.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNeha S Dole,Jihee Yoon,David A Monteiro,Jason Yang,Courtney M Mazur,Serra Kaya,Cassandra D Belair,Tamara AllistonPubMed 34569659
- Cancer research 80:3631-36482020A Pygopus 2-Histone Interaction Is Critical for Cancer Cell Dedifferentiation and Progression in Malignant Breast Cancer.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMeera Saxena,Ravi K R Kalathur,Natalia Rubinstein,Andrea Vettiger,Nami Sugiyama,Melanie Neutzner,Mairene Coto-Llerena,Venkatesh Kancherla,Caner Ercan,Salvatore Piscuoglio,Jonas Fischer,Ernesta Fagiani,Claudio Cantù,Konrad Basler,Gerhard ChristoforiPubMed 32586983
- Nature protocols 14:1991-20142019Derivation and maintenance of mouse haploid embryonic stem cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesUlrich Elling et. al.PubMed 31160788
- Nature communications 10:872019ATM orchestrates the DNA-damage response to counter toxic non-homologous end-joining at broken replication forks.Applications:Unspecified applicationReactive species:Unspecified reactive speciesGabriel Balmus et. al.PubMed 30622252
- International journal of molecular sciences 18:2017Differential Sarcomere and Electrophysiological Maturation of Human iPSC-Derived Cardiac Myocytes in Monolayer vs. Aggregation-Based Differentiation Protocols.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDorota Jeziorowska et. al.PubMed 28587156
- Biofabrication 9:0150022016Economic 3D-printing approach for transplantation of human stem cell-derived β-like cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJiwon Song et. al.PubMed 27906687
Key facts
- CAS number
- 252917-06-9
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 465.3 Da
- Molecular formula
- C22H18Cl2N8
- PubChem identifier
- 9956119
- Nature
- Synthetic
Target data
Alternative names
1,8-cineole 2-exo-monooxygenase, AI327312, Albendazole monooxygenase, Albendazole sulfoxidase, CCNB, CCNB1_HUMAN, CCNB2_HUMAN, CDC28A, CDK1_HUMAN, CDKN1, CELL CYCLE CONTROLLER CDC2, CP33, CP34, CP3A4_HUMAN, CYCB3, CYP3, CYP3A, CYP3A3, CYP3A4, CYPIIIA3, CYPIIIA4, Catabolin, Cdc 2, Cell Divsion Cycle 2 Protein, Cell cycle regulated protein kinase, Cell division control protein 2, Cell division control protein 2 homolog, Cell division cycle 2 G1 to S and G2 to M, Cell division protein kinase 1, CycB2, Cyclin B1, Cyclin B2, Cyclin-dependent kinase 1, Cytochrome P450 3A3, Cytochrome P450 3A4, Cytochrome P450 HLp, Cytochrome P450 NF-25, Cytochrome P450 family 3 subfamily A polypeptide 4, Cytochrome P450 subfamily IIIA polypeptide 4, Cytochrome P450-PCN1, DKFZp686D0638, DKFZp686L20222, ERK-2, ERT1, Extracellular signal-regulated kinase 2, G2 mitotic specific cyclin B1, G2 mitotic specific cyclin B2, G2/mitotic specific cyclin B3, G2/mitotic-specific cyclin-B1, G2/mitotic-specific cyclin-B2, GSK-3 alpha, GSK-3 beta, GSK3A_HUMAN, GSK3B_HUMAN, GSK3beta isoform, Glucocorticoid inducible P450, Glycogen synthase kinase-3 alpha, Glycogen synthase kinase-3 beta, H1, HLP, HPK 38, HsT17299, IFN beta inducing factor, IL 1, IL-1 beta, IL1B_HUMAN, IL1F2, Interleukin 1 beta precursor, Interleukin-1 beta, KIAA0175, Likely ortholog of maternal embryonic leucine zipper kinase, MAP kinase 1, MAP kinase 2, MAP kinase isoform p42, MAPK 1, MELK_HUMAN, MGC108931, MGC111195, MGC126680, MGC140694, MK01_HUMAN, MPK38, Maternal embryonic leucine zipper kinase, Mitogen-activated protein kinase 1, Mitogen-activated protein kinase 2, NF 25, Nifedipine oxidase, OAF, OTTHUMP00000021377, OTTHUMP00000046113, OTTHUMP00000162031, Osteoclast activating factor, P34CDC2, P38, P41, P450 III steroid inducible, P450 PCN1, P450, family III, P450C3, PLK, PLK1_HUMAN, PRKM 2, PRKM1, Polo-like kinase 1, Preinterleukin 1 beta, Preinterleukin beta, Pro interleukin 1 beta, Protein kinase Eg3, Protein kinase PK38, Quinine 3-monooxygenase, RP23 382O11.1, STPK 13, Serine/threonine protein kinase GSK3A, Serine/threonine-protein kinase 13, Serine/threonine-protein kinase GSK3B, Serine/threonine-protein kinase PLK1, Taurochenodeoxycholate 6-alpha-hydroxylase, Tyrosine protein kinase MELK, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 3, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 4, hMELK, mKIAA0175, p34 Cdk1, p34 protein kinase, p42-MAPK, pEg3 kinase, protein kinase, mitogen-activated, 1, protein kinase, mitogen-activated, 2, protein tyrosine kinase ERK2
Recommended products
MW 465.3 Da, Purity >98%. Potent, highly selective aminopyrimidine GSK3 inhibitor (IC50 values are 6.7 and 10 nM at GSK3β and GSK3α, respectively). Exhibits >500-fold selectivity for GSK3 against 20 closely related protein kinases and >800-fold selectivity for 23 additional enzymes and 22 receptors. Promotes self-renewal of mouse and human ESC due to β-catenin and c-Myc protein level stabilization. Commonly used in multiple stages of organoid generation.
Key facts
- CAS number
- 252917-06-9
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 465.3 Da
- Molecular formula
- C22H18Cl2N8
- PubChem identifier
- 9956119
- Nature
- Synthetic
- Biochemical name
- 6-((2-((4-(2,4-Dichlorophenyl)-5-(4-methyl-1H-imidazol-2-yl)pyrimidin-2-yl)amino)ethyl)amino)nicotinonitrile
- Biological description
Potent, highly selective aminopyrimidine GSK3 inhibitor (IC50 values are 6.7 and 10 nM at GSK3β and GSK3α, respectively). Exhibits >500-fold selectivity for GSK3 against 20 closely related protein kinases and >800-fold selectivity for 23 additional enzymes and 22 receptors. Promotes self-renewal of mouse and human ESC due to β-catenin and c-Myc protein level stabilization. Commonly used in multiple stages of organoid generation.
- Canonical SMILES
- CC1=CN=C(N1)C2=CN=C(N=C2C3=C(C=C(C=C3)Cl)Cl)NCCNC4=NC=C(C=C4)C#N
- InChI
- InChI=1S/C22H18Cl2N8/c1-13-10-29-21(31-13)17-12-30-22(32-20(17)16-4-3-15(23)8-18(16)24)27-7-6-26-19-5-2-14(9-25)11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)(H,29,31)(H,27,30,32)
- InChIKey
- AQGNHMOJWBZFQQ-UHFFFAOYSA-N
- IUPAC name
- 6-[2-[[4-(2,4-dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)pyrimidin-2-yl]amino]ethylamino]pyridine-3-carbonitrile
Storage
- Shipped at conditions
- Blue 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
Glycogen synthase kinase 3 beta (GSK3β) and glycogen synthase kinase 3 alpha (GSK3α) are serine/threonine protein kinases involved in various cellular processes. GSK3β weighs approximately 47 kDa while GSK3α is around 51 kDa. These proteins are expressed in various tissues including brain heart and liver. GSK3 isoforms act as key regulators in signaling pathways by phosphorylating target proteins affecting their function and stability. Alternative names for GSK3 include GSK-3β and GSK-3α respectively.
- Biological function summary
The kinases play essential roles in cellular functions like glycogen metabolism cell cycle regulation and apoptosis. GSK3 proteins often function as part of larger enzyme complexes influencing cellular responses to external signals. They bind to numerous substrates impacting processes such as glucose homeostasis and neuron function. Dramatic changes in GSK3 activity can disrupt these biological processes highlighting their importance.
- Pathways
These kinases are integral components of the Wnt/β-catenin and insulin signaling pathways. In the Wnt pathway GSK3 is involved in β-catenin phosphorylation affecting its degradation and transcriptional activity. In the insulin pathway GSK3 influences glycogen synthesis by phosphorylating and regulating glycogen synthase. Both pathways highlight how GSK3 interacts with other proteins such as adenomatous polyposis coli (APC) and axin to coordinate cellular activities.
- Associated diseases and disorders
GSK3 has links to conditions like Alzheimer's disease and diabetes mellitus. Dysregulation of GSK3 activity is observed in Alzheimer's disease where abnormal GSK3 signaling contributes to tau hyperphosphorylation and neurofibrillary tangle formation. In diabetes altered GSK3 function affects insulin signaling pathways influencing glucose metabolism. GSK3's involvement in these diseases often connects it to proteins like tau in Alzheimer's and insulin receptor substrate 1 (IRS1) in diabetes.
Product promise
We are dedicated to supporting your work with high quality reagents and we are here for you every step of the way should you need us.
In the unlikely event of one of our products not working as expected, you are covered by our product promise.
Full details and terms and conditions can be found here:
Terms & Conditions.
1 product image
Chemical Structure - CHIR99021, GSK3 inhibitor (ab120890)
2D chemical structure image of ab120890, CHIR99021, GSK3 inhibitor
Downloads
Product protocols
- Visit the general protocols
- Visit troubleshooting
Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.
For licensing inquiries, please contact partnerships@abcam.com