MW 248.71 Da, Purity >97%. Selective, cell-permeable SIRT1 Inhibitor. (IC50= 98 nM, 19.6, 48.7 and > 100 μM for SIRT1, SIRT2, SIRT3, HDAC and NADase respectively). Shows no effect at other HDACs or SIRTs. Enhances p53 acetylation in response to DNA damaging agents.
Images
Publications
Filter by
- Journal of food biochemistry 46:e144632022Resveratrol inhibits hepatic stellate cell activation by regulating autophagy and apoptosis through the SIRT1 and JNK signaling pathways.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJing Zhang,Jian Ping,Na Jiang,Lieming XuPubMed 36314441
- The FEBS journal 290:1596-16242022Early loss of endogenous NAD following rotenone treatment leads to mitochondrial dysfunction and Sarm1 induction that is ameliorated by PARP inhibition.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAnkita Sarkar,Sourav Dutta,Malinki Sur,Semanti Chakraborty,Puja Dey,Piyali MukherjeePubMed 36239430
- Oxidative medicine and cellular longevity 2022:74444302022Fucoxanthin Attenuates Oxidative Damage by Activating the Sirt1/Nrf2/HO-1 Signaling Pathway to Protect the Kidney from Ischemia-Reperfusion Injury.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHu Mao,Lei Wang,Yufeng Xiong,Guanjun Jiang,Xiuheng LiuPubMed 35126819
- Oxidative medicine and cellular longevity 2021:88891952021Downregulation of miR-128 Ameliorates Ang II-Induced Cardiac Remodeling via SIRT1/PIK3R1 Multiple Targets.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHeqin Zhan,Feng Huang,Qian Niu,Mingli Jiao,Xumeng Han,Kaina Zhang,WenZhuo Ma,Shan Mi,Shiyu Guo,Zhenghang ZhaoPubMed 34646427
- Brain and behavior 11:e23352021Neuroprotective effects of metformin on cerebral ischemia-reperfusion injury by regulating PI3K/Akt pathway.Applications:Unspecified applicationReactive species:Unspecified reactive speciesCailian Ruan,Hongtao Guo,Jiaqi Gao,Yiwei Wang,Zhiyong Liu,Jinyi Yan,Xiaoji Li,Haixia LvPubMed 34473417
- The Prostate 81:1179-11902021Melatonin attenuates prostatic inflammation and pelvic pain via Sirt1-dependent inhibition of the NLRP3 inflammasome in an EAP mouse model.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJing Chen,Li-Gang Zhang,He-Xi Du,Chang-Sheng Zhan,Yi Liu,Meng Zhang,Xian-Guo Chen,Long-Ping Wen,Li Zhang,Chao-Zhao LiangPubMed 34418127
- Molecular medicine reports 22:2219-22262020Suppression of sirtuin 1 alleviates airway inflammation through mTOR‑mediated autophagy.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYuanyuan Wu et. al.PubMed 32705226
- Journal of diabetes research 2020:10801522020N-Methylnicotinamide Improves Hepatic Insulin Sensitivity via Activation of SIRT1 and Inhibition of FOXO1 Acetylation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJingfan Zhang et. al.PubMed 32280711
- CNS neuroscience & therapeutics 25:1151-11612019Secukinumab attenuates reactive astrogliosis via IL-17RA/(C/EBPβ)/SIRT1 pathway in a rat model of germinal matrix hemorrhage.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSheng-Peng Liu et. al.PubMed 31020769
Key facts
- CAS number
- 49843-98-3
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 248.71 Da
- Molecular formula
- C13H13ClN2O
- PubChem identifier
- 5113032
- Nature
- Synthetic
Alternative names
75SirT1, FLJ35621, FLJ37491, HST2, HST2, S. cerevisiae, homolog of, Mitochondrial nicotinamide adenine dinucleotide dependent deacetylase, NAD dependent deacetylase sirtuin 3 mitochondrial, NAD dependent protein deacetylase sirtuin 1, NAD-dependent deacetylase sirtuin-1, NAD-dependent deacetylase sirtuin-2, NAD-dependent protein deacetylase sirtuin-2, NAD-dependent protein deacetylase sirtuin-3, mitochondrial, OTTHUMP00000198111, OTTHUMP00000198112, Regulatory protein SIR2 homolog 1, Regulatory protein SIR2 homolog 2, Regulatory protein SIR2 homolog 3, SIR1_HUMAN, SIR2 L3, SIR2 like 1, SIR2, S. cerevisiae, homolog-loke 2, SIR2, S.cerevisiae, homolog-like 1, SIR2-like protein 1, SIR2-like protein 2, SIR2-like protein 3, SIR2ALPHA, SIR2L, SIR2L1, SIR2L2, SIR3_HUMAN, SIRT 2, SIRT2_HUMAN, Silencing information regulator 2 like, Silent information regulator 2, Silent mating type information regulation 2 S.cerevisiae homolog 3, Sir 2 like 3, Sir2 related protein type 2, SirtT1 75 kDa fragment, Sirtuin (silent mating type information regulation 2 homolog) 1 (S. cerevisiae), Sirtuin (silent mating type information regulation 2 homolog) 2 (S.cerevisiae), Sirtuin 1, Sirtuin 2, Sirtuin 3, Sirtuin silent mating type information regulation 2 homolog 3 (S. cerevisiae), Sirtuin type 1, Sirtuin type 2, Sirtuin type 3, hSIR2, hSIRT 3, hSIRT1
Recommended products
MW 248.71 Da, Purity >97%. Selective, cell-permeable SIRT1 Inhibitor. (IC50= 98 nM, 19.6, 48.7 and > 100 μM for SIRT1, SIRT2, SIRT3, HDAC and NADase respectively). Shows no effect at other HDACs or SIRTs. Enhances p53 acetylation in response to DNA damaging agents.
Key facts
- CAS number
- 49843-98-3
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 248.71 Da
- Molecular formula
- C13H13ClN2O
- PubChem identifier
- 5113032
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
Soluble in ethanol to 100 mM.
- Biochemical name
- 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
- Biological description
Selective, cell-permeable SIRT1 Inhibitor. (IC50= 98 nM, 19.6, 48.7 and > 100 μM for SIRT1, SIRT2, SIRT3, HDAC and NADase respectively). Shows no effect at other HDACs or SIRTs. Enhances p53 acetylation in response to DNA damaging agents.
- Canonical SMILES
- C1CC(C2=C(C1)C3=C(N2)C=CC(=C3)Cl)C(=O)N
- InChI
- InChI=1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)
- InChIKey
- FUZYTVDVLBBXDL-UHFFFAOYSA-N
- IUPAC name
- 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-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
- It is important to note that this product is reported to be light sensitive, Store in the dark, Store under desiccating conditions
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
SIRT1 SIRT2 and SIRT3 are members of the sirtuin family of proteins also known as Sir2-like proteins which participate in cellular regulation processes. These proteins function as NAD+-dependent deacetylases meaning they remove acetyl groups from protein substrates using NAD+ as a cofactor. SIRT1 is a well-studied protein with a molecular mass of approximately 120 kDa and is expressed in various tissues including the brain liver muscle and heart. SIRT2 and SIRT3 also play roles in cellular processes and are found in different cellular compartments such as the cytoplasm and mitochondria respectively.
- Biological function summary
These sirtuins are significant in regulating diverse cellular functions like metabolism aging stress response and inflammation. SIRT1 is involved in deacetylating histones and is part of larger chromatin remodeling complexes. SIRT2 mostly resides in the cytoplasm and influences the cell cycle while SIRT3 acts in the mitochondria to regulate reactive oxygen species production and energy metabolism. These functions establish them as important players in maintaining cellular homeostasis and adaptative responses to changing cellular environments.
- Pathways
SIRT1 SIRT2 and SIRT3 play critical roles in vital pathways related to insulin signaling and oxidative stress response. SIRT1 interacts with the PGC-1α pathway which is key in regulating mitochondrial biogenesis and fatty acid oxidation. SIRT3 is actively involved in the antioxidant defense system aiding in the deacetylation of forkhead box proteins particularly FOXO3a. SIRT2's scope extends to influence the regulation of the AMP-activated protein kinase (AMPK) signaling pathway intersecting with cellular energy balance and stress responses.
- Associated diseases and disorders
SIRT1 SIRT2 and SIRT3 have associations with several metabolic and neurodegenerative diseases including type 2 diabetes and Alzheimer's disease. SIRT1 is linked with protective roles in diabetes by enhancing insulin sensitivity through interaction with FOXO proteins and influencing glucose metabolism. SIRT2 has connections to neurodegenerative conditions like Alzheimer's through its involvement in amyloid-beta peptide processing. SIRT3 offers protective effects in age-related disorders by regulating mitochondrial function and managing oxidative stress displaying interactions with key mitochondrial enzymes. These insights into their roles suggest potential for therapeutic targets possibly through selective inhibition or activation of these sirtuins.
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.
2 product images
Chemical Structure - EX-527, SIRT1 Inhibitor (ab141506)
2D chemical structure image of ab141506, EX-527, SIRT1 Inhibitor
Functional Studies - EX-527, SIRT1 Inhibitor (ab141506)
Time course of SIRT1-substrate deacetylation by recombinant SIRT1 in the presence of EX-527.
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