EX 527

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Cat.No. 2780 - EX 527 | C13H13ClN2O | CAS No. 49843-98-3
Description: Selective SIRT1 inhibitor
Chemical Name: 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
Purity: ≥98% (HPLC)
Citations (19)

Biological Activity

Selective inhibitor of SIRT1 that does not inhibit histone deacetylase (HDAC) or other sirtuin deacetylase family members (IC50 values are 98, 19600, 48700, > 100000 and > 100000 nM for SIRT1, SIRT2, SIRT3, HDAC and NADase respectively). Enhances p53 acetylation in response to DNA damaging agents.

Compound Libraries

EX 527 is also offered as part of the Tocriscreen Epigenetics Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 248.71
Formula C13H13ClN2O
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 49843-98-3
PubChem ID 5113032
Smiles ClC1=CC=C(NC3=C2CCCC3C(N)=O)C2=C1

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 18.65 75
ethanol 12.44 50

Preparing Stock Solutions

The following data is based on the product molecular weight 248.71. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.02 mL 20.1 mL 40.21 mL
5 mM 0.8 mL 4.02 mL 8.04 mL
10 mM 0.4 mL 2.01 mL 4.02 mL
50 mM 0.08 mL 0.4 mL 0.8 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet


References are publications that support the products' biological activity.

Solomon et al (2006) Inhibition of SIRT1 catalytic activity increases p53 acetylation but does not alter cell survival following DNA damage. Mol.Cell.Biol. 26 28 PMID: 16354677

Napper et al (2005) Discovery of indoles as potent and selective inhibitors of the deacetylase SIRT1. J.Med.Chem. 48 8045 PMID: 16335928

Zhao et al (2013) The 2.5 Å crystal structure of the SIRT1 catalytic domain bound to nicotinamide adenine dinucleotide (NAD+) and an indole (EX527 analogue) reveals a novel mechanism of histone deacetylase inhibition. J.Med.Chem. 56 963 PMID: 23311358

If you know of a relevant reference for EX 527, please let us know.

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View all Sir 2-like Family Deacetylase Inhibitors

Keywords: EX 527, supplier, Selective, SIRT1, inhibitors, inhibits, Sirtuin, Sir2-like, Family, Deacetylases, EX527, Selisistat, Sir2-like, Family, Deacetylases, Sir2-like, Family, Deacetylases, Tocris Bioscience

19 Citations for EX 527

Citations are publications that use Tocris products. Selected citations for EX 527 include:

Weinberg et al (2015) Evidence for a neuroprotective microRNA pathway in amnestic mild cognitive impairment. Front Neurosci 9 430 PMID: 26594146

Joo et al (2015) SIRT1 deacetylates and stabilizes hypoxia-inducible factor-1α (HIF-1α) via direct interactions during hypoxia. J Exp Med 462 294 PMID: 25979359

Lim et al (2015) SIRT1 deacetylates RORγt and enhances Th17 cell generation. Mol Cell Biol 212 607 PMID: 25918343

Caruso et al (2014) Defective expression of SIRT1 contributes to sustain inflammatory pathways in the gut. Mucosal Immunol PMID: 24850427

Jiang and Zsombok (2014) Regulation of neurons in the dorsal motor nucleus of the vagus by SIRT1. Front Neurosci 7 270 PMID: 24454277

Chen et al (2014) A critical role for interferon regulatory factor 9 in cerebral ischemic stroke. J Neurosci 34 11897 PMID: 25186738

Fan et al (2014) Mir-34a mimics are potential therapeutic agents for p53-mutated and chemo-resistant brain tumour cells. PLoS One 9 e108514 PMID: 25250818

Zhang et al (2014) Interferon regulatory factor 9 is critical for neointima formation following vascular injury. Nat Commun 5 5160 PMID: 25319116

Yan et al (2013) SirT1 mediates hyperbaric oxygen preconditioning-induced ischemic tolerance in rat brain. J Cereb Blood Flow Metab 33 396 PMID: 23299244

Gu et al (2013) Impaired cardiac SIRT1 activity by carbonyl stress contributes to aging-related ischemic intolerance. PLoS One 8 e74050 PMID: 24040162

Armour et al (2013) A high-confidence interaction map identifies SIRT1 as a mediator of acetylation of USP22 and the SAGA coactivator complex. Proc Natl Acad Sci U S A 33 1487 PMID: 23382074

Pietrocola et al (2012) Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins. Cell Cycle 11 3851 PMID: 23070521

Liu et al (2011) NAD+-dependent SIRT1 deacetylase participates in epigenetic reprogramming during endotoxin tolerance. J Biol Chem 286 9856 PMID: 21245135

Peng et al (2011) SIRT1 deacetylates the DNA methyltransferase 1 (DNMT1) protein and alters its activities. Mol Cell Biol 31 4720 PMID: 21947282

Paffett et al (2011) Resveratrol reverses monocrotaline-induced pulmonary vascular and cardiac dysfunction: a potential role for atrogin-1 in smooth muscle. Vascul Pharmacol 56 64 PMID: 22146233

Cottam et al (2011) Coronavirus nsp6 proteins generate autophagosomes from the endoplasmic reticulum via an omegasome intermediate. Autophagy 7 1335 PMID: 21799305

Kumar et al (2011) Purkinje cell-specific males absent on the first (mMof) gene deletion results in an ataxia-telangiectasia-like neurological phenotype and backward walking in mice. Front Mol Neurosci 108 3636 PMID: 21321203

Xie et al (2009) Transcriptional corepressor SMILE recruits SIRT1 to inhibit nuclear receptor estrogen receptor-related receptor gamma transactivation. J Biol Chem 284 28762 PMID: 19690166

Nie et al (2009) STAT3 inhibition of gluconeogenesis is downregulated by SirT1. Nat Cell Biol 11 492 PMID: 19295512

Do you know of a great paper that uses EX 527 from Tocris? If so please let us know.

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