Catalog Number: 2780
Chemical Name: 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
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.
Technical Data
  • M.Wt:
    248.71
  • Formula:
    C13H13ClN2O
  • Solubility:
    Soluble to 75 mM in DMSO and to 50 mM in ethanol
  • Purity:
    >98%
  • Storage:
    Store at +4°C
  • CAS No:
    49843-98-3
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.
Background References
  1. Inhibition of SIRT1 catalytic activity increases p53 acetylation but does not alter cell survival following DNA damage.
    Solomon et al.
    Mol.Cell.Biol., 2006;26:28
  2. Discovery of indoles as potent and selective inhibitors of the deacetylase SIRT1.
    Napper et al.
    J.Med.Chem., 2005;48:8045
  3. 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.
    Zhao et al.
    J.Med.Chem., 2013;56:963
Citations:

The citations listed below are publications that use Tocris products. Selected citations for EX 527 include:

19 Citations: Showing 1 - 10
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  1. Evidence for a neuroprotective microRNA pathway in amnestic mild cognitive impairment.
    Authors: Weinberg Et al.
    Front Neurosci 2015;9:430
  2. SIRT1 deacetylates and stabilizes hypoxia-inducible factor-1α (HIF-1α) via direct interactions during hypoxia.
    Authors: Joo Et al.
    J Exp Med 2015;462:294
  3. SIRT1 deacetylates RORγt and enhances Th17 cell generation.
    Authors: Lim Et al.
    Mol Cell Biol 2015;212:607
  4. Mir-34a mimics are potential therapeutic agents for p53-mutated and chemo-resistant brain tumour cells.
    Authors: Fan Et al.
    PLoS One 2014;9:e108514
  5. Regulation of neurons in the dorsal motor nucleus of the vagus by SIRT1.
    Authors: Jiang and Zsombok
    Front Neurosci 2014;7:270
  6. Interferon regulatory factor 9 is critical for neointima formation following vascular injury.
    Authors: Zhang Et al.
    Nat Commun 2014;5:5160
  7. A critical role for interferon regulatory factor 9 in cerebral ischemic stroke.
    Authors: Chen Et al.
    J Neurosci 2014;34:11897
  8. Defective expression of SIRT1 contributes to sustain inflammatory pathways in the gut.
    Authors: Caruso Et al.
    Mucosal Immunol 2014;
  9. Impaired cardiac SIRT1 activity by carbonyl stress contributes to aging-related ischemic intolerance.
    Authors: Gu Et al.
    PLoS One 2013;8:e74050
  10. SirT1 mediates hyperbaric oxygen preconditioning-induced ischemic tolerance in rat brain.
    Authors: Yan Et al.
    J Cereb Blood Flow Metab 2013;33:396
  11. A high-confidence interaction map identifies SIRT1 as a mediator of acetylation of USP22 and the SAGA coactivator complex.
    Authors: Armour Et al.
    Proc Natl Acad Sci U S A 2013;33:1487
  12. Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins.
    Authors: Pietrocola Et al.
    Cell Cycle 2012;11:3851
  13. Coronavirus nsp6 proteins generate autophagosomes from the endoplasmic reticulum via an omegasome intermediate.
    Authors: Cottam Et al.
    Autophagy 2011;7:1335
  14. Resveratrol reverses monocrotaline-induced pulmonary vascular and cardiac dysfunction: a potential role for atrogin-1 in smooth muscle.
    Authors: Paffett Et al.
    Vascul Pharmacol 2011;56:64
  15. SIRT1 deacetylates the DNA methyltransferase 1 (DNMT1) protein and alters its activities.
    Authors: Peng Et al.
    Mol Cell Biol 2011;31:4720
  16. NAD+-dependent SIRT1 deacetylase participates in epigenetic reprogramming during endotoxin tolerance.
    Authors: Liu Et al.
    J Biol Chem 2011;286:9856
  17. Purkinje cell-specific males absent on the first (mMof) gene deletion results in an ataxia-telangiectasia-like neurological phenotype and backward walking in mice.
    Authors: Kumar Et al.
    Front Mol Neurosci 2011;108:3636
  18. Transcriptional corepressor SMILE recruits SIRT1 to inhibit nuclear receptor estrogen receptor-related receptor gamma transactivation.
    Authors: Xie Et al.
    J Biol Chem 2009;284:28762
  19. STAT3 inhibition of gluconeogenesis is downregulated by SirT1.
    Authors: Nie Et al.
    Nat Cell Biol 2009;11:492
Expand to show all 19 Citations

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