Description
Key facts
CAS number:49843-98-3,
Purity:>97%,
Form:SolidSee storage information,
Molecular weight:248.71 Da,
Molecular formula:C13H13ClN2O,
PubChem:5113032,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mMSoluble 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
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-It is important to note that this product is reported to be light sensitive, Store in the dark, Store under desiccating conditions
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
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.
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.
