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4'-bromo-Resveratrol

Catalog No.GC17922

Sirt1 and Sirt3 inhibitor

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4'-bromo-Resveratrol Chemical Structure

Cas No.: 1224713-90-9

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1mg
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5mg
$79.00
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10mg
$126.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

4'-bromo-Resveratrol is a Sirt1 and Sirt3 inhibitor.

Sirtuins are protein deacetylases regulating aging processes and many physiological functions. Resveratrol activates human Sirt1 and inhibits Sirt3, and can mimic calorie restriction effects including lifespan extension in lower organisms.

In vitro: Sirtuin modulation was studied by using 4’-bromo-resveratrol in a previous study. 4’-bromo-Resveratrol inhibited Sirt3 with much higher potency than resveratrol, and it also inhibited rather than activated Sirt1. Crystal structures of human Sirt3/peptide complexes of 4’ -bromo-resveratrol identified two binding sites. An internal site caused the potent inhibitory effect. 4’-bromo-Resveratrol interfered with NAD+ and substrate peptide binding, and it extended its bromo-phenyl group in a unrecognized site pocket. The second binding site for 4’-bromo-resveratrol was found to be located on the surface of Sirt3 and connected via two helices to peptide-binding active site loops. In Sirt1, this site appeared to comprise a residue that was essential for its activation by small molecules and 4’-bromo-resveratrol therefore constituted a candidate for the long-sought allosteric Sirt1 activator binding site [1].

In vivo: So far, there is no animal in vivo data for 4'-bromo-resveratrol.

Clinical trial: Up to now, 4'-bromo-resveratrol is still in the preclinical development stage.

Reference:
[1] Nguyen GT, Gertz M, Steegborn C.  Crystal structures of Sirt3 complexes with 4'-bromo-resveratrol reveal binding sites and inhibition mechanism. Chem Biol. 2013 Nov 21;20(11):1375-85.

Chemical Properties

Cas No. 1224713-90-9 SDF
Chemical Name 5-[(1E)-2-(4-bromophenyl)ethenyl]-1,3-benzenediol
Canonical SMILES OC1=CC(O)=CC(/C=C/C2=CC=C(Br)C=C2)=C1
Formula C14H11BrO2 M.Wt 291.1
Solubility ≤50mg/ml in ethanol;50mg/ml in DMSO;100mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.4352 mL 17.1762 mL 34.3525 mL
5 mM 0.687 mL 3.4352 mL 6.8705 mL
10 mM 0.3435 mL 1.7176 mL 3.4352 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 39 reference(s) in Google Scholar.)

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