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β-Apo-13-carotenone

Catalog No. T13431   CAS 17974-57-1
Synonyms: D'Orenone

β-Apo-13-carotenone is a naturally occurring β-apocarotenoid, and is a RXRα antagonist.

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β-Apo-13-carotenone Chemical Structure
β-Apo-13-carotenone, CAS 17974-57-1
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Biological Description
Chemical Properties
Storage & Solubility Information
Description β-Apo-13-carotenone is a naturally occurring β-apocarotenoid, and is a RXRα antagonist.
In vitro In homogenates of intestinal mucosa of rat, β-apo-13-Carotenone is identified as enzymatic cleavage products of β-carotene. β-apo-13-carotenone is antagonize the activation of RXRα by 9-cis-retinoic acid and is effective at concentrations as low as 1nM. Molecular modeling studies reveal that β-apo-13-carotenone makes molecular interactions like an antagonist of RXRα[1]. β-apo-13-carotenone competes for 9cRA binding to RXRα with an affinity (7–8 nM) identical to 9cRA itself. β-apo-13-carotenone antagonizes 9cRA activation of full-length hRXRα with a similar efficiency as the known antagonist UVI3003. β-apo-13-carotenone induces formation of the RXRα transcriptionally silent tetramer but does not inhibit coactivator recruitment to the isolated LBD[2].
Synonyms D'Orenone
Molecular Weight 258.4
Formula C18H26O
CAS No. 17974-57-1

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 33.33 mg/mL (128.99 mM), Sonication is recommended.

TargetMolReferences and Literature

1. Eroglu A, et al. The eccentric cleavage product of β-carotene, β-apo-13-carotenone, functions as an antagonist of RXRα. Arch Biochem Biophys. 2010 Dec 1;504(1):11-6. 2. Sun J, et al. β-Apo-13-carotenone regulates retinoid X receptor transcriptional activity through tetramerization of the receptor. J Biol Chem. 2014 Nov 28;289(48):33118-24. 3. Wang CX, et al. Actions of β-apo-carotenoids in differentiating cells: differential effects in P19 cells and 3T3-L1 adipocytes. Arch Biochem Biophys. 2015 Apr 15;572:2-10.

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Keywords

β-Apo-13-carotenone 17974-57-1 Others β Apo 13 carotenone beta-Apo-13-carotenone b-Apo-13-carotenone βApo13carotenone D'Orenone inhibitor inhibit

 

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