Michael acceptor containing drugs are a novel class of 5-lipoxygenase inhibitor targeting the surface cysteines C416 and C418 was written by Maucher, Isabelle V.;Ruehl, Michael;Kretschmer, Simon B. M.;Hofmann, Bettina;Kuehn, Benjamin;Fettel, Jasmin;Vogel, Anja;Fluegel, Karsten T.;Manolikakes, Georg;Hellmuth, Nadine;Haefner, Ann-Kathrin;Golghalyani, Vahid;Ball, Ann-Katrin;Piesche, Matthias;Matrone, Carmela;Geisslinger, Gerd;Parnham, Michael J.;Karas, Michael;Steinhilber, Dieter;Roos, Jessica;Maier, Thorsten J.. And the article was included in Biochemical Pharmacology (Amsterdam, Netherlands) in 2017.Related Products of 605-94-7 This article mentions the following:
Recently, we published that nitro-fatty acids (NFA) are potent electrophilic mols. which inhibit 5-lipoxygenase (5-LO) by interacting catalytically with cysteine residues next to a substrate entry channel. The electrophilicity is derived from an intramol. Michael acceptor moiety consisting of an electron-withdrawing group in close proximity to a double bond. The potential of the Michael acceptor moiety to interact with functionally relevant cysteines of proteins potentially renders them effective and sustained enzyme activity modulators. We screened a large library of naturally derived and synthetic electrophilic compounds to investigate whether other types of Michael acceptor containing drugs suppress 5-LO enzyme activity. The activity was measured by assessing the effect on the 5-LO product formation of intact human polymorphonuclear leukocytes. We demonstrated that a number of structurally different compounds were suppressive in the activity assays and showed that Michael acceptors of the quinone and nitro-alkene group produced the strongest inhibition of 5-LO product formation. Reactivity with the catalytically relevant cysteines 416 and 418 was confirmed using mutated recombinant 5-LO and mass spectrometric anal. (MALDI-MS). In the present study, we show for the first time that a number of well-recognized naturally occurring or synthetic anti-inflammatory compounds carrying a Michael acceptor, such as thymoquinone (TQ), the paracetamol metabolite NAPQI, the 5-LO inhibitor AA-861, and bardoxolone Me (also known as RTA 402 or CDDO-Me ester) are direct covalent 5-LO enzyme inhibitors that target the catalytically relevant cysteines 416 and 418. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Related Products of 605-94-7).
2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Related Products of 605-94-7
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem