Literature DB >> 26355561

Scavenging 4-Oxo-2-nonenal.

Venkataraman Amarnath1, Kalyani Amarnath1.   

Abstract

4-Oxo-2-nonenal (ONE), a product of cellular lipid oxidation, reacts nonspecifically with the lysine residues of proteins and is generated in increased amounts during degenerative diseases and cancer. We show that pyridoxamine, salicylamine, and related 2-aminomethylphenols react with ONE, to form pyrrolo[2,1-b][1,3]oxazines with the participation of both the amino and the phenolic groups. 2-Aminomethylphenols react with ONE as well as with the Michael adducts of ONE much more rapidly than lysine, suggesting their use for therapeutically scavenging ONE.

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Year:  2015        PMID: 26355561      PMCID: PMC6579115          DOI: 10.1021/acs.chemrestox.5b00301

Source DB:  PubMed          Journal:  Chem Res Toxicol        ISSN: 0893-228X            Impact factor:   3.739


  21 in total

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2.  4-Oxo-2-nonenal is both more neurotoxic and more protein reactive than 4-hydroxy-2-nonenal.

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Journal:  Chem Res Toxicol       Date:  2005-08       Impact factor: 3.739

3.  Covalent modification of amino acid nucleophiles by the lipid peroxidation products 4-hydroxy-2-nonenal and 4-oxo-2-nonenal.

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Journal:  Chem Res Toxicol       Date:  2003-12       Impact factor: 3.739

7.  Carnosine inhibits (E)-4-hydroxy-2-nonenal-induced protein cross-linking: structural characterization of carnosine-HNE adducts.

Authors:  Yahua Liu; Guozhang Xu; Lawrence M Sayre
Journal:  Chem Res Toxicol       Date:  2003-12       Impact factor: 3.739

8.  Identification of advanced reaction products originating from the initial 4-oxo-2-nonenal-cysteine Michael adducts.

Authors:  Yuuki Shimozu; Takahiro Shibata; Makoto Ojika; Koji Uchida
Journal:  Chem Res Toxicol       Date:  2009-05       Impact factor: 3.739

9.  Pyridoxamine: an extremely potent scavenger of 1,4-dicarbonyls.

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Review 10.  Isoketals: highly reactive gamma-ketoaldehydes formed from the H2-isoprostane pathway.

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Journal:  Chem Phys Lipids       Date:  2004-03       Impact factor: 3.329

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Journal:  PLoS One       Date:  2018-04-19       Impact factor: 3.240

6.  Highly Reactive Isolevuglandins Promote Atrial Fibrillation Caused by Hypertension.

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Review 7.  Emerging Anti-Atherosclerotic Therapies.

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8.  Modified sites and functional consequences of 4-oxo-2-nonenal adducts in HDL that are elevated in familial hypercholesterolemia.

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9.  Scavenging of reactive dicarbonyls with 2-hydroxybenzylamine reduces atherosclerosis in hypercholesterolemic Ldlr-/- mice.

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  9 in total

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