title: Effect of 4-hydroxy-2-nonenal on myoglobin-mediated lipid oxidation when varying histidine content and hemin affinity.
abstract: The compound 4-hydroxy-2-nonenal (HNE) dissolved in water was examined to remove potential effects of using ethanol to solubilize the aldehyde such as altering protein structure or redox properties of myoglobin (Mb). HNE became covalently bound to sperm whale Mb at up to five sites based on ESI-MS analysis. Adducted Mb promoted lipid oxidation in washed muscle more effectively than non-adducted Mb. Alkylation of P88H/Q152HMb with HNE accelerated metMb formation and subsequent lipid oxidation. P88H/Q152HMb exposed to HNE enhanced lipid oxidation compared to wild-type Mb exposed to HNE. Results using H97A Mb suggested that the combination of HNE and low hemin affinity facilitated rapid decomposition of preformed lipid hydroperoxides to secondary lipid oxidation products. HNE and HHE (4-hydroxy-2-hexenal) facilitated Mb-mediated lipid oxidation similarly. The potential mechanisms by which Mb binding of α,β-unsaturated aldehydes affect Mb oxidation and the onset of lipid oxidation are discussed.
authors.affiliation: Meat Science and Muscle Biology Laboratory, Department of Animal Sciences, University of Wisconsin-Madison, Madison, WI 53706, United States.
authors.forename: Eric W
authors.initials: EW
authors.lastname: Grunwald
authors.affiliation: Meat Science and Muscle Biology Laboratory, Department of Animal Sciences, University of Wisconsin-Madison, Madison, WI 53706, United States.
authors.forename: Nantawat
authors.initials: N
authors.lastname: Tatiyaborworntham
authors.affiliation: Department of Animal Science, University of Connecticut, Storrs, CT 06269, United States.
authors.forename: Cameron
authors.initials: C
authors.lastname: Faustman
authors.affiliation: Meat Science and Muscle Biology Laboratory, Department of Animal Sciences, University of Wisconsin-Madison, 1805 Linden Drive, Madison, WI 53706, United States. Electronic address: mprichards@ansci.wisc.edu.
authors.forename: Mark P
authors.initials: MP
authors.lastname: Richards
mesh_terms: D000447:Aldehydes / Q000378:metabolism*; D000818:Animals; D006427:Hemin / Q000737:chemistry / Q000378:metabolism*; D006639:Histidine / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D050356:Lipid Metabolism; D008055:Lipids / Q000737:chemistry; D009132:Muscles / Q000737:chemistry / Q000378:metabolism; D009211:Myoglobin / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*; D010084:Oxidation-Reduction; D050661:Sperm Whale
chemical_list: D000447:Aldehydes; D008055:Lipids; D009211:Myoglobin; D006639:Histidine; D006427:Hemin; C027576:4-hydroxy-2-nonenal
keywords: HNE; Lipid oxidation; Mutant; Myoglobin; Protoporphyrin IX; Redox stability