Investigating the role of H₂S in 4-HNE scavenging.
4-HNE (4-hydroxy-2-nonenal) is a highly reactive α,β-unsaturated aldehyde generated from oxidation of polyunsaturated fatty acids and has been suggested to play a role in the pathogenesis of several diseases. 4-HNE can bind to amino acids, proteins, polynucleotides, and lipids and exert cytotoxicity. 4-HNE forms adducts (Michael adducts) with cysteine, lysine, as well as histidine on proteins with the thiol function as the most reactive nucleophilic moiety. Thus, detoxification strategies by 4-HNE scavenging compounds might be of interest. Recently, hydrogen sulfide (H2S) has been identified as an endogenous vascular gasotransmitter and neuromodulator. Assuming that the low-molecular thiol H2S may react with 4-HNE, methods to monitor the ability of H2S to counteract the protein-modifying and cytotoxic activity of 4-HNE are described in this chapter.
Department of Medical Chemistry and Pathobiochemistry, Center of Pathobiochemistry and Genetics, Medical University of Vienna, Vienna, Austria. Electronic address: hildegard.laggner@meduniwien.ac.at.
Hilde
H
Laggner
Department of Medical Chemistry and Pathobiochemistry, Center of Pathobiochemistry and Genetics, Medical University of Vienna, Vienna, Austria. Electronic address: bernhard.gmeiner@meduniwien.ac.at.
Bernhard M K
BM
Gmeiner
D000447:Aldehydes / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004591:Electrophoresis, Polyacrylamide Gel; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity*; D006801:Humans; D006862:Hydrogen Sulfide / Q000737:chemistry / Q000494:pharmacology*; D006863:Hydrogen-Ion Concentration; D006880:Hydroxy Acids / Q000737:chemistry / Q000378:metabolism / Q000633:toxicity*; D015151:Immunoblotting; D009474:Neurons / Q000737:chemistry / Q000187:drug effects / Q000473:pathology; D010084:Oxidation-Reduction; D012709:Serum Albumin / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry
C406867:4-hydroxynonenoic acid; D000447:Aldehydes; D005231:Fatty Acids, Unsaturated; D006880:Hydroxy Acids; D012709:Serum Albumin; D013438:Sulfhydryl Compounds; D013440:Sulfides; C025451:sodium bisulfide; C027576:4-hydroxy-2-nonenal; C033479:sodium sulfide; D006862:Hydrogen Sulfide
4-Hydroxy-2-nonenal; 4-Hydroxy-nonanal; Hydrogen sulfide; Michael adduct; Neuroblastoma; SH-SY5Y cells; α,β-Unsaturated aldehyde