LAWRENCE SAYRESummaryAffiliation: Case Western Reserve University Country: USA Publications
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Publications
Oxidative stress and neurotoxicityLawrence M Sayre
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 21:172-88. 2008..Following a review of oxidative stress involvement in individual disease states, some conclusions are provided as to what further research should hope to accomplish in the field...- Protein adducts generated from products of lipid oxidation: focus on HNE and oneLawrence M Sayre
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Drug Metab Rev 38:651-75. 2006..It appears that lipid oxidation is a more important contributor to such activity than metal-catalyzed oxidation of protein side-chains... - High molecular weight neurofilament proteins are physiological substrates of adduction by the lipid peroxidation product hydroxynonenalTakafumi Wataya
Institute of Pathology and Departments of Physiology and Biophysics, and Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
J Biol Chem 277:4644-8. 2002.... - 4-Oxo-2-nonenal is both more neurotoxic and more protein reactive than 4-hydroxy-2-nonenalDe Lin
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 18:1219-31. 2005..The greater neurotoxicity of ONE could reflect in part the different reactivity characteristics of ONE as compared to HNE... - Metal ions and oxidative protein modification in neurological diseaseLawrence M Sayre
Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA
Ann Ist Super Sanita 41:143-64. 2005.... - Hydroxynonenal, toxic carbonyls, and Alzheimer diseaseQuan Liu
Institute of Pathology, Case Western Reserve University, 2085 Adelbert Road, Cleveland, OH 44106, USA
Mol Aspects Med 24:305-13. 2003..Hopefully, the following discussion will help elucidate the relationship between oxidative stress, protein modification and the pathogenesis of AD... - Alzheimer-specific epitopes of tau represent lipid peroxidation-induced conformationsQuan Liu
Institute of Pathology, Case Western Reserve University, 2085 Adelbert Road, Cleveland, OH 44106, USA
Free Radic Biol Med 38:746-54. 2005.... - Is oxidative damage the fundamental pathogenic mechanism of Alzheimer's and other neurodegenerative diseases?George Perry
Institute of Pathology, Case Western Reserve University, Cleveland, OH 44106, USA
Free Radic Biol Med 33:1475-9. 2002..Although much data remain to be collected, the broad spectrum of changes found in AD are only seen, albeit to a lesser extent, in normal aging with other neurodegenerative diseases showing distinct spectrums of change... - The role of iron and copper in the aetiology of neurodegenerative disorders: therapeutic implicationsGeorge Perry
Institute of Pathology, Case Western Reserve University, Cleveland, Ohio 44106, USA
CNS Drugs 16:339-52. 2002..In this article, we examine not only the possible mechanism of disease but also how pharmaceuticals may intervene, from direct and indirect antioxidant therapy to strategies involving gene therapy... - Hydroxynonenal adducts indicate a role for lipid peroxidation in neocortical and brainstem Lewy bodies in humansRudy J Castellani
Institute of Pathology, Case Western Reserve University, 2085 Adelbert Road, Cleveland, OH 44106, USA
Neurosci Lett 319:25-8. 2002..These findings not only support prior studies indicating that lipid peroxidation is increased in patients with PD and DLBD but that oxidative damage may play a critical role in Lewy body formation... - Mass spectrometric evidence for long-lived protein adducts of 4-oxo-2-nonenalXiaochun Zhu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Redox Rep 12:45-9. 2007..The Lys-ketoamide and His-Lys imidazolylpyrrole cross-links appear to be unusually prominent markers of stable protein modification by ONE... - Long-lived 4-oxo-2-enal-derived apparent lysine michael adducts are actually the isomeric 4-ketoamidesXiaochun Zhu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 20:165-70. 2007..The same type of 4-ketoamide represents the apparent Michael adduct on Lys residues formed by the carboxy-terminating ONE-like 4-oxo-2-enal arising along with ONE from the oxidation of linoleic acid... - Synthesis of six epoxyketooctadecenoic acid (EKODE) isomers, their generation from nonenzymatic oxidation of linoleic acid, and their reactivity with imidazole nucleophilesDe Lin
Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA
J Org Chem 72:9471-80. 2007..The synthesis of the EKODE isomers makes these important molecules available for further chemical and biological evaluation... - Horseradish peroxidase-mediated aerobic and anaerobic oxidations of 3-alkylindolesKe-Qing Ling
Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA
Bioorg Med Chem 13:3543-51. 2005.... - A dopaquinone model that mimics the water addition step of cofactor biogenesis in copper amine oxidasesKe-Qing Ling
Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA
J Am Chem Soc 127:4777-84. 2005..This study represents the first chemical demonstration of a true o-quinone hydration, which occurs in cofactor biogenesis in copper amine oxidases... - Chemical nature of stochastic generation of protein-based carbonyls: metal-catalyzed oxidation versus modification by products of lipid oxidationQuan Yuan
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 20:129-39. 2007..Additional studies carried out to clarify the potential use of DNPH derivatization to tag peptide-based carbonyls for mass spectrometric analysis revealed that DNPH derivatization can reverse under the conditions used for proteolysis... - Ligand dependence in the copper-catalyzed oxidation of hydroquinonesSubrata Mandal
Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA
Arch Biochem Biophys 435:21-31. 2005..Thus, the rapid copper(II)-catalyzed reaction operating aerobically does not involve a simple ping-pong reduction of copper(II) to copper(I) by hydroquinone and reoxidation of copper(I) by O(2)... - 1,5-diamino-2-pentyne is both a substrate and inactivator of plant copper amine oxidasesZbynek Lamplot
Department of Biochemistry, Faculty of Science, Palacky University, Olomouc, Czech Republic
Eur J Biochem 271:4696-708. 2004..Finally, N-(2,3-dihydropyridinyl)-1,5-diamino-2-pentyne was identified by means of 1H- and 13C-NMR experiments. This structure suggests a lysine modification chemistry that could be responsible for the observed inactivation... - Amyloid-beta, tau alterations and mitochondrial dysfunction in Alzheimer disease: the chickens or the eggs?Mark A Smith
Institute of Pathology, Case Western Reserve University, 2085 Adelbert Road, Cleveland, OH 44106, USA
Neurochem Int 40:527-31. 2002..However, this rationale may be misguided since new evidence from our laboratories and others suggest that the lesions not only occur as a by-product of the fundamental disease process but also that they may be protective... - Cross-linking of proteins by 3-(trifluoromethyl)-2,5-hexanedione. Model studies implicate an unexpected amine-dependent defluorinative substitution pathway competing with pyrrole formationGuozhang Xu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
J Org Chem 67:3007-14. 2002.... - Copper(II)-mediated autoxidation of tert-butylresorcinolsKe-Qing Ling
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
J Org Chem 68:1358-66. 2003..The key step appears to be equilibration of a copper(II)-resorcinolate with a charge-transfer radical form that reacts regioselectively with O(2) as prescribed by resonance... - Model studies on the modification of proteins by lipoxidation-derived 2-hydroxyaldehydesZhongfa Liu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 16:232-41. 2003..5 mM 2-hydroxyheptanal for 10 days at 25 degrees C. The 4-alkylimidazolium is proposed to contribute to the protein cross-linking observed by gel electrophoresis in the incubation of RNase with higher concentrations of 2-hydroxyheptanal... - Model studies on protein side chain modification by 4-oxo-2-nonenalWei-Han Zhang
Department of Chemistry, Case Western Reserve University, Cleveland Ohio 44106, USA
Chem Res Toxicol 16:512-23. 2003..Mechanisms of both nonoxidative and oxidative side chain reactions of ONE are discussed, as is the relative propensity (ONE > HNE) to induce cross-linking of the model proteins ribonuclease A and beta-lactoglobulin... - Mass spectroscopic characterization of protein modification by 4-hydroxy-2-(E)-nonenal and 4-oxo-2-(E)-nonenalZhongfa Liu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 16:901-11. 2003.... - Carnosine inhibits (E)-4-hydroxy-2-nonenal-induced protein cross-linking: structural characterization of carnosine-HNE adductsYahua Liu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 16:1589-97. 2003..The main carnosine-HNE adduct is shown to be a 13-member cyclic adduct formed through initial Schiff base formation followed by conjugate addition of the imidazole group... - Copper mediates dityrosine cross-linking of Alzheimer's amyloid-betaCraig S Atwood
Institute of Pathology, Case Western Reserve University, Cleveland, Ohio 44106, USA
Biochemistry 43:560-8. 2004..Given the elevated concentration of Cu in senile plaques, our results suggest that Cu interactions with Abeta could be responsible for causing the covalent cross-linking of Abeta in these structures... - Model studies on the metal-catalyzed protein oxidation: structure of a possible His-Lys cross-linkYahua Liu
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
Chem Res Toxicol 17:110-8. 2004..Possible mechanisms for formation of the cross-link and other observed products are discussed... - Selective inhibition of bovine plasma amine oxidase by homopropargylamine, a new inactivator motifChunhua Qiao
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
J Am Chem Soc 126:8038-45. 2004..25 microM. Rat liver mitochondrial monoamine oxidase was also inactivated by 4, as expected, but only very weakly by 1. Potential mechanisms explaining the selective inhibition of BPAO by 1 are discussed... - Oxidations of N-(3-indoleethyl) cyclic aliphatic amines by horseradish peroxidase: the indole ring binds to the enzyme and mediates electron-transfer amine oxidationKe Qing Ling
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
J Am Chem Soc 130:933-44. 2008..This is the first systematic investigation to document aliphatic amine oxidation by HRP at rates consistent with normal metabolic turnover, and the demonstration that this is facilitated by an auxiliary electron-rich aromatic ring...
Research Grants
- COFACTOR-DEPENDENT AMINE OXIDATIONSLAWRENCE SAYRE; Fiscal Year: 2007....
- COFACTOR-DEPENDENT AMINE OXIDATIONSLAWRENCE SAYRE; Fiscal Year: 2005....
- MOLECULAR BASIS OF OXIDATIVE MODIFICATION OF LDLLAWRENCE SAYRE; Fiscal Year: 2003..These studies will provide a basis for designing therapeutic countermeasures. ..
- COFACTOR DEPENDENT AMINE OXIDATIONSLAWRENCE SAYRE; Fiscal Year: 1999..Mechanisms for copper- mediated phenol oxygenation and possibly copper catalysis of the subsequent oxidation/hydration steps will be assessed in model studies. ..
- MOLECULAR BASIS OF OXIDATIVE MODIFICATION OF LDLLAWRENCE SAYRE; Fiscal Year: 2007..Our research is aimed at understanding why there is an accumulation of cholesterol in these cells because of their inability to efficiently break down the oxLDL and clear the released cholesterol. ..