A Hydroxyquinone with Amine Oxidase Activity: Preparation and Properties
The preparation and some properties of a hydroxyquinone showing an amine oxidase-like activity are described. The compound, 2-hydroxy-5-methyl-1,4-benzoquinone, oxidizes a wide range of primary amines, both benzylic and non-benzylic, at the expenses of molecular oxygen in the presence of Cu2+ ions,...
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Veröffentlicht in: | Biochemical and biophysical research communications 1995-03, Vol.208 (2), p.825-834 |
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container_title | Biochemical and biophysical research communications |
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creator | Sanjust, E. Rinaldi, A.C. Rescigno, A. Porcu, M.C. Alberti, G. Rinaldi, A. Finazziagro, A. |
description | The preparation and some properties of a hydroxyquinone showing an amine oxidase-like activity are described. The compound, 2-hydroxy-5-methyl-1,4-benzoquinone, oxidizes a wide range of primary amines, both benzylic and non-benzylic, at the expenses of molecular oxygen in the presence of Cu2+ ions, and reacts with hydrazine derivatives leading to stable, inactive adducts. This behaviour is similar to that of 2,4,5-trihydroxyphenylalanine quinone-containing amine oxidases and therefore the present compound could be a useful model to understand the reaction mechanism of those enzymes. |
doi_str_mv | 10.1006/bbrc.1995.1411 |
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The compound, 2-hydroxy-5-methyl-1,4-benzoquinone, oxidizes a wide range of primary amines, both benzylic and non-benzylic, at the expenses of molecular oxygen in the presence of Cu2+ ions, and reacts with hydrazine derivatives leading to stable, inactive adducts. This behaviour is similar to that of 2,4,5-trihydroxyphenylalanine quinone-containing amine oxidases and therefore the present compound could be a useful model to understand the reaction mechanism of those enzymes.</description><identifier>ISSN: 0006-291X</identifier><identifier>EISSN: 1090-2104</identifier><identifier>DOI: 10.1006/bbrc.1995.1411</identifier><identifier>PMID: 7695641</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Amine Oxidase (Copper-Containing) ; Amines - chemistry ; Benzoquinones - chemistry ; Gas Chromatography-Mass Spectrometry ; Oxidation-Reduction ; Oxidoreductases Acting on CH-NH Group Donors - chemistry ; Quinones - chemistry ; Spectrum Analysis ; Structure-Activity Relationship</subject><ispartof>Biochemical and biophysical research communications, 1995-03, Vol.208 (2), p.825-834</ispartof><rights>1995 Academic Press</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c339t-424b4215f7cbdf9ce0574f2e9856f4bc392a7ea4edff1894863f72536b5082563</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1006/bbrc.1995.1411$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/7695641$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sanjust, E.</creatorcontrib><creatorcontrib>Rinaldi, A.C.</creatorcontrib><creatorcontrib>Rescigno, A.</creatorcontrib><creatorcontrib>Porcu, M.C.</creatorcontrib><creatorcontrib>Alberti, G.</creatorcontrib><creatorcontrib>Rinaldi, A.</creatorcontrib><creatorcontrib>Finazziagro, A.</creatorcontrib><title>A Hydroxyquinone with Amine Oxidase Activity: Preparation and Properties</title><title>Biochemical and biophysical research communications</title><addtitle>Biochem Biophys Res Commun</addtitle><description>The preparation and some properties of a hydroxyquinone showing an amine oxidase-like activity are described. 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subjects | Amine Oxidase (Copper-Containing) Amines - chemistry Benzoquinones - chemistry Gas Chromatography-Mass Spectrometry Oxidation-Reduction Oxidoreductases Acting on CH-NH Group Donors - chemistry Quinones - chemistry Spectrum Analysis Structure-Activity Relationship |
title | A Hydroxyquinone with Amine Oxidase Activity: Preparation and Properties |
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