Oxidative Deamination of Benzylamine and Lysine Residue in Bovine Serum Albumin by Green Tea, Black Tea, and Coffee

Oxidative deamination by various polyphenolic compounds is presumed to be due to the oxidative conversion of polyphenols to the corresponding quinones through autoxidation. Here we examined the oxidative deamination by the polyphenol-rich beverages green tea, black tea, and coffee at a physiological...

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Veröffentlicht in:Journal of agricultural and food chemistry 2005-10, Vol.53 (20), p.8019-8024
Hauptverfasser: Akagawa, Mitsugu, Shigemitsu, Tomoko, Suyama, Kyozo
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container_title Journal of agricultural and food chemistry
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creator Akagawa, Mitsugu
Shigemitsu, Tomoko
Suyama, Kyozo
description Oxidative deamination by various polyphenolic compounds is presumed to be due to the oxidative conversion of polyphenols to the corresponding quinones through autoxidation. Here we examined the oxidative deamination by the polyphenol-rich beverages green tea, black tea, and coffee at a physiological pH and temperature. Green tea, black tea, and coffee extracts oxidatively deaminated benzylamine and the lysine residues of bovine serum albumin to benzaldehyde and α-aminoadipic δ-semialdehyde residues, respectively, in sodium phosphate buffer (pH 7.4) at 37 °C in both the presence and absence of Cu2+, indicating the occurrence of an amine (lysyl) oxidase-like reaction. We also examined the effects of pH and metal ions on the reaction. The possible biological effects of drinking polyphenol-rich beverages on human are also discussed. Keywords: Polyphenol; oxidative deamination; amine oxidase; lysyl oxidase; caffeic acid; catechin; green tea; black tea; coffee
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Agric. Food Chem</addtitle><description>Oxidative deamination by various polyphenolic compounds is presumed to be due to the oxidative conversion of polyphenols to the corresponding quinones through autoxidation. Here we examined the oxidative deamination by the polyphenol-rich beverages green tea, black tea, and coffee at a physiological pH and temperature. Green tea, black tea, and coffee extracts oxidatively deaminated benzylamine and the lysine residues of bovine serum albumin to benzaldehyde and α-aminoadipic δ-semialdehyde residues, respectively, in sodium phosphate buffer (pH 7.4) at 37 °C in both the presence and absence of Cu2+, indicating the occurrence of an amine (lysyl) oxidase-like reaction. We also examined the effects of pH and metal ions on the reaction. The possible biological effects of drinking polyphenol-rich beverages on human are also discussed. Keywords: Polyphenol; oxidative deamination; amine oxidase; lysyl oxidase; caffeic acid; catechin; green tea; black tea; coffee</description><subject>Benzylamines - chemistry</subject><subject>Biological and medical sciences</subject><subject>Coffee - chemistry</subject><subject>Coffee, tea and other stimulative beverage industries</subject><subject>Copper - pharmacology</subject><subject>Deamination</subject><subject>Flavonoids - analysis</subject><subject>Flavonoids - chemistry</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Hydrogen-Ion Concentration</subject><subject>Lysine - chemistry</subject><subject>Milk and cheese industries. Ice creams</subject><subject>Oxidation-Reduction</subject><subject>Phenols - analysis</subject><subject>Phenols - chemistry</subject><subject>Polyphenols</subject><subject>Serum Albumin, Bovine - chemistry</subject><subject>Tea - chemistry</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEFrGzEQhUVpady0h_6BoksLgWwreSWtfIydJm4xpDQulFzErHYEcna1qeQNcX99tdjEl57mMe-bx_AIec_ZZ86m_MvGMcm0KN0LMuFyygrJuX5JJiybhZaKn5A3KW0YY1pW7DU54YrPmFJyQtLNk29g6x-RXiJ0PmTdB9o7Osfwd9eOK6QQGrrapVH-xOSbAakPdN4_jptbjENHL9p6yCytd_Q6Iga6Rjin8xbs_V6OGYveOcS35JWDNuG7wzwlv66-rhfLYnVz_W1xsSpAiGpbAFa11OWMWdWIUiBYrrV1NctaVU4rq6R0UkOja5haO5Mz0aByKPJFDVCekk_73IfY_xkwbU3nk8W2hYD9kIzSqhRTxTN4tgdt7FOK6MxD9B3EneHMjA2b54Yz--EQOtQdNkfyUGkGPh4ASBZaFyFYn45cxSsmKpG5Ys_5tMWnZx_ivVFVWUmz_nFrlt-X68Xd7zsjjrlgk9n0Qwy5u_88-A8ysZ5c</recordid><startdate>20051005</startdate><enddate>20051005</enddate><creator>Akagawa, Mitsugu</creator><creator>Shigemitsu, Tomoko</creator><creator>Suyama, Kyozo</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20051005</creationdate><title>Oxidative Deamination of Benzylamine and Lysine Residue in Bovine Serum Albumin by Green Tea, Black Tea, and Coffee</title><author>Akagawa, Mitsugu ; Shigemitsu, Tomoko ; Suyama, Kyozo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-ae7b58390c6d434eac188cfb034e67f86c655f58ad8ba2cc9594de6fe40c6baa3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Benzylamines - chemistry</topic><topic>Biological and medical sciences</topic><topic>Coffee - chemistry</topic><topic>Coffee, tea and other stimulative beverage industries</topic><topic>Copper - pharmacology</topic><topic>Deamination</topic><topic>Flavonoids - analysis</topic><topic>Flavonoids - chemistry</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Hydrogen-Ion Concentration</topic><topic>Lysine - chemistry</topic><topic>Milk and cheese industries. Ice creams</topic><topic>Oxidation-Reduction</topic><topic>Phenols - analysis</topic><topic>Phenols - chemistry</topic><topic>Polyphenols</topic><topic>Serum Albumin, Bovine - chemistry</topic><topic>Tea - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Akagawa, Mitsugu</creatorcontrib><creatorcontrib>Shigemitsu, Tomoko</creatorcontrib><creatorcontrib>Suyama, Kyozo</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Akagawa, Mitsugu</au><au>Shigemitsu, Tomoko</au><au>Suyama, Kyozo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Oxidative Deamination of Benzylamine and Lysine Residue in Bovine Serum Albumin by Green Tea, Black Tea, and Coffee</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2005-10-05</date><risdate>2005</risdate><volume>53</volume><issue>20</issue><spage>8019</spage><epage>8024</epage><pages>8019-8024</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Oxidative deamination by various polyphenolic compounds is presumed to be due to the oxidative conversion of polyphenols to the corresponding quinones through autoxidation. Here we examined the oxidative deamination by the polyphenol-rich beverages green tea, black tea, and coffee at a physiological pH and temperature. Green tea, black tea, and coffee extracts oxidatively deaminated benzylamine and the lysine residues of bovine serum albumin to benzaldehyde and α-aminoadipic δ-semialdehyde residues, respectively, in sodium phosphate buffer (pH 7.4) at 37 °C in both the presence and absence of Cu2+, indicating the occurrence of an amine (lysyl) oxidase-like reaction. We also examined the effects of pH and metal ions on the reaction. The possible biological effects of drinking polyphenol-rich beverages on human are also discussed. Keywords: Polyphenol; oxidative deamination; amine oxidase; lysyl oxidase; caffeic acid; catechin; green tea; black tea; coffee</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16190665</pmid><doi>10.1021/jf050843f</doi><tpages>6</tpages></addata></record>
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subjects Benzylamines - chemistry
Biological and medical sciences
Coffee - chemistry
Coffee, tea and other stimulative beverage industries
Copper - pharmacology
Deamination
Flavonoids - analysis
Flavonoids - chemistry
Food industries
Fundamental and applied biological sciences. Psychology
Hydrogen-Ion Concentration
Lysine - chemistry
Milk and cheese industries. Ice creams
Oxidation-Reduction
Phenols - analysis
Phenols - chemistry
Polyphenols
Serum Albumin, Bovine - chemistry
Tea - chemistry
title Oxidative Deamination of Benzylamine and Lysine Residue in Bovine Serum Albumin by Green Tea, Black Tea, and Coffee
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