Biosynthesis of Erythromycin : Origin of the Methyl Protons
^ C-Nuclear magnetic resonance (13C-NMR) spectroscopy has been used to locate deuterium atoms incorporated biosynthetically into erythromycin from [3-13CD3]- and [3-13C]sodium propionate and L-[13CD3]- and L-[13C]methionine in Saccharopolyspora erythraea JCM 4748. The α-shifts of deuterated methyl g...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1994/07/15, Vol.42(7), pp.1522-1524 |
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| container_issue | 7 |
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| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 42 |
| creator | KAJIWARA, Masahiro UEGAKI, Ryuichi IIDA, Katsumi WADA, Yoko |
| description | ^ C-Nuclear magnetic resonance (13C-NMR) spectroscopy has been used to locate deuterium atoms incorporated biosynthetically into erythromycin from [3-13CD3]- and [3-13C]sodium propionate and L-[13CD3]- and L-[13C]methionine in Saccharopolyspora erythraea JCM 4748. The α-shifts of deuterated methyl groups were clearly observed in broad-band deuterium and proton-decoupled 13C-NMR spectra. The seven propionate-derived methyl groups and the four methionine-derived methyl groups were shown to undergo no exchange of methyl protons during the biosynthesis of erythromycin. |
| doi_str_mv | 10.1248/cpb.42.1522 |
| format | Article |
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The α-shifts of deuterated methyl groups were clearly observed in broad-band deuterium and proton-decoupled 13C-NMR spectra. The seven propionate-derived methyl groups and the four methionine-derived methyl groups were shown to undergo no exchange of methyl protons during the biosynthesis of erythromycin.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.42.1522</identifier><identifier>PMID: 7923474</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>[3-13CD3]sodium propionate ; Bacteriology ; Biological and medical sciences ; biosynthesis ; broad-band deuterium and proton-decoupled 13C-NMR ; erythromycin ; Erythromycin - biosynthesis ; Fundamental and applied biological sciences. 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Pharm. Bull.</addtitle><description>^ C-Nuclear magnetic resonance (13C-NMR) spectroscopy has been used to locate deuterium atoms incorporated biosynthetically into erythromycin from [3-13CD3]- and [3-13C]sodium propionate and L-[13CD3]- and L-[13C]methionine in Saccharopolyspora erythraea JCM 4748. The α-shifts of deuterated methyl groups were clearly observed in broad-band deuterium and proton-decoupled 13C-NMR spectra. The seven propionate-derived methyl groups and the four methionine-derived methyl groups were shown to undergo no exchange of methyl protons during the biosynthesis of erythromycin.</description><subject>[3-13CD3]sodium propionate</subject><subject>Bacteriology</subject><subject>Biological and medical sciences</subject><subject>biosynthesis</subject><subject>broad-band deuterium and proton-decoupled 13C-NMR</subject><subject>erythromycin</subject><subject>Erythromycin - biosynthesis</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>L-[13CD3]methionine</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Microbiology</subject><subject>Pathogenicity, virulence, toxins, bacteriocins, pyrogens, host-bacteria relations, miscellaneous strains</subject><subject>Protons</subject><subject>Saccharopolyspora - metabolism</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkDtPwzAURi0EKuUxMSNlQCwoxY8kjmGCUh5SURlgthzHblylSbHdIf8eR4nKYl_pHN3v6gPgCsEZwkl-L3fFLMEzlGJ8BKaIJDQOIzkGUwghizHJyCk4c24DIU4hJRMwoQwHLZmCx2fTuq7xlXLGRa2OFrbzlW23nTRN9BCtrFmHIYCgRJ_KV10dfdnWt427ACda1E5djv85-HldfM_f4-Xq7WP-tIxlBqmPi4zKrFS6KLGSmqA8J1hrJGmBMoKoyqGARZGqTOaCyFIKIRlhJNWaMoITSM7B7bB3Z9vfvXKeb42Tqq5Fo9q94zSjBOYsDeLdIErbOmeV5jtrtsJ2HEHeV8VDVTzBvK8q2Nfj2n2xVeXBHbsJ_GbkwklRaysaadxBIwmECeuvexm0jfNirQ5cWG9krfpIxNK8j6XD06f_40pYrhryB0XKiOI</recordid><startdate>1994</startdate><enddate>1994</enddate><creator>KAJIWARA, Masahiro</creator><creator>UEGAKI, Ryuichi</creator><creator>IIDA, Katsumi</creator><creator>WADA, Yoko</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><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>1994</creationdate><title>Biosynthesis of Erythromycin : Origin of the Methyl Protons</title><author>KAJIWARA, Masahiro ; UEGAKI, Ryuichi ; IIDA, Katsumi ; WADA, Yoko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c607t-b67c6defbd2ecf318832ff1c7b16317e80a0bb5e6c8a3cdcaac93935ff7932403</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>[3-13CD3]sodium propionate</topic><topic>Bacteriology</topic><topic>Biological and medical sciences</topic><topic>biosynthesis</topic><topic>broad-band deuterium and proton-decoupled 13C-NMR</topic><topic>erythromycin</topic><topic>Erythromycin - biosynthesis</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>L-[13CD3]methionine</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Microbiology</topic><topic>Pathogenicity, virulence, toxins, bacteriocins, pyrogens, host-bacteria relations, miscellaneous strains</topic><topic>Protons</topic><topic>Saccharopolyspora - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KAJIWARA, Masahiro</creatorcontrib><creatorcontrib>UEGAKI, Ryuichi</creatorcontrib><creatorcontrib>IIDA, Katsumi</creatorcontrib><creatorcontrib>WADA, Yoko</creatorcontrib><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>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KAJIWARA, Masahiro</au><au>UEGAKI, Ryuichi</au><au>IIDA, Katsumi</au><au>WADA, Yoko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biosynthesis of Erythromycin : Origin of the Methyl Protons</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1994</date><risdate>1994</risdate><volume>42</volume><issue>7</issue><spage>1522</spage><epage>1524</epage><pages>1522-1524</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>^ C-Nuclear magnetic resonance (13C-NMR) spectroscopy has been used to locate deuterium atoms incorporated biosynthetically into erythromycin from [3-13CD3]- and [3-13C]sodium propionate and L-[13CD3]- and L-[13C]methionine in Saccharopolyspora erythraea JCM 4748. The α-shifts of deuterated methyl groups were clearly observed in broad-band deuterium and proton-decoupled 13C-NMR spectra. The seven propionate-derived methyl groups and the four methionine-derived methyl groups were shown to undergo no exchange of methyl protons during the biosynthesis of erythromycin.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>7923474</pmid><doi>10.1248/cpb.42.1522</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Free Full-Text Journals in Chemistry |
| subjects | [3-13CD3]sodium propionate Bacteriology Biological and medical sciences biosynthesis broad-band deuterium and proton-decoupled 13C-NMR erythromycin Erythromycin - biosynthesis Fundamental and applied biological sciences. Psychology L-[13CD3]methionine Magnetic Resonance Spectroscopy Microbiology Pathogenicity, virulence, toxins, bacteriocins, pyrogens, host-bacteria relations, miscellaneous strains Protons Saccharopolyspora - metabolism |
| title | Biosynthesis of Erythromycin : Origin of the Methyl Protons |
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