Biosynthesis of Hibarimicins: III. Structures of New Hibarimicin-related Metabolites Produced by Blocked Mutants
Structures of metabolites produced by blocked mutants of Microbispora rosea subsp. hibaria TP-A0121, hibarimicin-producer, were determined by spectroscopic analysis. HMP-Y6 is the dimer of the west half of hibarimicin B, the aglycon of which is the genuine biosynthetic intermediate. HMP-P1 is the sh...
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| Veröffentlicht in: | Journal of antibiotics 2002/01/25, Vol.55(1), pp.61-70 |
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| container_title | Journal of antibiotics |
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| creator | IGARASHI, YASUHIRO KAJIURA, TAKAYUKI FURUMAI, TAMOTSU HORI, HIROSHI HIGASHI, KAZUAKI ISHIYAMA, TADAYUKI URAMOTO, MASAKAZU UEHARA, YOSHIMASA OKI, TOSHIKAZU |
| description | Structures of metabolites produced by blocked mutants of Microbispora rosea subsp. hibaria TP-A0121, hibarimicin-producer, were determined by spectroscopic analysis. HMP-Y6 is the dimer of the west half of hibarimicin B, the aglycon of which is the genuine biosynthetic intermediate. HMP-P1 is the shunt product arising from the release of a methanol molecule from hibarimicinone. HMP-P4, the glycoside of HMP-P1, is glycosylated with two amicetoses and two digitoxoses same as hibarimicin B. HMP-M1, M2, M3 and M4 are shunt products derived from the monomeric undecaketide intermediates. |
| doi_str_mv | 10.7164/antibiotics.55.61 |
| format | Article |
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Structures of New Hibarimicin-related Metabolites Produced by Blocked Mutants</title><source>J-STAGE Free</source><source>MEDLINE</source><creator>IGARASHI, YASUHIRO ; KAJIURA, TAKAYUKI ; FURUMAI, TAMOTSU ; HORI, HIROSHI ; HIGASHI, KAZUAKI ; ISHIYAMA, TADAYUKI ; URAMOTO, MASAKAZU ; UEHARA, YOSHIMASA ; OKI, TOSHIKAZU</creator><creatorcontrib>IGARASHI, YASUHIRO ; KAJIURA, TAKAYUKI ; FURUMAI, TAMOTSU ; HORI, HIROSHI ; HIGASHI, KAZUAKI ; ISHIYAMA, TADAYUKI ; URAMOTO, MASAKAZU ; UEHARA, YOSHIMASA ; OKI, TOSHIKAZU</creatorcontrib><description>Structures of metabolites produced by blocked mutants of Microbispora rosea subsp. hibaria TP-A0121, hibarimicin-producer, were determined by spectroscopic analysis. HMP-Y6 is the dimer of the west half of hibarimicin B, the aglycon of which is the genuine biosynthetic intermediate. HMP-P1 is the shunt product arising from the release of a methanol molecule from hibarimicinone. HMP-P4, the glycoside of HMP-P1, is glycosylated with two amicetoses and two digitoxoses same as hibarimicin B. HMP-M1, M2, M3 and M4 are shunt products derived from the monomeric undecaketide intermediates.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.55.61</identifier><identifier>PMID: 11918068</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject>Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - metabolism ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Antineoplastic agents ; Applied microbiology ; Biological and medical sciences ; Chemotherapic agents ; Fermentation ; Fundamental and applied biological sciences. Psychology ; General aspects ; Magnetic Resonance Spectroscopy ; Medical sciences ; Microbiology ; Mutagenesis ; Pharmacology. Drug treatments ; Structure-Activity Relationship</subject><ispartof>The Journal of Antibiotics, 2002/01/25, Vol.55(1), pp.61-70</ispartof><rights>Japan Antibiotics Research Association</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c503t-a1dc40391efc433baa746fa8e97dfcc6b2c699708d10406cb007b4e326c1ccd13</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13534614$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11918068$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>IGARASHI, YASUHIRO</creatorcontrib><creatorcontrib>KAJIURA, TAKAYUKI</creatorcontrib><creatorcontrib>FURUMAI, TAMOTSU</creatorcontrib><creatorcontrib>HORI, HIROSHI</creatorcontrib><creatorcontrib>HIGASHI, KAZUAKI</creatorcontrib><creatorcontrib>ISHIYAMA, TADAYUKI</creatorcontrib><creatorcontrib>URAMOTO, MASAKAZU</creatorcontrib><creatorcontrib>UEHARA, YOSHIMASA</creatorcontrib><creatorcontrib>OKI, TOSHIKAZU</creatorcontrib><title>Biosynthesis of Hibarimicins: III. Structures of New Hibarimicin-related Metabolites Produced by Blocked Mutants</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>Structures of metabolites produced by blocked mutants of Microbispora rosea subsp. hibaria TP-A0121, hibarimicin-producer, were determined by spectroscopic analysis. HMP-Y6 is the dimer of the west half of hibarimicin B, the aglycon of which is the genuine biosynthetic intermediate. HMP-P1 is the shunt product arising from the release of a methanol molecule from hibarimicinone. HMP-P4, the glycoside of HMP-P1, is glycosylated with two amicetoses and two digitoxoses same as hibarimicin B. HMP-M1, M2, M3 and M4 are shunt products derived from the monomeric undecaketide intermediates.</description><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - metabolism</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Antineoplastic agents</subject><subject>Applied microbiology</subject><subject>Biological and medical sciences</subject><subject>Chemotherapic agents</subject><subject>Fermentation</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Microbiology</subject><subject>Mutagenesis</subject><subject>Pharmacology. Drug treatments</subject><subject>Structure-Activity Relationship</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNj01PwkAQhjdGI4j-ABNjuHgsznS3-3FUoqIh8aLnZne6lSXQkm498O8pKQEuM5fnmXdexu4RJgqleLZVG1yo20BxkmUTiRdsiFpjgkKaSzYESDHROoUBu4lxCcAVV_qaDRANapB6yB5eQx23VbvwMcRxXY5nwdkmrAOFKt6yq9Kuor877BH7fX_7mc6S-ffH5_RlnlAGvE0sFiSAG_QlCc6dtUrI0mpvVFESSZeSNEaBLhAESHIAygnPU0lIVCAfMezvUlPH2Pgy33Qv2GabI-T7pvlZ0zzLcrl3Hntn8-_WvjgZh2od8HQAbCS7KhtbUYgnjmdcSBQd99Vzy9jaP38EbNOlrfx5NBqp9_HYD4lHiBa2yX3Fd65NeZw</recordid><startdate>20020101</startdate><enddate>20020101</enddate><creator>IGARASHI, YASUHIRO</creator><creator>KAJIURA, TAKAYUKI</creator><creator>FURUMAI, TAMOTSU</creator><creator>HORI, HIROSHI</creator><creator>HIGASHI, KAZUAKI</creator><creator>ISHIYAMA, TADAYUKI</creator><creator>URAMOTO, MASAKAZU</creator><creator>UEHARA, YOSHIMASA</creator><creator>OKI, TOSHIKAZU</creator><general>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</general><general>Japan Antibiotics Research Association</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></search><sort><creationdate>20020101</creationdate><title>Biosynthesis of Hibarimicins</title><author>IGARASHI, YASUHIRO ; KAJIURA, TAKAYUKI ; FURUMAI, TAMOTSU ; HORI, HIROSHI ; HIGASHI, KAZUAKI ; ISHIYAMA, TADAYUKI ; URAMOTO, MASAKAZU ; UEHARA, YOSHIMASA ; OKI, TOSHIKAZU</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c503t-a1dc40391efc433baa746fa8e97dfcc6b2c699708d10406cb007b4e326c1ccd13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - metabolism</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Antineoplastic agents</topic><topic>Applied microbiology</topic><topic>Biological and medical sciences</topic><topic>Chemotherapic agents</topic><topic>Fermentation</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Microbiology</topic><topic>Mutagenesis</topic><topic>Pharmacology. Drug treatments</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>IGARASHI, YASUHIRO</creatorcontrib><creatorcontrib>KAJIURA, TAKAYUKI</creatorcontrib><creatorcontrib>FURUMAI, TAMOTSU</creatorcontrib><creatorcontrib>HORI, HIROSHI</creatorcontrib><creatorcontrib>HIGASHI, KAZUAKI</creatorcontrib><creatorcontrib>ISHIYAMA, TADAYUKI</creatorcontrib><creatorcontrib>URAMOTO, MASAKAZU</creatorcontrib><creatorcontrib>UEHARA, YOSHIMASA</creatorcontrib><creatorcontrib>OKI, TOSHIKAZU</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><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>IGARASHI, YASUHIRO</au><au>KAJIURA, TAKAYUKI</au><au>FURUMAI, TAMOTSU</au><au>HORI, HIROSHI</au><au>HIGASHI, KAZUAKI</au><au>ISHIYAMA, TADAYUKI</au><au>URAMOTO, MASAKAZU</au><au>UEHARA, YOSHIMASA</au><au>OKI, TOSHIKAZU</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biosynthesis of Hibarimicins: III. Structures of New Hibarimicin-related Metabolites Produced by Blocked Mutants</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>2002-01-01</date><risdate>2002</risdate><volume>55</volume><issue>1</issue><spage>61</spage><epage>70</epage><pages>61-70</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>Structures of metabolites produced by blocked mutants of Microbispora rosea subsp. hibaria TP-A0121, hibarimicin-producer, were determined by spectroscopic analysis. HMP-Y6 is the dimer of the west half of hibarimicin B, the aglycon of which is the genuine biosynthetic intermediate. HMP-P1 is the shunt product arising from the release of a methanol molecule from hibarimicinone. HMP-P4, the glycoside of HMP-P1, is glycosylated with two amicetoses and two digitoxoses same as hibarimicin B. HMP-M1, M2, M3 and M4 are shunt products derived from the monomeric undecaketide intermediates.</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>11918068</pmid><doi>10.7164/antibiotics.55.61</doi><tpages>10</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - metabolism Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antineoplastic agents Applied microbiology Biological and medical sciences Chemotherapic agents Fermentation Fundamental and applied biological sciences. Psychology General aspects Magnetic Resonance Spectroscopy Medical sciences Microbiology Mutagenesis Pharmacology. Drug treatments Structure-Activity Relationship |
| title | Biosynthesis of Hibarimicins: III. Structures of New Hibarimicin-related Metabolites Produced by Blocked Mutants |
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