The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum
The functions of six genes in the ansamitocin biosynthetic gene cluster of Actinosynnema pretiosum have been investigated by gene inactivation and chemical analysis of the mutants. They encode a halogenase (asm12), a carbamoyltransferase (asm21), a 20-O-methyltransferase (asm7), a 3-O-acyltransferas...
Gespeichert in:
| Veröffentlicht in: | Journal of the American Chemical Society 2003-11, Vol.125 (47), p.14236-14237 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 14237 |
|---|---|
| container_issue | 47 |
| container_start_page | 14236 |
| container_title | Journal of the American Chemical Society |
| container_volume | 125 |
| creator | SPITELLER, Peter BAI, Linquan SHANG, Guangdong CARROLL, Brian J. YU, Tin-Wein FLOSS, Heinz G. |
| description | The functions of six genes in the ansamitocin biosynthetic gene cluster of Actinosynnema pretiosum have been investigated by gene inactivation and chemical analysis of the mutants. They encode a halogenase (asm12), a carbamoyltransferase (asm21), a 20-O-methyltransferase (asm7), a 3-O-acyltransferase (asm19), an epoxidase (asm11), and an N-methyltransferase (asm10), respectively, and are responsible for the six post-PKS modification steps in ansamitocin formation. Several of the enzymes have relaxed substrate specificities, resulting in multiple parallel pathways in a metabolic grid, albeit with a preferred sequence of reactions as listed above. |
| doi_str_mv | 10.1021/ja038166y |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_71391835</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>71391835</sourcerecordid><originalsourceid>FETCH-LOGICAL-i341t-1ce6959d705ac2c63b90d02e97982dcc7e4a17041029fc7c198227f9487e13d73</originalsourceid><addsrcrecordid>eNpFkE9v1DAQxS0EokvLgS-AfIFbwOO_yXGpgCK1YqXdimPkdSbUbWIvsSORY785Ll3KafTe_N6M9Ah5A-wDMA4fby0TNWi9PCMrUJxVCrh-TlaMMV6ZWosT8iql2yIlr-ElOQGpuVRSr8j97gbpJqZcbeKw3GH2HdLtEvKNTUivYud772z2MdBtxkOiPtBcIp98TA8UJp9o7P9665B9nsc40fVPDLnoZEefoyuZ_ULXLvvwkAo4WnqYyq-Y5vGMvOjtkPD1cZ6S6y-fd-cX1eX3r9_O15eVFxJyBQ51o5rOMGUdd1rsG9Yxjo1pat45Z1BaMEyWQpreGQfF5qZvZG0QRGfEKXn_ePcwxV8zptyOPjkcBhswzqk1IBqohSrg2yM470fs2sPkRzst7b_SCvDuCNjk7NBPNjif_nNKANRSFq565HzK-Ptpb6e7VhthVLvbbNvtxZWCH5q1RvwB4oSLEw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71391835</pqid></control><display><type>article</type><title>The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum</title><source>MEDLINE</source><source>ACS Publications</source><creator>SPITELLER, Peter ; BAI, Linquan ; SHANG, Guangdong ; CARROLL, Brian J. ; YU, Tin-Wein ; FLOSS, Heinz G.</creator><creatorcontrib>SPITELLER, Peter ; BAI, Linquan ; SHANG, Guangdong ; CARROLL, Brian J. ; YU, Tin-Wein ; FLOSS, Heinz G.</creatorcontrib><description>The functions of six genes in the ansamitocin biosynthetic gene cluster of Actinosynnema pretiosum have been investigated by gene inactivation and chemical analysis of the mutants. They encode a halogenase (asm12), a carbamoyltransferase (asm21), a 20-O-methyltransferase (asm7), a 3-O-acyltransferase (asm19), an epoxidase (asm11), and an N-methyltransferase (asm10), respectively, and are responsible for the six post-PKS modification steps in ansamitocin formation. Several of the enzymes have relaxed substrate specificities, resulting in multiple parallel pathways in a metabolic grid, albeit with a preferred sequence of reactions as listed above.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja038166y</identifier><identifier>PMID: 14624546</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Actinomycetales - enzymology ; Actinomycetales - genetics ; Actinomycetales - metabolism ; Antibiotics, Antineoplastic - biosynthesis ; Antineoplastic agents ; Biological and medical sciences ; Chemistry ; Chemotherapy ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; Maytansine - analogs & derivatives ; Maytansine - metabolism ; Medical sciences ; Multienzyme Complexes - metabolism ; Organic chemistry ; Pharmacology. Drug treatments ; Preparations and properties</subject><ispartof>Journal of the American Chemical Society, 2003-11, Vol.125 (47), p.14236-14237</ispartof><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15311844$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14624546$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>SPITELLER, Peter</creatorcontrib><creatorcontrib>BAI, Linquan</creatorcontrib><creatorcontrib>SHANG, Guangdong</creatorcontrib><creatorcontrib>CARROLL, Brian J.</creatorcontrib><creatorcontrib>YU, Tin-Wein</creatorcontrib><creatorcontrib>FLOSS, Heinz G.</creatorcontrib><title>The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>The functions of six genes in the ansamitocin biosynthetic gene cluster of Actinosynnema pretiosum have been investigated by gene inactivation and chemical analysis of the mutants. They encode a halogenase (asm12), a carbamoyltransferase (asm21), a 20-O-methyltransferase (asm7), a 3-O-acyltransferase (asm19), an epoxidase (asm11), and an N-methyltransferase (asm10), respectively, and are responsible for the six post-PKS modification steps in ansamitocin formation. Several of the enzymes have relaxed substrate specificities, resulting in multiple parallel pathways in a metabolic grid, albeit with a preferred sequence of reactions as listed above.</description><subject>Actinomycetales - enzymology</subject><subject>Actinomycetales - genetics</subject><subject>Actinomycetales - metabolism</subject><subject>Antibiotics, Antineoplastic - biosynthesis</subject><subject>Antineoplastic agents</subject><subject>Biological and medical sciences</subject><subject>Chemistry</subject><subject>Chemotherapy</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Maytansine - analogs & derivatives</subject><subject>Maytansine - metabolism</subject><subject>Medical sciences</subject><subject>Multienzyme Complexes - metabolism</subject><subject>Organic chemistry</subject><subject>Pharmacology. Drug treatments</subject><subject>Preparations and properties</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkE9v1DAQxS0EokvLgS-AfIFbwOO_yXGpgCK1YqXdimPkdSbUbWIvsSORY785Ll3KafTe_N6M9Ah5A-wDMA4fby0TNWi9PCMrUJxVCrh-TlaMMV6ZWosT8iql2yIlr-ElOQGpuVRSr8j97gbpJqZcbeKw3GH2HdLtEvKNTUivYud772z2MdBtxkOiPtBcIp98TA8UJp9o7P9665B9nsc40fVPDLnoZEefoyuZ_ULXLvvwkAo4WnqYyq-Y5vGMvOjtkPD1cZ6S6y-fd-cX1eX3r9_O15eVFxJyBQ51o5rOMGUdd1rsG9Yxjo1pat45Z1BaMEyWQpreGQfF5qZvZG0QRGfEKXn_ePcwxV8zptyOPjkcBhswzqk1IBqohSrg2yM470fs2sPkRzst7b_SCvDuCNjk7NBPNjif_nNKANRSFq565HzK-Ptpb6e7VhthVLvbbNvtxZWCH5q1RvwB4oSLEw</recordid><startdate>20031126</startdate><enddate>20031126</enddate><creator>SPITELLER, Peter</creator><creator>BAI, Linquan</creator><creator>SHANG, Guangdong</creator><creator>CARROLL, Brian J.</creator><creator>YU, Tin-Wein</creator><creator>FLOSS, Heinz G.</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>7X8</scope></search><sort><creationdate>20031126</creationdate><title>The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum</title><author>SPITELLER, Peter ; BAI, Linquan ; SHANG, Guangdong ; CARROLL, Brian J. ; YU, Tin-Wein ; FLOSS, Heinz G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i341t-1ce6959d705ac2c63b90d02e97982dcc7e4a17041029fc7c198227f9487e13d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Actinomycetales - enzymology</topic><topic>Actinomycetales - genetics</topic><topic>Actinomycetales - metabolism</topic><topic>Antibiotics, Antineoplastic - biosynthesis</topic><topic>Antineoplastic agents</topic><topic>Biological and medical sciences</topic><topic>Chemistry</topic><topic>Chemotherapy</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Maytansine - analogs & derivatives</topic><topic>Maytansine - metabolism</topic><topic>Medical sciences</topic><topic>Multienzyme Complexes - metabolism</topic><topic>Organic chemistry</topic><topic>Pharmacology. Drug treatments</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>SPITELLER, Peter</creatorcontrib><creatorcontrib>BAI, Linquan</creatorcontrib><creatorcontrib>SHANG, Guangdong</creatorcontrib><creatorcontrib>CARROLL, Brian J.</creatorcontrib><creatorcontrib>YU, Tin-Wein</creatorcontrib><creatorcontrib>FLOSS, Heinz G.</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>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>SPITELLER, Peter</au><au>BAI, Linquan</au><au>SHANG, Guangdong</au><au>CARROLL, Brian J.</au><au>YU, Tin-Wein</au><au>FLOSS, Heinz G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2003-11-26</date><risdate>2003</risdate><volume>125</volume><issue>47</issue><spage>14236</spage><epage>14237</epage><pages>14236-14237</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>The functions of six genes in the ansamitocin biosynthetic gene cluster of Actinosynnema pretiosum have been investigated by gene inactivation and chemical analysis of the mutants. They encode a halogenase (asm12), a carbamoyltransferase (asm21), a 20-O-methyltransferase (asm7), a 3-O-acyltransferase (asm19), an epoxidase (asm11), and an N-methyltransferase (asm10), respectively, and are responsible for the six post-PKS modification steps in ansamitocin formation. Several of the enzymes have relaxed substrate specificities, resulting in multiple parallel pathways in a metabolic grid, albeit with a preferred sequence of reactions as listed above.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>14624546</pmid><doi>10.1021/ja038166y</doi><tpages>2</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 2003-11, Vol.125 (47), p.14236-14237 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71391835 |
| source | MEDLINE; ACS Publications |
| subjects | Actinomycetales - enzymology Actinomycetales - genetics Actinomycetales - metabolism Antibiotics, Antineoplastic - biosynthesis Antineoplastic agents Biological and medical sciences Chemistry Chemotherapy Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Maytansine - analogs & derivatives Maytansine - metabolism Medical sciences Multienzyme Complexes - metabolism Organic chemistry Pharmacology. Drug treatments Preparations and properties |
| title | The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T03%3A05%3A58IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=The%20Post-Polyketide%20Synthase%20Modification%20Steps%20in%20the%20Biosynthesis%20of%20the%20Antitumor%20Agent%20Ansamitocin%20by%20Actinosynnema%20pretiosum&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=SPITELLER,%20Peter&rft.date=2003-11-26&rft.volume=125&rft.issue=47&rft.spage=14236&rft.epage=14237&rft.pages=14236-14237&rft.issn=0002-7863&rft.eissn=1520-5126&rft.coden=JACSAT&rft_id=info:doi/10.1021/ja038166y&rft_dat=%3Cproquest_pubme%3E71391835%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71391835&rft_id=info:pmid/14624546&rfr_iscdi=true |