Identification of the biosynthetic gene cluster of A-500359s in Streptomyces griseus SANK60196
A-500359s, produced by Streptomyces griseus SANK60196, are inhibitors of bacterial phospho- N -acetylmuramyl-pentapeptide translocase. They are composed of three distinct moieties: a 5′-carbamoyl uridine, an unsaturated hexuronic acid and an aminocaprolactam. Two contiguous cosmids covering a 65-kb...
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| Veröffentlicht in: | Journal of antibiotics 2009-06, Vol.62 (6), p.325-332 |
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| creator | Funabashi, Masanori Nonaka, Koichi Yada, Chieko Hosobuchi, Masahiko Masuda, Nobuhisa Shibata, Tomoyuki Van Lanen, Steven G |
| description | A-500359s, produced by
Streptomyces griseus
SANK60196, are inhibitors of bacterial phospho-
N
-acetylmuramyl-pentapeptide translocase. They are composed of three distinct moieties: a 5′-carbamoyl uridine, an unsaturated hexuronic acid and an aminocaprolactam. Two contiguous cosmids covering a 65-kb region of DNA and encoding 38 open reading frames (ORFs) putatively involved in the biosynthesis of A-500359s were identified. Reverse transcriptase PCR showed that most of the 38 ORFs are highly expressed during A-500359s production, but mutants that do not produce A-500359s did not express these same ORFs. Furthermore,
orf21
, encoding a putative aminoglycoside 3′-phosphotransferase, was heterologously expressed in
Escherichia coli
and
Streptomyces albus
, yielding strains having selective resistance against A-500359B, suggesting that ORF21 phosphorylates the unsaturated hexuronic acid as a mechanism of self-resistance to A-500359s. In total, the data suggest that the cloned region is involved in the resistance, regulation and biosynthesis of A-500359s. |
| doi_str_mv | 10.1038/ja.2009.38 |
| format | Article |
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Streptomyces griseus
SANK60196, are inhibitors of bacterial phospho-
N
-acetylmuramyl-pentapeptide translocase. They are composed of three distinct moieties: a 5′-carbamoyl uridine, an unsaturated hexuronic acid and an aminocaprolactam. Two contiguous cosmids covering a 65-kb region of DNA and encoding 38 open reading frames (ORFs) putatively involved in the biosynthesis of A-500359s were identified. Reverse transcriptase PCR showed that most of the 38 ORFs are highly expressed during A-500359s production, but mutants that do not produce A-500359s did not express these same ORFs. Furthermore,
orf21
, encoding a putative aminoglycoside 3′-phosphotransferase, was heterologously expressed in
Escherichia coli
and
Streptomyces albus
, yielding strains having selective resistance against A-500359B, suggesting that ORF21 phosphorylates the unsaturated hexuronic acid as a mechanism of self-resistance to A-500359s. In total, the data suggest that the cloned region is involved in the resistance, regulation and biosynthesis of A-500359s.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/ja.2009.38</identifier><identifier>PMID: 19478828</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>Anti-Bacterial Agents - biosynthesis ; Anti-Bacterial Agents - pharmacology ; Azepines - pharmacology ; Bacteriology ; Biomedical and Life Sciences ; Bioorganic Chemistry ; Biosynthesis ; DNA, Bacterial - biosynthesis ; DNA, Bacterial - genetics ; Drug Resistance, Bacterial - genetics ; E coli ; Escherichia coli - drug effects ; Escherichia coli - genetics ; Gene Library ; Genes, Bacterial - genetics ; Genetic Vectors ; Life Sciences ; Medicinal Chemistry ; Microbiology ; Multigene Family ; Open Reading Frames ; Organic Chemistry ; original-article ; Reverse Transcriptase Polymerase Chain Reaction ; Streptomyces griseus - genetics ; Uridine - analogs & derivatives ; Uridine - biosynthesis ; Uridine - pharmacology</subject><ispartof>Journal of antibiotics, 2009-06, Vol.62 (6), p.325-332</ispartof><rights>Japan Antibiotics Research Association 2009</rights><rights>Copyright Nature Publishing Group Jun 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c438t-c6d3d9bf9e1bf7ba53abeb5d96b2fed5f7886e0584b61cdd2d57f204cab4bd73</citedby><cites>FETCH-LOGICAL-c438t-c6d3d9bf9e1bf7ba53abeb5d96b2fed5f7886e0584b61cdd2d57f204cab4bd73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19478828$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Funabashi, Masanori</creatorcontrib><creatorcontrib>Nonaka, Koichi</creatorcontrib><creatorcontrib>Yada, Chieko</creatorcontrib><creatorcontrib>Hosobuchi, Masahiko</creatorcontrib><creatorcontrib>Masuda, Nobuhisa</creatorcontrib><creatorcontrib>Shibata, Tomoyuki</creatorcontrib><creatorcontrib>Van Lanen, Steven G</creatorcontrib><title>Identification of the biosynthetic gene cluster of A-500359s in Streptomyces griseus SANK60196</title><title>Journal of antibiotics</title><addtitle>J Antibiot</addtitle><addtitle>J Antibiot (Tokyo)</addtitle><description>A-500359s, produced by
Streptomyces griseus
SANK60196, are inhibitors of bacterial phospho-
N
-acetylmuramyl-pentapeptide translocase. They are composed of three distinct moieties: a 5′-carbamoyl uridine, an unsaturated hexuronic acid and an aminocaprolactam. Two contiguous cosmids covering a 65-kb region of DNA and encoding 38 open reading frames (ORFs) putatively involved in the biosynthesis of A-500359s were identified. Reverse transcriptase PCR showed that most of the 38 ORFs are highly expressed during A-500359s production, but mutants that do not produce A-500359s did not express these same ORFs. Furthermore,
orf21
, encoding a putative aminoglycoside 3′-phosphotransferase, was heterologously expressed in
Escherichia coli
and
Streptomyces albus
, yielding strains having selective resistance against A-500359B, suggesting that ORF21 phosphorylates the unsaturated hexuronic acid as a mechanism of self-resistance to A-500359s. In total, the data suggest that the cloned region is involved in the resistance, regulation and biosynthesis of A-500359s.</description><subject>Anti-Bacterial Agents - biosynthesis</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Azepines - pharmacology</subject><subject>Bacteriology</subject><subject>Biomedical and Life Sciences</subject><subject>Bioorganic Chemistry</subject><subject>Biosynthesis</subject><subject>DNA, Bacterial - biosynthesis</subject><subject>DNA, Bacterial - genetics</subject><subject>Drug Resistance, Bacterial - genetics</subject><subject>E coli</subject><subject>Escherichia coli - drug effects</subject><subject>Escherichia coli - genetics</subject><subject>Gene Library</subject><subject>Genes, Bacterial - genetics</subject><subject>Genetic Vectors</subject><subject>Life Sciences</subject><subject>Medicinal Chemistry</subject><subject>Microbiology</subject><subject>Multigene Family</subject><subject>Open Reading Frames</subject><subject>Organic Chemistry</subject><subject>original-article</subject><subject>Reverse Transcriptase Polymerase Chain Reaction</subject><subject>Streptomyces griseus - genetics</subject><subject>Uridine - analogs & derivatives</subject><subject>Uridine - biosynthesis</subject><subject>Uridine - pharmacology</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>BENPR</sourceid><recordid>eNpl0MtqGzEUBmBRGho37aYPUASFLFrG0WVGl6UJvYSEZpGsK3Q5cmXsGVfSLPz2lbGhpV1J6Hz8OvwIvaNkSQlXNxu7ZIToJVcv0IIqRTvaC_0SLQhhtFOKkUv0upQNIVxyqV6hS6p72d7VAv24CzDWFJO3NU0jniKuPwG7NJXD2G41ebyGEbDfzqVCPoJVN7SoQRecRvxUM-zrtDt4KHidU4G54KfV93tBqBZv0EW02wJvz-cVev7y-fn2W_fw-PXudvXQ-Z6r2nkReNAuaqAuSmcHbh24IWjhWIQwxLatADKo3gnqQ2BhkJGR3lvXuyD5Fbo-xe7z9GuGUs0uFQ_brR1hmosRsmdEa9bgh3_gZprz2FYzVCopFRVsaOrjSfk8lZIhmn1OO5sPhhJzrNxsrDlWbrhq-P05cnY7CH_oueMGPp1AaaNxDfmvP_-P-w1CMYmG</recordid><startdate>20090601</startdate><enddate>20090601</enddate><creator>Funabashi, Masanori</creator><creator>Nonaka, Koichi</creator><creator>Yada, Chieko</creator><creator>Hosobuchi, Masahiko</creator><creator>Masuda, Nobuhisa</creator><creator>Shibata, Tomoyuki</creator><creator>Van Lanen, Steven G</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><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>3V.</scope><scope>7QL</scope><scope>7T5</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7P</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20090601</creationdate><title>Identification of the biosynthetic gene cluster of A-500359s in Streptomyces griseus SANK60196</title><author>Funabashi, Masanori ; Nonaka, Koichi ; Yada, Chieko ; Hosobuchi, Masahiko ; Masuda, Nobuhisa ; Shibata, Tomoyuki ; Van Lanen, Steven G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c438t-c6d3d9bf9e1bf7ba53abeb5d96b2fed5f7886e0584b61cdd2d57f204cab4bd73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Anti-Bacterial Agents - biosynthesis</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Azepines - pharmacology</topic><topic>Bacteriology</topic><topic>Biomedical and Life Sciences</topic><topic>Bioorganic Chemistry</topic><topic>Biosynthesis</topic><topic>DNA, Bacterial - biosynthesis</topic><topic>DNA, Bacterial - genetics</topic><topic>Drug Resistance, Bacterial - genetics</topic><topic>E coli</topic><topic>Escherichia coli - drug effects</topic><topic>Escherichia coli - genetics</topic><topic>Gene Library</topic><topic>Genes, Bacterial - genetics</topic><topic>Genetic Vectors</topic><topic>Life Sciences</topic><topic>Medicinal Chemistry</topic><topic>Microbiology</topic><topic>Multigene Family</topic><topic>Open Reading Frames</topic><topic>Organic Chemistry</topic><topic>original-article</topic><topic>Reverse Transcriptase Polymerase Chain Reaction</topic><topic>Streptomyces griseus - genetics</topic><topic>Uridine - analogs & derivatives</topic><topic>Uridine - biosynthesis</topic><topic>Uridine - 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Academic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Funabashi, Masanori</au><au>Nonaka, Koichi</au><au>Yada, Chieko</au><au>Hosobuchi, Masahiko</au><au>Masuda, Nobuhisa</au><au>Shibata, Tomoyuki</au><au>Van Lanen, Steven G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Identification of the biosynthetic gene cluster of A-500359s in Streptomyces griseus SANK60196</atitle><jtitle>Journal of antibiotics</jtitle><stitle>J Antibiot</stitle><addtitle>J Antibiot (Tokyo)</addtitle><date>2009-06-01</date><risdate>2009</risdate><volume>62</volume><issue>6</issue><spage>325</spage><epage>332</epage><pages>325-332</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><abstract>A-500359s, produced by
Streptomyces griseus
SANK60196, are inhibitors of bacterial phospho-
N
-acetylmuramyl-pentapeptide translocase. They are composed of three distinct moieties: a 5′-carbamoyl uridine, an unsaturated hexuronic acid and an aminocaprolactam. Two contiguous cosmids covering a 65-kb region of DNA and encoding 38 open reading frames (ORFs) putatively involved in the biosynthesis of A-500359s were identified. Reverse transcriptase PCR showed that most of the 38 ORFs are highly expressed during A-500359s production, but mutants that do not produce A-500359s did not express these same ORFs. Furthermore,
orf21
, encoding a putative aminoglycoside 3′-phosphotransferase, was heterologously expressed in
Escherichia coli
and
Streptomyces albus
, yielding strains having selective resistance against A-500359B, suggesting that ORF21 phosphorylates the unsaturated hexuronic acid as a mechanism of self-resistance to A-500359s. In total, the data suggest that the cloned region is involved in the resistance, regulation and biosynthesis of A-500359s.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>19478828</pmid><doi>10.1038/ja.2009.38</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of antibiotics, 2009-06, Vol.62 (6), p.325-332 |
| issn | 0021-8820 1881-1469 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_67420992 |
| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Alma/SFX Local Collection |
| subjects | Anti-Bacterial Agents - biosynthesis Anti-Bacterial Agents - pharmacology Azepines - pharmacology Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Biosynthesis DNA, Bacterial - biosynthesis DNA, Bacterial - genetics Drug Resistance, Bacterial - genetics E coli Escherichia coli - drug effects Escherichia coli - genetics Gene Library Genes, Bacterial - genetics Genetic Vectors Life Sciences Medicinal Chemistry Microbiology Multigene Family Open Reading Frames Organic Chemistry original-article Reverse Transcriptase Polymerase Chain Reaction Streptomyces griseus - genetics Uridine - analogs & derivatives Uridine - biosynthesis Uridine - pharmacology |
| title | Identification of the biosynthetic gene cluster of A-500359s in Streptomyces griseus SANK60196 |
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