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Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression
BioScience Center PHARMACIA, Via Papa Giovanni XXIII 23, 20014 Nerviano (Mi), Italy Istituto di Genetica Biochimica ed Evoluzionistica del CNR, Via Abbiategrasso 207, 27100 Pavia, Italy ABSTRACT The dnrF gene, responsible for conversion of aklavinone to -rhodomycinone via C-11 hydroxylation, was map...
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| Published in: | Microbiology (Society for General Microbiology) 1995-04, Vol.141 (4), p.1007-1016 |
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| Main Authors: | , , , , , , , |
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| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c439t-3ea49f99760710a2d20cfae414da397c5a19908f7f3f39ca704daa073d7bb6c53 |
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| container_end_page | 1016 |
| container_issue | 4 |
| container_start_page | 1007 |
| container_title | Microbiology (Society for General Microbiology) |
| container_volume | 141 |
| creator | Filippini, Silvia Solinas, Maria Manuela Breme, Umberto Schluter, Manuela Birgit Gabellini, Davide Biamonti, Giuseppe Colombo, Anna Luisa Garofano, Luisa |
| description | BioScience Center PHARMACIA, Via Papa Giovanni XXIII 23, 20014 Nerviano (Mi), Italy
Istituto di Genetica Biochimica ed Evoluzionistica del CNR, Via Abbiategrasso 207, 27100 Pavia, Italy
ABSTRACT
The dnrF gene, responsible for conversion of aklavinone to -rhodomycinone via C-11 hydroxylation, was mapped in the daunorubicin (Dnr) gene cluster of Streptomyces peucetius ATCC 29050, close to drrAB, one of the anthracycline-resistance genes. The dnrF gene was sequenced and should encode a protein of 489 amino acids with a molecular mass of 52 kDa. The deduced DnrF protein shows significant similarities with bacterial FAD- and NADPH-dependent hydroxylases either required to introduce hydroxyl groups into polycyclic aromatic polyketide antibiotics or involved in catabolism of aromatic compounds. Heterologous expression of dnrF in Streptomyces lividans TK23 and in Escherichia coli demonstrated that the gene encodes a NADPH-dependent hydroxylase catalysing the hydroxylation of aklavinone to yield -rhodomycinone. The enzyme is inactive on anthracyclines glycosylated at position C-7 and its activity decreases to a different extent with other substrate modifications, indicating that DnrF has a significant substrate specificity.
Author for correspondence: Silvia Filippini. Tel: +39 331 583763. Fax: +39 331 583755.
The GenBank accession number of the sequence reported in this paper is U18082 |
| doi_str_mv | 10.1099/13500872-141-4-1007 |
| format | article |
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Istituto di Genetica Biochimica ed Evoluzionistica del CNR, Via Abbiategrasso 207, 27100 Pavia, Italy
ABSTRACT
The dnrF gene, responsible for conversion of aklavinone to -rhodomycinone via C-11 hydroxylation, was mapped in the daunorubicin (Dnr) gene cluster of Streptomyces peucetius ATCC 29050, close to drrAB, one of the anthracycline-resistance genes. The dnrF gene was sequenced and should encode a protein of 489 amino acids with a molecular mass of 52 kDa. The deduced DnrF protein shows significant similarities with bacterial FAD- and NADPH-dependent hydroxylases either required to introduce hydroxyl groups into polycyclic aromatic polyketide antibiotics or involved in catabolism of aromatic compounds. Heterologous expression of dnrF in Streptomyces lividans TK23 and in Escherichia coli demonstrated that the gene encodes a NADPH-dependent hydroxylase catalysing the hydroxylation of aklavinone to yield -rhodomycinone. The enzyme is inactive on anthracyclines glycosylated at position C-7 and its activity decreases to a different extent with other substrate modifications, indicating that DnrF has a significant substrate specificity.
Author for correspondence: Silvia Filippini. Tel: +39 331 583763. Fax: +39 331 583755.
The GenBank accession number of the sequence reported in this paper is U18082</description><identifier>ISSN: 1350-0872</identifier><identifier>EISSN: 1465-2080</identifier><identifier>DOI: 10.1099/13500872-141-4-1007</identifier><identifier>PMID: 7773378</identifier><language>eng</language><publisher>Reading: Soc General Microbiol</publisher><subject>Amino Acid Sequence ; Aryl Hydrocarbon Hydroxylases - genetics ; Aryl Hydrocarbon Hydroxylases - metabolism ; Bacterial Proteins - genetics ; Bacterial Proteins - metabolism ; Bacteriology ; Base Sequence ; Biological and medical sciences ; Biology of microorganisms of confirmed or potential industrial interest ; Biotechnology ; Chromosome Mapping ; Cloning, Molecular ; Daunorubicin - biosynthesis ; DNA Primers - genetics ; DNA, Bacterial - genetics ; Escherichia coli ; Escherichia coli - genetics ; Fundamental and applied biological sciences. Psychology ; Gene Expression Regulation, Bacterial ; Genes, Bacterial ; Genetics ; Microbiology ; Mission oriented research ; Molecular Sequence Data ; Open Reading Frames ; Sequence Homology, Amino Acid ; Streptomyces - genetics ; Streptomyces - metabolism ; Streptomyces lividans ; Streptomyces peucetius ; Substrate Specificity</subject><ispartof>Microbiology (Society for General Microbiology), 1995-04, Vol.141 (4), p.1007-1016</ispartof><rights>1995 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c439t-3ea49f99760710a2d20cfae414da397c5a19908f7f3f39ca704daa073d7bb6c53</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3488902$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/7773378$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Filippini, Silvia</creatorcontrib><creatorcontrib>Solinas, Maria Manuela</creatorcontrib><creatorcontrib>Breme, Umberto</creatorcontrib><creatorcontrib>Schluter, Manuela Birgit</creatorcontrib><creatorcontrib>Gabellini, Davide</creatorcontrib><creatorcontrib>Biamonti, Giuseppe</creatorcontrib><creatorcontrib>Colombo, Anna Luisa</creatorcontrib><creatorcontrib>Garofano, Luisa</creatorcontrib><title>Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression</title><title>Microbiology (Society for General Microbiology)</title><addtitle>Microbiology</addtitle><description>BioScience Center PHARMACIA, Via Papa Giovanni XXIII 23, 20014 Nerviano (Mi), Italy
Istituto di Genetica Biochimica ed Evoluzionistica del CNR, Via Abbiategrasso 207, 27100 Pavia, Italy
ABSTRACT
The dnrF gene, responsible for conversion of aklavinone to -rhodomycinone via C-11 hydroxylation, was mapped in the daunorubicin (Dnr) gene cluster of Streptomyces peucetius ATCC 29050, close to drrAB, one of the anthracycline-resistance genes. The dnrF gene was sequenced and should encode a protein of 489 amino acids with a molecular mass of 52 kDa. The deduced DnrF protein shows significant similarities with bacterial FAD- and NADPH-dependent hydroxylases either required to introduce hydroxyl groups into polycyclic aromatic polyketide antibiotics or involved in catabolism of aromatic compounds. Heterologous expression of dnrF in Streptomyces lividans TK23 and in Escherichia coli demonstrated that the gene encodes a NADPH-dependent hydroxylase catalysing the hydroxylation of aklavinone to yield -rhodomycinone. The enzyme is inactive on anthracyclines glycosylated at position C-7 and its activity decreases to a different extent with other substrate modifications, indicating that DnrF has a significant substrate specificity.
Author for correspondence: Silvia Filippini. Tel: +39 331 583763. Fax: +39 331 583755.
The GenBank accession number of the sequence reported in this paper is U18082</description><subject>Amino Acid Sequence</subject><subject>Aryl Hydrocarbon Hydroxylases - genetics</subject><subject>Aryl Hydrocarbon Hydroxylases - metabolism</subject><subject>Bacterial Proteins - genetics</subject><subject>Bacterial Proteins - metabolism</subject><subject>Bacteriology</subject><subject>Base Sequence</subject><subject>Biological and medical sciences</subject><subject>Biology of microorganisms of confirmed or potential industrial interest</subject><subject>Biotechnology</subject><subject>Chromosome Mapping</subject><subject>Cloning, Molecular</subject><subject>Daunorubicin - biosynthesis</subject><subject>DNA Primers - genetics</subject><subject>DNA, Bacterial - genetics</subject><subject>Escherichia coli</subject><subject>Escherichia coli - genetics</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gene Expression Regulation, Bacterial</subject><subject>Genes, Bacterial</subject><subject>Genetics</subject><subject>Microbiology</subject><subject>Mission oriented research</subject><subject>Molecular Sequence Data</subject><subject>Open Reading Frames</subject><subject>Sequence Homology, Amino Acid</subject><subject>Streptomyces - genetics</subject><subject>Streptomyces - metabolism</subject><subject>Streptomyces lividans</subject><subject>Streptomyces peucetius</subject><subject>Substrate Specificity</subject><issn>1350-0872</issn><issn>1465-2080</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><recordid>eNqFkUGLFDEQhYMo67r6C0TogwiCrZVOZtLZmyyuCgse1HNIp6tnIt1Jm-pG599bw4yLN08JvK8qL-8J8VzCWwnWvpNqA9CappZa1rqWAOaBuJR6u6kbaOEh35moj8hj8YToBwCLIC_EhTFGKdNeCv91KTgveToEpGrGNeASV6p6v6Zc1i6GmKouZjqkZY8UqdphwjdVn8rtdUX4c8UUsPKpr_a4YMlj3mWex99zQaKY01PxaPAj4bPzeSW-3374dvOpvvvy8fPN-7s6aGWXWqHXdrDWbMFI8E3fQBg8aql7r6wJGy-thXYwgxqUDd4ACx6M6k3XbcNGXYlXp71zyeyKFjdFCjiOPiE7cvxjqXQr_wvKbcu5gmJQncBQMlHBwc0lTr4cnAR3bMD9bcBxA067YwM89eK8fu0m7O9nzpGz_vKsewp-HIpPIdI9xhZbCw1jr0_YPu72v2JBx8FPka1wG-w4_PPkH3-snbU</recordid><startdate>19950401</startdate><enddate>19950401</enddate><creator>Filippini, Silvia</creator><creator>Solinas, Maria Manuela</creator><creator>Breme, Umberto</creator><creator>Schluter, Manuela Birgit</creator><creator>Gabellini, Davide</creator><creator>Biamonti, Giuseppe</creator><creator>Colombo, Anna Luisa</creator><creator>Garofano, Luisa</creator><general>Soc General Microbiol</general><general>Society for General Microbiology</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>7QL</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope></search><sort><creationdate>19950401</creationdate><title>Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression</title><author>Filippini, Silvia ; Solinas, Maria Manuela ; Breme, Umberto ; Schluter, Manuela Birgit ; Gabellini, Davide ; Biamonti, Giuseppe ; Colombo, Anna Luisa ; Garofano, Luisa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c439t-3ea49f99760710a2d20cfae414da397c5a19908f7f3f39ca704daa073d7bb6c53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Amino Acid Sequence</topic><topic>Aryl Hydrocarbon Hydroxylases - genetics</topic><topic>Aryl Hydrocarbon Hydroxylases - metabolism</topic><topic>Bacterial Proteins - genetics</topic><topic>Bacterial Proteins - metabolism</topic><topic>Bacteriology</topic><topic>Base Sequence</topic><topic>Biological and medical sciences</topic><topic>Biology of microorganisms of confirmed or potential industrial interest</topic><topic>Biotechnology</topic><topic>Chromosome Mapping</topic><topic>Cloning, Molecular</topic><topic>Daunorubicin - biosynthesis</topic><topic>DNA Primers - genetics</topic><topic>DNA, Bacterial - genetics</topic><topic>Escherichia coli</topic><topic>Escherichia coli - genetics</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gene Expression Regulation, Bacterial</topic><topic>Genes, Bacterial</topic><topic>Genetics</topic><topic>Microbiology</topic><topic>Mission oriented research</topic><topic>Molecular Sequence Data</topic><topic>Open Reading Frames</topic><topic>Sequence Homology, Amino Acid</topic><topic>Streptomyces - genetics</topic><topic>Streptomyces - metabolism</topic><topic>Streptomyces lividans</topic><topic>Streptomyces peucetius</topic><topic>Substrate Specificity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Filippini, Silvia</creatorcontrib><creatorcontrib>Solinas, Maria Manuela</creatorcontrib><creatorcontrib>Breme, Umberto</creatorcontrib><creatorcontrib>Schluter, Manuela Birgit</creatorcontrib><creatorcontrib>Gabellini, Davide</creatorcontrib><creatorcontrib>Biamonti, Giuseppe</creatorcontrib><creatorcontrib>Colombo, Anna Luisa</creatorcontrib><creatorcontrib>Garofano, Luisa</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>Bacteriology Abstracts (Microbiology B)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Microbiology (Society for General Microbiology)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Filippini, Silvia</au><au>Solinas, Maria Manuela</au><au>Breme, Umberto</au><au>Schluter, Manuela Birgit</au><au>Gabellini, Davide</au><au>Biamonti, Giuseppe</au><au>Colombo, Anna Luisa</au><au>Garofano, Luisa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression</atitle><jtitle>Microbiology (Society for General Microbiology)</jtitle><addtitle>Microbiology</addtitle><date>1995-04-01</date><risdate>1995</risdate><volume>141</volume><issue>4</issue><spage>1007</spage><epage>1016</epage><pages>1007-1016</pages><issn>1350-0872</issn><eissn>1465-2080</eissn><abstract>BioScience Center PHARMACIA, Via Papa Giovanni XXIII 23, 20014 Nerviano (Mi), Italy
Istituto di Genetica Biochimica ed Evoluzionistica del CNR, Via Abbiategrasso 207, 27100 Pavia, Italy
ABSTRACT
The dnrF gene, responsible for conversion of aklavinone to -rhodomycinone via C-11 hydroxylation, was mapped in the daunorubicin (Dnr) gene cluster of Streptomyces peucetius ATCC 29050, close to drrAB, one of the anthracycline-resistance genes. The dnrF gene was sequenced and should encode a protein of 489 amino acids with a molecular mass of 52 kDa. The deduced DnrF protein shows significant similarities with bacterial FAD- and NADPH-dependent hydroxylases either required to introduce hydroxyl groups into polycyclic aromatic polyketide antibiotics or involved in catabolism of aromatic compounds. Heterologous expression of dnrF in Streptomyces lividans TK23 and in Escherichia coli demonstrated that the gene encodes a NADPH-dependent hydroxylase catalysing the hydroxylation of aklavinone to yield -rhodomycinone. The enzyme is inactive on anthracyclines glycosylated at position C-7 and its activity decreases to a different extent with other substrate modifications, indicating that DnrF has a significant substrate specificity.
Author for correspondence: Silvia Filippini. Tel: +39 331 583763. Fax: +39 331 583755.
The GenBank accession number of the sequence reported in this paper is U18082</abstract><cop>Reading</cop><pub>Soc General Microbiol</pub><pmid>7773378</pmid><doi>10.1099/13500872-141-4-1007</doi><tpages>10</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1350-0872 |
| ispartof | Microbiology (Society for General Microbiology), 1995-04, Vol.141 (4), p.1007-1016 |
| issn | 1350-0872 1465-2080 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_77313481 |
| source | Alma/SFX Local Collection |
| subjects | Amino Acid Sequence Aryl Hydrocarbon Hydroxylases - genetics Aryl Hydrocarbon Hydroxylases - metabolism Bacterial Proteins - genetics Bacterial Proteins - metabolism Bacteriology Base Sequence Biological and medical sciences Biology of microorganisms of confirmed or potential industrial interest Biotechnology Chromosome Mapping Cloning, Molecular Daunorubicin - biosynthesis DNA Primers - genetics DNA, Bacterial - genetics Escherichia coli Escherichia coli - genetics Fundamental and applied biological sciences. Psychology Gene Expression Regulation, Bacterial Genes, Bacterial Genetics Microbiology Mission oriented research Molecular Sequence Data Open Reading Frames Sequence Homology, Amino Acid Streptomyces - genetics Streptomyces - metabolism Streptomyces lividans Streptomyces peucetius Substrate Specificity |
| title | Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression |
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