Source:http://linkedlifedata.com/resource/pubmed/id/18655076
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
12
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pubmed:dateCreated |
2008-8-7
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pubmed:databankReference | |
pubmed:abstractText |
The depsipeptide antibiotic hormaomycin, which is produced by Streptomyces griseoflavus W-384, contains a 5-chloropyrrole moiety. In the producer strain we identified the gene hrmQ that shows sequence similarity to FADH(2)-dependent halogenases. This gene was cloned and heterologously expressed in Streptomyces roseochromogenes var. oscitans DS12.976, which is the producer of the aminocoumarin antibiotic clorobiocin, which contains a 5-methylpyrrole moiety. For the present experiment, we used a mutant of this strain in which the respective pyrrole-5-methyltransferase had been inactivated. Expression of the halogenase hrmQ in this mutant strain led to the formation of two new clorobiocin derivatives that carried a 5-chloropyrrole moiety. These compounds were isolated on a preparative scale, their structures were elucidated by (1)H NMR spectroscopy and mass spectrometry, and their antibacterial activity was determined. The substrate of HrmQ is likely to be a pyrrole-2-carboxyl-S-[acyl carrier protein] thioester. If this assumption is true, this study presents the first experiment in combinatorial biosynthesis that uses a halogenase that acts on an acyl carrier protein-bound substrate.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Anti-Bacterial Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Depsipeptides,
http://linkedlifedata.com/resource/pubmed/chemical/Novobiocin,
http://linkedlifedata.com/resource/pubmed/chemical/Oxidoreductases,
http://linkedlifedata.com/resource/pubmed/chemical/Pyrroles,
http://linkedlifedata.com/resource/pubmed/chemical/clorobiocin,
http://linkedlifedata.com/resource/pubmed/chemical/hormaomycin
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1439-7633
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
11
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pubmed:volume |
9
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1992-9
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pubmed:meshHeading |
pubmed-meshheading:18655076-Anti-Bacterial Agents,
pubmed-meshheading:18655076-Bacillus subtilis,
pubmed-meshheading:18655076-Cloning, Molecular,
pubmed-meshheading:18655076-Depsipeptides,
pubmed-meshheading:18655076-Gene Expression Regulation, Bacterial,
pubmed-meshheading:18655076-Molecular Sequence Data,
pubmed-meshheading:18655076-Novobiocin,
pubmed-meshheading:18655076-Oxidoreductases,
pubmed-meshheading:18655076-Pyrroles,
pubmed-meshheading:18655076-Sequence Analysis, DNA,
pubmed-meshheading:18655076-Streptomyces
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pubmed:year |
2008
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pubmed:articleTitle |
Use of a halogenase of hormaomycin biosynthesis for formation of new clorobiocin analogues with 5-chloropyrrole moieties.
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pubmed:affiliation |
Pharmazeutische Biologie, Pharmazeutisches Institut, Eberhard-Karls-Universität Tübingen, Auf der Morgenstelle 8, 72076 Tübingen, Germany. heide@uni-tuebingen.de
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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