Ribosylhopane,a Novel Bacterial Hopanoid,as Precursor of C35 Bacteriohopanepolyols in Streptomyces coelicolor A3(2) |
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Authors: | Wenjun Liu Elias Sakr Dr. Philippe Schaeffer Dr. Helen M. Talbot Janina Donisi Thomas Härtner Dr. Elmar Kannenberg Prof. Eriko Takano Prof. Michel Rohmer |
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Affiliation: | 1. Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France);2. Laboratoire de Biogéochimie Moléculaire, Université de Strasbourg/CNRS, ECPM, 25 rue Becquerel, 67200 Strasbourg (France);3. School of Civil Engineering and Geosciences, Newcastle University, Drummond Building, Newcastle upon Tyne NE1 7RU (UK);4. Microbiological Institute, Microbiology/Biotechnology, University of Tübingen, Auf der Morgenstelle 28, 72076 Tübingen (Germany);5. Complex Carbohydrate Research Center, University of Georgia, Athens, GA 30602 (USA);6. Manchester Institute of Biotechnology, Faculty of Life Sciences, University of Manchester, 131 Princess Street, Manchester, M1 7DN (UK) |
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Abstract: | Wild‐type Streptomyces coelicolor A3(2) produces aminobacteriohopanetriol as the only elongated C35 hopanoid. The hopanoid phenotype of two mutants bearing a deletion of genes from a previously identified hopanoid biosynthesis gene cluster provides clues to the formation of C35 bacteriohopanepolyols. orf14 encodes a putative nucleosidase; its deletion induces the accumulation of adenosylhopane as it cannot be converted into ribosylhopane. orf18 encodes a putative transaminase; its deletion results in the accumulation of adenosylhopane, ribosylhopane, and bacteriohopanetetrol. Ribosylhopane was postulated twenty years ago as a precursor for bacterial hopanoids but was never identified in a bacterium. Absence of the transaminase encoded by orf18 prevents the reductive amination of ribosylhopane into aminobacteriohopanetriol and induces its accumulation. Its reduction by an aldose‐reductase‐like enzyme produces bacteriohopanetetrol, which is normally not present in S. coelicolor. |
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Keywords: | biosynthesis hopanoids ribosylhopane Streptomyces coelicolor terpenoids |
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