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C35 Hopanoid Side Chain Biosynthesis: Reduction of Ribosylhopane into Bacteriohopanetetrol by a Cell‐Free System Derived from Methylobacterium organophilum |
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| Authors: | Dr. Anne Bodlenner Wenjun Liu Guillaume Hirsch Dr. Philippe Schaeffer Dr. Martin Blumenberg Dr. Ralf Lendt Dr. Denis Tritsch Prof. Dr. Walter Michaelis Prof. Dr. Michel Rohmer |
| Affiliation: | 1. Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France);2. Present address: Université de Strasbourg/CNRS, ECPM, 25 rue Becquerel, 67087 Strasbourg, Cedex 2 (France);3. Laboratoire de Biogéochimie Moléculaire, Université de Strasbourg/CNRS, ECPM, 25 rue Becquerel, 67200 Strasbourg (France);4. University of Hamburg, Institute for Geology, Bundesstrasse 55, 20146 Hamburg (Germany);5. Present address: Federal Institute for Geosciences and Natural Resources, Stilleweg 2, 30655 Hannover (Germany) |
| Abstract: | The major bacterial triterpenoids of the hopane series each consist of a C30 triterpene hopane moiety and an additional nonterpene C5 side chain derived from D ‐ribose and linked through its C‐5 carbon atom to the hopane side chain. Bacteriohopanetetrol and aminobacteriohopanetriol are the most common representatives of this natural product series, adenosylhopane and ribosylhopane being putative precursors. Deuterium‐labelled ribosylhopane was obtained by hemisynthesis and converted into deuterium‐labelled bacteriohopanetetrol in the presence of NADPH, thus giving evidence of this as yet unknown precursor‐to‐product relationship in the bacterial hopanoid metabolic pathway. |
| Keywords: | bacteriohopanetetrol biosynthesis isotopic labeling ribosylhopane terpenoids |