title: C35 Hopanoid Side Chain Biosynthesis: Reduction of Ribosylhopane into Bacteriohopanetetrol by a Cell-Free System Derived from Methylobacterium organophilum.
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.
authors.affiliation: Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France).|Present address: Université de Strasbourg/CNRS, ECPM, 25 rue Becquerel, 67087 Strasbourg, Cedex 2 (France).
authors.forename: Anne
authors.initials: A
authors.lastname: Bodlenner
authors.affiliation: Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France).
authors.forename: Wenjun
authors.initials: W
authors.lastname: Liu
authors.affiliation: Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France).
authors.forename: Guillaume
authors.initials: G
authors.lastname: Hirsch
authors.affiliation: Laboratoire de Biogéochimie Moléculaire, Université de Strasbourg/CNRS, ECPM, 25 rue Becquerel, 67200 Strasbourg (France).
authors.forename: Philippe
authors.initials: P
authors.lastname: Schaeffer
authors.affiliation: University of Hamburg, Institute for Geology, Bundesstrasse 55, 20146 Hamburg (Germany).|Present address: Federal Institute for Geosciences and Natural Resources, Stilleweg 2, 30655 Hannover (Germany).
authors.forename: Martin
authors.initials: M
authors.lastname: Blumenberg
authors.affiliation: University of Hamburg, Institute for Geology, Bundesstrasse 55, 20146 Hamburg (Germany).
authors.forename: Ralf
authors.initials: R
authors.lastname: Lendt
authors.affiliation: Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France).
authors.forename: Denis
authors.initials: D
authors.lastname: Tritsch
authors.affiliation: University of Hamburg, Institute for Geology, Bundesstrasse 55, 20146 Hamburg (Germany).
authors.forename: Walter
authors.initials: W
authors.lastname: Michaelis
authors.affiliation: Université de Strasbourg/CNRS, Institut Le Bel, 4 rue Blaise Pascal, 67070 Strasbourg, Cedex (France). mirohmer@unistra.fr.
authors.forename: Michel
authors.initials: M
authors.lastname: Rohmer
mesh_terms: D002474:Cell-Free System; D020580:Methylobacterium / Q000737:chemistry*; D015394:Molecular Structure; D014315:Triterpenes / Q000737:chemistry*
chemical_list: D014315:Triterpenes; C025206:hopane
keywords: bacteriohopanetetrol; biosynthesis; isotopic labeling; ribosylhopane; terpenoids