tailieunhanh - Báo cáo khoa học: Structural identification of ladderane and other membrane lipids of planctomycetes capable of anaerobic ammonium oxidation (anammox)

The membrane lipid composition of planctomycetes capable of the an-aerobic oxidation of ammonium (anammox), . Candidatus‘Brocadia anammoxidans’ and Candidatus‘Kuenenia stuttgartiensis’, was shown to be composed mainly of so-called ladderane lipids. These lipids are com-prised of three to five linearly concatenated cyclobutane moieties withcis ring junctions, which occurred as fatty acids, fatty alcohols, alkyl glycerol monoethers, dialkyl glycerol diethers and mixed glycerol ether⁄esters. . | iFEBS Journal Structural identification of ladderane and other membrane lipids of planctomycetes capable of anaerobic ammonium oxidation anammox Jaap S. Sinninghe Damste1 W. Irene C. Rijpstra1 Jan A. J. Geenevasen2 Marc Strous3 and Mike S. M. Jetten3 1 RoyalNetherlands Institute for Sea Research NIOZ Department of Marine Biogeochemistry and Toxicology Texel the Netherlands 2 van t Hoff Institute for Molecular Science HIMS University of Amsterdam the Netherlands 3 Department of Microbiology Institute of Water and Wetland Research Radboud University Nijmegen the Netherlands Keywords ether lipids fatty acids mass spectrometry mixed glycerolester ether lipids NMR Correspondence J. S. Sinninghe Damste RoyalNetherlands Institute for Sea Research NIOZ Department of Marine Biogeochemistry and Toxicology PO Box 59 1790 AB Den Burg the Netherlands Fax 31 222 319 674 Tel 31 222 369 550 E-mail damste@ Received 26 May 2005 revised 23 June 2005 accepted 1 July 2005 doi The membrane lipid composition of planctomycetes capable of the anaerobic oxidation of ammonium anammox . Candidatus Brocadia anammoxidans and Candidatus Kuenenia stuttgartiensis was shown to be composed mainly of so-called ladderane lipids. These lipids are comprised of three to five linearly concatenated cyclobutane moieties with cis ring junctions which occurred as fatty acids fatty alcohols alkyl glycerol monoethers dialkyl glycerol diethers and mixed glycerol ether esters. The highly strained ladderane moieties were thermally unstable which resulted in breakdown during their analysis with GC. This was shown by isolation of a thermal product of these ladderanes and subsequent analysis with two-dimensional NMR techniques. Comprehensive MS and relative retention time data for all the encountered ladderane membrane lipids is reported allowing the identification of ladderanes in other bacterial cultures and in the environment. The occurrence of ladderane lipids seems to .