Identification of molecular species of various N-acylated bacteriohopanehexol-mannosamides from the thermophilic bacterium Alicyclobacillus acidoterrestris by semipreparative HPLC and by RP-HPLC with ESI is described. We used triple-quadrupole type mass spectrometer, 1H and 13C NMR for analyzing this complex lipid. CD spectra of two compounds (model compound -7-deoxy-D: -glycero-D: -allo-heptitol obtained by stereospecific synthesis, and an isolated derivative of hopane) were also measured and the absolute configuration of both compounds was determined. On the basis of all the above methods, we identified the full structure of a new class of bacteriohopanes, represented by various N-acylated bacteriohopanehexol-mannosamides
circular dichroism, Alicyclobacillus acidoterrestris, negative RP-HPLC-ESI-MS/MS, N-acylated bacteriohopanehexol-mannosamides, ω-cyclohexyl fatty acids
NCBI PubMed ID: 20960068Publication DOI: 10.1007/s11745-010-3482-4Journal NLM ID: 0060450Publisher: American Oil Chemists' Society
Correspondence: rezanka@biomed.cas.cz
Institutions: Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech, Department of Fermentation Chemistry and Bioengineering, Institute of Chemical Technology Prague, Prague, Czech
Methods: 13C NMR, 1H NMR, periodate oxidation, NMR-2D, TLC, ESI-MS/MS, HPLC, extraction, optical rotation measurement, acetylation, CD, reduction, cell growth, derivatization, evaporation, HILIC, HR-FAB-MS
Found