Sterol phylogenesis and algal evolution.
作者： W. D. Nes , R. A. Norton , F. G. Crumley , S. J. Madigan , E. R. Katz
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摘要: The stereochemistry of several sterol precursors and end products synthesized by two fungal-like micro-organisms Prototheca wickerhamii (I) Dictyostelium discoideum (II) have been determined chromatographic (TLC, GLC, HPLC) spectral (UV, MS, 1H NMR) methods. From I II the following sterols were isolated from cells: cycloartenol, cyclolaudenol, 24(28)-methylenecycloartanol, ergosterol, protothecasterol, 4alpha-methylergostanol, 4alpha-methylclionastanol, clionastanol, 24beta-ethylcholesta-8,22-enol, dictyosterol. In addition, mechanism C-24 methylation was investigated in both organisms feeding to [2-3H]lanosterol, [2-3H]cycloartenol, [24-3H]lanosterol, [methyl-2H3]methionine [methyl-2H3]methionine. results demonstrate that 24beta configuration is formed different alkylation routes II. Delta25(27) route operates while Delta24(28) Based on what known literature regarding distribution phylogenesis together with our findings stereochemical outcome squalene oxide cyclization leads production cycloartenol rather than lanosterol (characteristic fungal genealogy) chirality alkyl group similar nonphotosynthetic microbes (beta oriented), we conclude an apoplastic Chlorella (i.e., alga) as well other soil amoebae synthesize evolved algal ancestors.
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