Structural diversity among methanofurans from different methanogenic bacteria

Abstract

An examination of the methanofurans isolated from a wide range of methanogenic bacteria and from Archaeoglobus fulgidus has revealed at least five chromatographically distinct methanofurans. Bacteria from each major genus of methanogenic bacteria have been found to contain a chemically different methanofuran. The nature of the differences in the methanofurans appears to lie in the modification of the side chain attached to the basic core structure of 4-[N-(gamma-L-glutamyl-gamma-L-glutamyl)-p-(beta-aminoethyl)phenoxyme thy l]-2-(amino-methyl)furan. This was supported by the structural elucidation of the methanofuran isolated from Methanobrevibacter smithii, designated methanofuran-c, which was the same as the originally characterized methanofuran except for a hydroxy group at the 2 position of the 4,5-dicarboxyoctanedioic acid moiety of the molecule.