Structure elucidation of auxofuran, a metabolite involved in stimulating growth of fly agaric, produced by the mycorrhiza helper bacterium Streptomyces AcH 505.
Mycorrhiza helper bacterium Streptomyces strain AcH 505 stimulates ectomycorrhiza formation between spruce and fly agaric by supporting fungal growth whereas growth of pathogenic fungi is suppressed. A fungal growth promoting substance was isolated and the chemical structure elucidated by mass spectrometry and NMR spectroscopy. The absolute configuration of the novel fungal growth promoting compound auxofuran (1) was deduced from NMR data with the help of Mosher esters.
Keller
Simone
S
Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 124, D-10623 Berlin, Germany.
Schneider
Kathrin
K
Süssmuth
Roderich D
RD
D000545:Amanita / Q000187:drug effects* / Q000254:growth & development; D001572:Benzofurans / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D038821:Mycorrhizae / Q000254:growth & development*; D013302:Streptomyces / Q000145:classification / Q000378:metabolism*
D001572:Benzofurans; D005663:Furans; C518211:auxofuran