Fig. 9

Molecular Network of the detected features of 6-PP and its presumed related biosynthetic products and overlays of extracted ion chromatograms (EICs) corresponding to predicted 6-PP derivatives in T. atroviride WT, pks1 deletion mutant extracts and pure extraction solvent. A) Molecular Network of the detected metabolic features of 6-PP and its presumed related biosynthetic products (1) to (9). 6-PP is connected directly with the protonated ion molecules and electrospray-derived in-source fragments of 5 spectral and thus similar structures (scores are shown and metabolic features are highlighted with a black frame). B), C) Overlays of extracted ion chromatograms (EICs) of 6-PP and compounds (1) to (9) in T. atroviride WT, pks1 deletion mutant extracts and pure extraction solvent as additional control. C) from left to right: possible keto-, hydroxy-, dehydrated and hydrolyzed (i.e., with opened lactone ring) 6-PP derivatives. Gray vertical arrows indicate possible sites of chemical modification. The structural relationship of the derivatives with the main product 6-PP is further supported by a large number of MS/MS fragments shared between 6-PP and the illustrated compounds (1) to (9) (Figure S2)