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Detection of new fumonisin mycotoxins and fumonisin‐like compounds by reversed‐phase high‐performance liquid chromatography/electrospray ionization ion trap mass spectrometry
Author(s) -
Bartók Tibor,
Szécsi Árpád,
Szekeres András,
Mesterházy Ákos,
Bartók Mihály
Publication year - 2006
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.2607
Subject(s) - chemistry , fumonisin b1 , fumonisin , electrospray ionization , mycotoxin , mass spectrometry , protonation , high performance liquid chromatography , chromatography , electrospray , fusarium , tandem mass spectrometry , ion trap , ion , organic chemistry , food science , botany , biology
Fumonisins were produced in a rice culture infected with Fusarium verticillioides . To decrease the possibility of the formation of artifacts, the fumonisins were analyzed by reversed‐phase high‐performance liquid chromatography with electrospray ionization ion trap tandem mass spectrometry (RP‐HPLC/ESI‐IT‐MS 2 ) immediately after the extraction of the culture material without any sample clean‐up. In addition to already known fumonisins, numerous new fumonisin mycotoxins and fumonisin‐like compounds were detected. On the basis of the IT‐MS 2 data, detailed fragmentation pathways including new mechanisms were proposed for the different series of fumonisins. The retention times, the masses of the protonated molecules and of the product ions including the backbones and the characteristic neutral mass losses from the protonated molecules of the new compounds suggested their structures (applying the well‐known designation): iso‐FA 1a,b , iso‐FB 1a–d , iso‐FB 2,3a–e , PHFB 2a–c , PHFB 4a–d , FB 5 /iso‐FB 5a–d , FBK 1 2TCA, FBK 4 2TCA, FC 2 , iso‐FC 2,3 , PHFC 4 , FD and FBX series. The relative quantities of fumonisins and fumonisin‐like compounds found in the sample extract were expressed as percentages of FB 1 (0.02–100%). The backbone of the compound denoted FD contained fewer carbon atoms than the well‐known fumonisins with the C19 or C20 backbone and may well be a precursor of the longer compounds. For the compounds denoted FBX (12 compounds), one or two OH groups attached to the fumonisin backbone were esterified by carboxylic acids other than tricarballylic acid, such as cis ‐aconitic acid, oxalylsuccinic acid and oxalylfumaric acid. Copyright © 2006 John Wiley & Sons, Ltd.