{"id":8978,"date":"2016-11-11T12:00:40","date_gmt":"2016-11-11T12:00:40","guid":{"rendered":"http:\/\/admin.acceleratingscience.com\/proteomics\/?p=8978"},"modified":"2016-11-11T12:00:40","modified_gmt":"2016-11-11T12:00:40","slug":"setting-bpa-free-bisphenol-fragmentation-pathways","status":"publish","type":"post","link":"https:\/\/www.thermofisher.com\/blog\/proteomics\/setting-bpa-free-bisphenol-fragmentation-pathways\/","title":{"rendered":"Setting BPA Free: Bisphenol Fragmentation Pathways"},"content":{"rendered":"

\"DifferentBisphenols are common additives in everyday products like plastics and food can linings. The most widely known analogue, bisphenol A (BPA), has been subjected to restrictions on its use by both government decree and consumer-driven initiatives due to its known toxicity and estrogenic activity. However, other, less familiar bisphenols may exhibit even greater toxicity and stronger estrogenic activity than BPA.<\/span><\/p>\n

Zhao et al. (2016) recently applied accurate-mass Orbitrap tandem mass spectrometry (MS\/MS) to nine bisphenols (plus corresponding isotope-labeled compounds) in order to compose characteristic fragmentation pathways and deduce elemental compositions for major product ions.1<\/sup> They believe this data could assist researchers in identifying bisphenols and their metabolites in the future, particularly in complex matrices. For MS data acquisition and processing, the researchers used an UltiMate 3000 UHPLC system<\/a> coupled with a Q Exactive Focus Hybrid Quadrupole-Orbitrap mass spectrometer<\/a>, as well as Xcalibur software<\/a> (all Thermo Scientific).<\/p>\n

Table 1. Investigated bisphenols and accurate mass values<\/h3>\n\n\n\n<\/colgroup>\n\n\n\n\n\n\n\n\n\n\n\n
\n

Bisphenol<\/strong><\/p>\n<\/td>\n

\n

Accurate mass (m\/z)<\/strong><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol A (BPA)<\/span><\/p>\n<\/td>\n

\n

228.11503<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol B (BPB)<\/span><\/p>\n<\/td>\n

\n

242.13068<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol C (BPC)<\/span><\/p>\n<\/td>\n

\n

256.14633<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol P (BPP)<\/span><\/p>\n<\/td>\n

\n

346.19328<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol F (BPF)<\/span><\/p>\n<\/td>\n

\n

200.08373<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol S (BPS)<\/span><\/p>\n<\/td>\n

\n

250.02998<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol Z (BPZ)<\/span><\/p>\n<\/td>\n

\n

268.14633<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol AF (BPAF)<\/span><\/p>\n<\/td>\n

\n

336.05850<\/span><\/p>\n<\/td>\n<\/tr>\n

\n

Bisphenol AP (BPAP)<\/span><\/p>\n<\/td>\n

\n

290.13068<\/span><\/p>\n<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

The research team produced accurate mass values and elemental compositions for precursor ions and main product ions for all bisphenols here and used these to construct proposed fragmentation pathways. For some product ions, this represented a first reported detection. The researchers report agreement between the isotope-labeled compounds and the unlabeled bisphenols.<\/p>\n

Zhao et al. found similar fragmentation patterns for the bisphenols analyzed here. Notable commonalities included:<\/p>\n