Methanol (HPLC grade/Optima LC/MS grade) and acetonitrile (Optima LC/MS grade) were purchased from Fisher (Illkirch, France), while formic acid was purchased from Sigma-Aldrich (Saint-Quentin-Fallavier, France). Ultrapure water was obtained using a Milli-Q system (Millipore, Saint-Quentin-en-Yvelines, France).
4-(2-((4-Bromophenethyl)dimethylammonio)ethoxy) benzenaminium dibromide (APEBA) was prepared and used as described by Eggink et al. [25 (link)]. 1-((Ammoniooxy)methyl)-2-bromobenzene chloride (BBHA) was purchased from Interchim (Montluçon, France). Piperazine-N,N′-bis(2-ethanesulfonic acid) (PIPES) and trifluoroacetic acid (TFA) were purchased from Acros Organics (Geel, Belgium).
Standard HHE, HNE, 4-hydroxynonanal (OHN), and ω-oxo-carboxylic acids (5-oxo-pentanoic acid (5-OPA), 6-oxo-hexanoic acid (6-OHA), 7-oxo-heptanoic acid (7-OHA), 8-oxo-octanoic acid (8-OOA), 9-oxo-nonanoic acid (9-ONA), 10-oxo-decanoic acid (10-ODA)) were synthesized in house according to previously published methods [32 (link),33 (link)]. All other standard aldehydes and other standard compounds were purchased from Sigma-Aldrich (Saint-Quentin-Fallavier, France), except for 9-oxo-10,12-octadecadienoic acid (9-OxoODE), 9-Oxo-10,12,15-octadecatrienoic acid (9-OxoOTrE), and α-linolenic and eicosapentaenoic acid which were purchased from Bertin Bioreagent (Montigny-le-Bretonneux, France).
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