The major product ion of S-adenosyl-L-methionine arises from a neighbouring group reaction
Zoe Mein-Ee Barnett, Linda Feketeova, Richard AJ O'Hair
RAPID COMMUNICATIONS IN MASS SPECTROMETRY | WILEY | Published : 2010
Previous studies have shown that low-energy collision-induced dissociation (CID) of the important sulfonium ion metabolite S-adenosyl-L-methionine (AdoMet, m/z 399) yields five main product ions: an ion at m/z 250 arising from methionine loss; ions at m/z 102 and 298, which arise via cleavage of the gamma C-S bond of methionine; and ions at m/z 136 and 264, which arise via loss of protonated and neutral adenine, respectively. These metabolomics studies have, however, either totally ignored the mechanisms that govern the formation of the major product ion at m/z 250 (Gellekink H, van Oppenraaij-Emmerzaal D, van Rooij A, Struys EA, den Heijer M, Blom HJ. Clin. Chem. 2005; 51: 1487), or have pr..View full abstract
We thank the ARC for financial support via the ARC Centre of Excellence in Free Radical Chemistry and Biotechnology. LF thanks the ARC for the award of an APD. The authors gratefully acknowledge the generous allocation of computing time from the Victorian Partnership for Advanced Computing (VPAC) Facility.