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. 2025 Jun 14;24(7):3412–3428. doi: 10.1021/acs.jproteome.5c00093

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© 2025 The Authors. Published by American Chemical Society

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Tandem mass spectra of LKCASLQK (residues 222–229 in HSA) containing different ARP-derivatized carbonyl groups at Lys2. Mass shifts suggested acrolein Michael adduct (+369.147 Da, A), aldomine (+355.131 Da, B), glyoxal adduct (+371.126 Da, C), deoxyglucosone Michael adduct or Amadori rearrangement of hexose glycation (+475.174 Da, D), aminoadipic semialdehyde (+312.089 Da, E), malondialdehyde or methylglyoxal Schiff base (+367.131 Da, F), and malondialdehyde or methylglyoxal (enol form) Michael adduct (+385.142 Da, G). Cys3 was carbamidomethylated (+57.021 Da). ARP reporter ions are labeled in green (proposed structures in H), b-signals in purple, and y-signals in blue.