Figure 2
Reaction schemes for modification of side chains by OH. The hydrocarbon side chain (of aliphatic non-polar and polar amino acids) predominantly undergoes hydrogen abstraction by OH to give carbon-centered radicals, which then react with molecular O2 under aerobic conditions and subsequently form stable hydroxylated (+16 Da) or carbonylated (+14 Da) products. Aromatics and sulfur-containing side chains directly undergo hydroxylation by OH followed by reaction with O2 under aerobic conditions to form stable hydroxylated products (+16 Da) and other oxygen adducts. Aromatics and sulfur-containing side chains can be labeled by 18O (red) from radiolysis of H218O water. |