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. 2020 Dec 25;10(1):40. doi: 10.3390/foods10010040

Table 2.

Oxidation of protein amino acid residue side chains and exemplary products.

Amino Acid Products
Arginine Glutamyl semialdehyde
Cysteine Cystine; sulfenic acid; sulfinic acid; sulfonic acid
Glutamic acid Oxalic acid
Histidine 2-oxohistidine; 4-hydroxyglutamate; aspartic acid
Leucine 3-, 4-, and 5-hydroxyleucine
Lysine α-aminoadipyl semialdehyde
Methionine Methionine sulfoxide; methione sulfone
Phenylalanine 2-, 3-, and 4-hydroxyphenylalanine; 2,3-dihydroxyphenylalanine
Proline γ-glutamyl semialdehyde; 2-pyrrolidone; 4- and 5-hydroxyproline
Threonine 2-amino-3-ketobutyric acid
Tryptophan 2-, 4-, 5-, 6-, and 7-hydroxytryptophan; di-hydroxytryptophan, nitrotryptophan; 3-hydroxykynurenine, formalkynurenine
Tyrosine Dityrosine; trityrosine; 3,4-dihydroxyphenylalanine

Ref: Butterfield and Stadtman [56]; Shacter [43]; Stadtman and Levine [51].