REACTIVE OXYGEN SPECIES - Oxidation of Amino Acids, Peptides, and Proteins: Kinetics and Mechanism - page 181

TABLE 4.14. Products and Their Yield from the Oxidation of Met, Trp, His, and Tyr by Singlet Oxygen

Amino Acid Superoxide Singlet Oxygen Hydroxyl Radical

O (45%) (10%)

S NHBoc

S NHBoc

Met −a

HO

O

COOH

COOH

(4%) (6%) (10%)

N

NH 2 NHCHO NHCHO

O O

O

Trp HO

(19%) HO

BocHN BocHN BocHN

BocHN

COOH COOH

COOH COOH

BocHN BocHN

COOH

(23%)

N

COOH

(5%)

COOH

NHBoc

N

N

H

His (22%) NHBoc

HO

OH

H

O

N H

COOH

H

OH OH

(19%)

Tyr −b −c

BocHN

NHBoc

COOH
COOH

a, not examined; b,c, not identiied.
Adapted from Suto et al. [358].