Riboflavin, in the presence of Cu(II), caused breakage of calf thymus
DNA and supercoiled pBR322 plasmid DNA. The rate of such DNA degradati
on was several times greater than that caused by riboflavin alone. The
reaction was inhibited under anaerobic conditions, but oxygen could b
e replaced by the addition of H2O2. Riboflavin reduced Cu(II) to Cu(I)
, which was shown by using the Cu(I)-sequestering reagent neocuproine,
to be an essential intermediate in the DNA degradation reaction. Resu
lts obtained with scavengers of active oxygen species and their produc
tion by riboflavin and Cu(II) indicated that the species predominantly
responsible for DNA breakage is singlet oxygen.