TY - JOUR
T1 - Flavin-sensitized photo-oxidation of unsaturated fatty acids
AU - Fukuzumi, Shunichi
AU - Tanii, Kumiko
AU - Tanaka, Toshio
PY - 1989
Y1 - 1989
N2 - Photo-oxidation of unsaturated fatty acids or esters (LH = oleic acid, linoleic acid, methyl linoleate, and linolenic acid) by oxygen proceeds efficiently in the presence of a riboflavin derivative, riboflavin - 2′,3′,4′,5′-tetra-acetate (Fl), in acetonitrile by a type II (singlet oxygen) mechanism with a limiting quantum yield (φ = 0.65) which corresponds to the quantum yield of the intersystem crossing of the flavin. The addition of HClO4 - by which Fl is protonated to FlH + - showed a remarkable inhibitory effect on the Fl-sensitized photo-oxidation of LH, since FlH+ is photo-reduced by LH to yield the dihydroflavin radical cation FlH2+. which has no ability to sensitize the energy transfer to oxygen in its ground state.
AB - Photo-oxidation of unsaturated fatty acids or esters (LH = oleic acid, linoleic acid, methyl linoleate, and linolenic acid) by oxygen proceeds efficiently in the presence of a riboflavin derivative, riboflavin - 2′,3′,4′,5′-tetra-acetate (Fl), in acetonitrile by a type II (singlet oxygen) mechanism with a limiting quantum yield (φ = 0.65) which corresponds to the quantum yield of the intersystem crossing of the flavin. The addition of HClO4 - by which Fl is protonated to FlH + - showed a remarkable inhibitory effect on the Fl-sensitized photo-oxidation of LH, since FlH+ is photo-reduced by LH to yield the dihydroflavin radical cation FlH2+. which has no ability to sensitize the energy transfer to oxygen in its ground state.
UR - http://www.scopus.com/inward/record.url?scp=13844288132&partnerID=8YFLogxK
U2 - 10.1039/p29890002103
DO - 10.1039/p29890002103
M3 - Article
AN - SCOPUS:13844288132
SN - 1472-779X
SP - 2103
EP - 2108
JO - Journal of the Chemical Society. Perkin Transactions 2
JF - Journal of the Chemical Society. Perkin Transactions 2
IS - 12
ER -