The oxidation of 8-oxo-7,8-dihydroguanine by iodine.
8-Oxo-7,8-dihydroguanine was specifically oxidized by iodine with aqueous KI. Under acidic conditions, the major product was dehydro-guanidinohydantoin. Under basic conditions, two diastereoisomers of spirohydantoin were chiefly obtained. In addition, unstable diimine was detected for the first time.
Kino
Katsuhito
K
Kagawa School of Pharmaceutical Sciences, Tokushima Bunri University, Sanuki, Kagawa, Japan. kkino@kph.bunri-u.ac.jp
Morikawa
Masayuki
M
Kobayashi
Teruhiko
T
Kobayashi
Takanobu
T
Komori
Rie
R
Sei
Yoshihisa
Y
Miyazawa
Hiroshi
H
D004249:DNA Damage; D006146:Guanidines; D006147:Guanine / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D006151:Guanosine; D006827:Hydantoins; D007455:Iodine / Q000737:chemistry*; D010084:Oxidation-Reduction; D011193:Potassium Iodide; D013141:Spiro Compounds
D006146:Guanidines; D006827:Hydantoins; D013141:Spiro Compounds; C475501:dehydroguanidinohydantoin; D006151:Guanosine; D011193:Potassium Iodide; C024829:8-hydroxyguanine; D006147:Guanine; D007455:Iodine