Formation of directly mutagenic alpha-hydroxy-N-nitrosopiperidine phosphate ester by near-ultraviolet irradiation of N-nitrosopiperidine in phosphate buffer.
Previously we found that direct-acting mutagens can be formed from N-nitrosodialkylamines on exposure to near-ultraviolet light in the presence of phosphates. We have now isolated the mutagenic photoproduct formed from N-nitrosopiperidine and inorganic phosphate and identified its structure as the phosphate ester of alpha-hydroxy-N-nitrosopiperidine. This reaction represents a new, non-enzymatic activation of promutagenic N-nitrosodialkylamines.
Arimoto
S
S
Faculty of Pharmaceutical Sciences, Okayama University, Japan.
Shimada
H
H
Ukawa
S
S
Mochizuki
M
M
Hayatsu
H
H
D002021:Buffers; D002851:Chromatography, High Pressure Liquid; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D009153:Mutagens; D009602:Nitrosamines / Q000528:radiation effects*; D010755:Organophosphates; D009943:Organophosphorus Compounds; D010710:Phosphates; D010777:Photochemistry; D013056:Spectrophotometry, Ultraviolet; D014466:Ultraviolet Rays
D002021:Buffers; D009153:Mutagens; D009602:Nitrosamines; D010755:Organophosphates; D009943:Organophosphorus Compounds; D010710:Phosphates; C060744:1-hydroxy-N-nitrosopiperidine phosphate ester; C002743:N-nitrosopiperidine