ADDUCT FORMATION AT C-8 OF GUANINE ON INVITRO REACTION OF THE ULTIMATE FORM OF 2-AMINO-1-METHYL-6-PHENYLIMIDAZO[4,5-B]PYRIDINE WITH 2'-DEOXYGUANOSINE AND ITS PHOSPHATE-ESTERS

被引:60
作者
NAGAOKA, H [1 ]
WAKABAYASHI, K [1 ]
KIM, SB [1 ]
KIM, IS [1 ]
TANAKA, Y [1 ]
OCHIAI, M [1 ]
TADA, A [1 ]
NUKAYA, H [1 ]
SUGIMURA, T [1 ]
NAGAO, M [1 ]
机构
[1] UNIV SHIZUOKA, SCH PHARMACEUT SCI, OYA, SHIZUOKA 422, JAPAN
来源
JAPANESE JOURNAL OF CANCER RESEARCH | 1992年 / 83卷 / 10期
关键词
PHIP; N-OH-PHIP; DEOXYGUANOSINE; DG-C8-PHIP;
D O I
10.1111/j.1349-7006.1992.tb02716.x
中图分类号
R73 [肿瘤学];
学科分类号
100214 ;
摘要
We examined the reactivity of the N-hydroxyamino derivative of a carcinogenic heterocyclic amine, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), after its O-acetylation with four 2'-deoxyribonucleoside 3'-monophosphates. P-32-Postlabeling analysis demonstrated that the levels of adducts with 2'-deoxyguanosine 3'-monophosphate were much higher than those with the other three nucleotides. H-1-NMR, mass spectral and UV absorption spectral analyses of the major adducts formed by N-acetoxy-PhIP with 2'-deoxyguanosine and with its phosphate esters indicated that PhIP bound at the C-8 position of guanine, as previously demonstrated with other heterocyclic amines.
引用
收藏
页码:1025 / 1029
页数:5
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