IMIDAZOLE RING-OPENING OF 7-METHYLGUANOSINE AT PHYSIOLOGICAL PH

被引:14
作者
BARBARELLA, G [1 ]
TUGNOLI, V [1 ]
ZAMBIANCHI, M [1 ]
机构
[1] UNIV BOLOGNA,FAC CHIM,DIPARTMENTO BIOCHIM,SEZ CHIM & PROPEDEUT BIOCHIM,I-40126 BOLOGNA,ITALY
来源
NUCLEOSIDES & NUCLEOTIDES | 1991年 / 10卷 / 08期
关键词
D O I
10.1080/15257779108043060
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
It is shown by carbon-13 NMR that the only product of the imidazole ring-opening of 7-methyl-guanosine at physiological pH is 2-amino-6-hydroxy-5-N-methylformamido-4-(N-beta-ribofurano-sylamino)pyrimidine and that, contrary to previous results, the hydrolysis of the glycosylic bond at pH = 7.2 is a much slower process than the ring opening. The ring opened formamidopyrimidine derivative is a very mobile molecule existing under different conformations depending on the solvent, and in water it is capable of giving different kinds of aggregates. Possible biochemical implications of these results are discussed.
引用
收藏
页码:1759 / 1769
页数:11
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