Lanthanide catalyzed cyclization of uridine 3′-p-nitrophenyl phosphate

被引：14

作者：

Rishavy, MA ^{[1
]}

Hengge, AC ^{[1
]}

Cleland, WW ^{[1
]}

机构：

[1] Univ Wisconsin, Inst Enzyme Res, Madison, WI 53705 USA

来源：

BIOORGANIC CHEMISTRY | 2000年 / 28卷 / 05期

关键词：

D O I：

10.1006/bioo.2000.1179

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：

Steady state kinetics and N-15 isotope effects have been used to study the cyclization reaction of uridine 3'-p-nitrophenyl phosphate. The cyclization reaction is catalyzed by transition metal ions and lanthanides, as are substitution reactions of many phosphate esters. Kinetic analysis reveals that the erbium-catalyzed cyclization reaction involves the concerted deprotonation of the 2'-OH group and departure of the leaving group. The transition state is very late, with a very large degree of bond cleavage to the leaving group, which could be due to a large degree of polarization of the P-O bonds by erbium. (C) 2000 Academic Press.

引用

页码：283 / 292

页数：10

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