Mutarotation of tetramethylglucose catalyzed by ribonucleosides

被引：4

作者：

Melander, C ^{[1
]}

Horne, DA ^{[1
]}

机构：

[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 05期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(96)02422-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The inherent catalytic ability of various 2', 3', 5' tri-OTBS protected RNA nucleosides in facilitating mutarotation of tetramethylglucose in benzene was investigated. Nucleosides A, G, and Psi showed modest rate enhancements (3-5 fold) over the uncatalyzed rate whereas C demonstrated a rate increase of over 20-fold. The relatively large rate increase for C points to a bifunctional mode of catalysis wherein the amidine functionality of C provides simultaneous acceptance and deliverance of protons in the catalytic mechanism. (C) 1997, Elsevier Science Ltd.

引用

页码：713 / 716

页数：4

共 12 条

[1] HYDROGEN-BONDED DIMERS OF ADENINE AND URACIL DERIVATIVES [J].