AN INVESTIGATION OF THE RELATIONSHIP BETWEEN SWEETNESS AND INTRAMOLECULAR HYDROGEN-BONDING NETWORKS IN HEXULOSES USING THE SEMIEMPIRICAL MOLECULAR-ORBITAL METHOD, AM1

被引：33

作者：

WOODS, RJ ^{[1
]}

SZAREK, WA ^{[1
]}

SMITH, VH ^{[1
]}

机构：

[1] QUEENS UNIV,DEPT CHEM,KINGSTON K7L 3N6,ONTARIO,CANADA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1990年 / 112卷 / 12期

关键词：

D O I：

10.1021/ja00168a018

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The AMI optimized geometries and energies of the pyranoid forms of two naturally occurring sugars, D-fructose and L-sorbose, and of the synthetic derivatives, 5-deoxy-D-threo-hexulose (5-deoxyfructose) and the carbocyclic analogue of D-fructose (pseudo-D-fructose), provide an explanation for the relative sweetness of these compounds. A novel approach to predicting the global energy minima of monosaccharides is presented. © 1990, American Chemical Society. All rights reserved.

引用

页码：4732 / 4741

页数：10

共 47 条

[31] MOLECULAR THEORY OF SWEET TASTE [J].