An easy stereospecific synthesis of 1-amino-2,5-anhydro-1-deoxy-D-mannitol and arylamino derivatives

被引:22
作者
Claustre, S
Bringaud, F
Azéma, L
Baron, R
Périé, J
Willson, M [1 ]
机构
[1] Univ Toulouse 3, Grp Chim Organ Biol, CNRS, UMR 5623, F-31062 Toulouse, France
[2] Univ Bordeaux 2, Lab Immunol & Biol Mol & Parasites Protozoaires, CNRS, UPRESA 5016, F-33076 Bordeaux, France
关键词
1-amino-2,5-anhydro-1-deoxy-D-mannitol; 2,5-anhydro-1-arylamino-1-deoxy-D-mannitol derivatives; Trypanosoma brucei hexoses transporter (THT1);
D O I
10.1016/S0008-6215(99)00040-3
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
1-Amino-2,5-anhydro-1-deoxy-D-mannitol and a series of arylamino derivatives were prepared by nitrous acid deamination of 2-amino-2-deoxy-D-glucose and subsequent reductive amination of the resulting 2,5-anhydro-D-mannose. Some of these compounds showed an enhanced affinity for the hexose transporter of Trypanosoma brucei as compared to D-fructose. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:339 / 344
页数:6
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