Synthetic applications of glucose isomerase:: isomerisation of C-5-modified (2R,3R,4R)-configured hexoses into the corresponding 2-ketoses

被引:19
作者
Fechter, MH [1 ]
Stütz, AE [1 ]
机构
[1] Graz Univ Technol, Inst Organ Chem, A-8010 Graz, Austria
基金
奥地利科学基金会;
关键词
D-allofuranose; 2,5-dideoxy-2,5-iminoalditol; galactosidase inhibitor; glucose isomerase; L-tagatopyranose; D-psicopyranose;
D O I
10.1016/S0008-6215(99)00119-6
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
Immobilised glucose isomerase (EC 5.3.1.5) accepted various (2R,3R,4R)-configured hexoses such as 5-deoxy-D-ribo-hexose, 5-azido-5-deoxy-D-allose, as well as the corresponding epimer at C-5, 5-azido-5-deoxy-L-talose, as substrates. From the resulting azidodeoxyketoses, 5-azido-5-deoxy-D-psico- and -L-tagatopyranose, the powerful D-galactosidase inhibitors 2,5-dideoxy-2,5-imino-D-galactital and -D-altritol were obtained in one additional step. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:55 / 62
页数:8
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