Synthesis and evaluation of amino-threoses in D- and L-series: are five membered ring amino-sugars more potent glycosidase inhibitors than the six membered ones?

Abstract:

:Cyclic D- and L-4-aminothreose were synthesised from ethyl D- and L-tartrate, respectively. D-aminothreose was a potent inhibitor of alpha-glucosidase and of alpha-mannosidase. From the glycosidase inhibition potencies of the four 4-amino-4-deoxy-tetroses, the contribution of binding of each functionality of the 5 and 6 membered ring amino-sugars towards the various glycosidases is discussed.

journal_name

Bioorg Med Chem

authors

Chevrier C,Defoin A,Tarnus C

doi

10.1016/j.bmc.2007.03.073

subject

Has Abstract

pub_date

2007-06-15 00:00:00

pages

4125-35

issue

12

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(07)00273-8

journal_volume

15

pub_type

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