The rational design of an iminosugar inhibitor able to mimic substrate distortion occurring during retaining-cellulase hydrolysis

The rational design of an iminosugar inhibitor able to mimic substrate distortion occurring during retaining-cellulase hydrolysis

This paper reports the rational design, synthesis and biochemical evaluation of a new type of cellulase inhibitor. This isofagomine isomer analogous to the β- l-idopyranose linked to a glucosidic unit by a methylenic bond is able to mimic the pseudo-axial orientation of the ‘aglycon’ observed in the...

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Veröffentlicht in:Tetrahedron letters 2001-05, Vol.42 (20), p.3443-3446
Hauptverfasser: Fort, Sébastien, Coutinho, Pedro M, Schülein, Martin, Nardin, Robert, Cottaz, Sylvain, Driguez, Hugues
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container_end_page 3446
container_issue 20
container_start_page 3443
container_title Tetrahedron letters
container_volume 42
creator Fort, Sébastien
Coutinho, Pedro M
Schülein, Martin
Nardin, Robert
Cottaz, Sylvain
Driguez, Hugues
description This paper reports the rational design, synthesis and biochemical evaluation of a new type of cellulase inhibitor. This isofagomine isomer analogous to the β- l-idopyranose linked to a glucosidic unit by a methylenic bond is able to mimic the pseudo-axial orientation of the ‘aglycon’ observed in the X-ray structure of a non-hydrolyzable thiooligosaccharide/cellulase complex. Graphic
doi_str_mv 10.1016/S0040-4039(01)00486-5
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title The rational design of an iminosugar inhibitor able to mimic substrate distortion occurring during retaining-cellulase hydrolysis
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