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

Authors
Fort, S Coutinho, PM Schulein, M Nardin, R Cottaz, S Driguez, H
Citation
S. Fort et al., The rational design of an iminosugar inhibitor able to mimic substrate distortion occurring during retaining-cellulase hydrolysis, TETRAHEDR L, 42(20), 2001, pp. 3443-3446
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
20
Year of publication
2001
Pages
3443 - 3446
Database
ISI
SICI code
0040-4039(20010514)42:20<3443:TRDOAI>2.0.ZU;2-Q
Abstract
This paper reports the rational design, synthesis and biochemical evaluatio n of a new type of cellulase inhibitor. This isofagomine isomer analogous t o the beta -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 com plex. (C) 2001 Elsevier Science Ltd. All rights reserved.