Please use this identifier to cite or link to this item: http://dspace.mediu.edu.my:8181/xmlui/handle/10261/1980
Title: Synthesis, inhibition properties and theoretical study of the new nanomolar trehalase inhibitor 1-thiatrehazolin: Towards a structural understanding of trehazolin inhibition
Keywords: Ab initio calculations
Cyclitols
Glycosidases
Inhibitors
Sulfur heterocycles
Publisher: John Wiley & Sons
Description: 6 páginas, 2 figuras, 2 esquemas, 2 tablas.-- ChemBioChem Special Issue: EMBO Symposium: Chemistry Meets Biology.
A new trehazolin analogue, 1-thiatrehazolin, has been synthesized from carbohydrate precursors by a highly efficient route based on our previously developed ketone/oxime ether reductive carbocyclization reaction for the construction of the cyclitol ring and an intramolecular nucleophilic displacement reaction for the construction of the thiazoline ring. 1-Thiatrehazolin is a very potent, slow, tight-binding trehalase inhibitor. On the basis of the experimental results, a structural model for trehalase inhibition by trehazolin and analogues is proposed, supported by theoretical calculations.
Financial support by the Ministry of Science and Technology of Spain (project BQU2000-1501-C02-01) is gratefully acknowledged.
Peer reviewed
URI: http://dspace.mediu.edu.my:8181/xmlui/handle/10261/1980
Other Identifiers: ChemBioChem 6(1): 186-191 (2005)
10.1002/cbic.200400231
http://hdl.handle.net/10261/1980
10.1002/cbic.200400231
Appears in Collections:Digital Csic

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