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Synthesis, inhibition properties and theoretical study of the new nanomolar trehalase inhibitor 1-thiatrehazolin: Towards a structural understanding of trehazolin inhibition

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dc.creator Chiara, José Luis
dc.creator Storch, Isabel
dc.creator García, Ángela
dc.creator Bastida, Ágatha
dc.creator Bobo, Sofía
dc.creator Martín-Ortega, María D.
dc.date 2007-11-12T11:11:00Z
dc.date 2007-11-12T11:11:00Z
dc.date 2004-11-08
dc.date.accessioned 2017-01-31T00:58:17Z
dc.date.available 2017-01-31T00:58:17Z
dc.identifier ChemBioChem 6(1): 186-191 (2005)
dc.identifier 10.1002/cbic.200400231
dc.identifier http://hdl.handle.net/10261/1980
dc.identifier 10.1002/cbic.200400231
dc.identifier.uri http://dspace.mediu.edu.my:8181/xmlui/handle/10261/1980
dc.description 6 páginas, 2 figuras, 2 esquemas, 2 tablas.-- ChemBioChem Special Issue: EMBO Symposium: Chemistry Meets Biology.
dc.description 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.
dc.description Financial support by the Ministry of Science and Technology of Spain (project BQU2000-1501-C02-01) is gratefully acknowledged.
dc.description Peer reviewed
dc.language eng
dc.publisher John Wiley & Sons
dc.relation http://dx.doi.org/10.1002/cbic.200400231
dc.rights openAccess
dc.subject Ab initio calculations
dc.subject Cyclitols
dc.subject Glycosidases
dc.subject Inhibitors
dc.subject Sulfur heterocycles
dc.title Synthesis, inhibition properties and theoretical study of the new nanomolar trehalase inhibitor 1-thiatrehazolin: Towards a structural understanding of trehazolin inhibition
dc.type Artículo


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