Ontology type: schema:ScholarlyArticle
2008-05
AUTHORSLouise E Tailford, Wendy A Offen, Nicola L Smith, Claire Dumon, Carl Morland, Julie Gratien, Marie-Pierre Heck, Robert V Stick, Yves Blériot, Andrea Vasella, Harry J Gilbert, Gideon J Davies
ABSTRACTEnzyme inhibition through mimicry of the transition state is a major area for the design of new therapeutic agents. Emerging evidence suggests that many retaining glycosidases that are active on alpha- or beta-mannosides harness unusual B2,5 (boat) transition states. Here we present the analysis of 25 putative beta-mannosidase inhibitors, whose Ki values range from nanomolar to millimolar, on the Bacteroides thetaiotaomicron beta-mannosidase BtMan2A. B2,5 or closely related conformations were observed for all tightly binding compounds. Subsequent linear free energy relationships that correlate log Ki with log Km/kcat for a series of active center variants highlight aryl-substituted mannoimidazoles as powerful transition state mimics in which the binding energy of the aryl group enhances both binding and the degree of transition state mimicry. Support for a B2,5 transition state during enzymatic beta-mannosidase hydrolysis should also facilitate the design and exploitation of transition state mimics for the inhibition of retaining alpha-mannosidases--an area that is emerging for anticancer therapeutics. More... »
PAGES306
http://scigraph.springernature.com/pub.10.1038/nchembio.81
DOIhttp://dx.doi.org/10.1038/nchembio.81
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PUBMEDhttps://www.ncbi.nlm.nih.gov/pubmed/18408714
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]Download the RDF metadata as: json-ld nt turtle xml License info
JSON-LD is a popular format for linked data which is fully compatible with JSON.
curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1038/nchembio.81'
N-Triples is a line-based linked data format ideal for batch operations.
curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1038/nchembio.81'
Turtle is a human-readable linked data format.
curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1038/nchembio.81'
RDF/XML is a standard XML format for linked data.
curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1038/nchembio.81'
This table displays all metadata directly associated to this object as RDF triples.
313 TRIPLES
21 PREDICATES
77 URIs
26 LITERALS
14 BLANK NODES