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Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors

Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors
Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors
Structural “valid”-ation: The mechanism of enzyme-catalyzed glycosyl transfer with retention of anomeric configuration continues to baffle, a situation compounded by the lack of insightful 3-D structures of ternary enzyme complexes. Synthesis and multi-dimensional kinetic analysis of validoxylamine derivatives are used to access the 3-D structure of a ternary complex (see picture; U=uridyl) providing insight into the geometry and donor–acceptor interplay at the glycosyl transfer site.
1433-7851
1234-1237
Errey, James C.
9bcf401d-303c-489e-834b-35710e6837c9
Lee, Seung Seo
ee34fa26-5fb6-48c8-80c2-1f13ec4ccceb
Gibson, Robert P.
dd052502-48be-43a2-99dd-603f03f5c80b
Martinez Fleites, Carlos
ded20659-5ab0-4ad1-a718-c429128dfead
Barry, Conor S.
60bdcf03-aaec-4872-b938-d2d81fa80c78
Jung, Pierre M. J.
77b982dd-0193-4266-9811-575941351f00
O'Sullivan, Anthony C.
669de3b4-cfa2-4060-8f87-18feff89218f
Davis, Benjamin G.
2a8a594f-5d71-455a-bd99-d1366c1028cc
Davies, Gideon J.
61049906-cf8c-4c45-afb6-edbea5efd8f1
Errey, James C.
9bcf401d-303c-489e-834b-35710e6837c9
Lee, Seung Seo
ee34fa26-5fb6-48c8-80c2-1f13ec4ccceb
Gibson, Robert P.
dd052502-48be-43a2-99dd-603f03f5c80b
Martinez Fleites, Carlos
ded20659-5ab0-4ad1-a718-c429128dfead
Barry, Conor S.
60bdcf03-aaec-4872-b938-d2d81fa80c78
Jung, Pierre M. J.
77b982dd-0193-4266-9811-575941351f00
O'Sullivan, Anthony C.
669de3b4-cfa2-4060-8f87-18feff89218f
Davis, Benjamin G.
2a8a594f-5d71-455a-bd99-d1366c1028cc
Davies, Gideon J.
61049906-cf8c-4c45-afb6-edbea5efd8f1

Errey, James C., Lee, Seung Seo, Gibson, Robert P., Martinez Fleites, Carlos, Barry, Conor S., Jung, Pierre M. J., O'Sullivan, Anthony C., Davis, Benjamin G. and Davies, Gideon J. (2010) Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors. Angewandte Chemie International Edition, 49 (7), 1234-1237. (doi:10.1002/anie.200905096). (PMID:20077550)

Record type: Article

Abstract

Structural “valid”-ation: The mechanism of enzyme-catalyzed glycosyl transfer with retention of anomeric configuration continues to baffle, a situation compounded by the lack of insightful 3-D structures of ternary enzyme complexes. Synthesis and multi-dimensional kinetic analysis of validoxylamine derivatives are used to access the 3-D structure of a ternary complex (see picture; U=uridyl) providing insight into the geometry and donor–acceptor interplay at the glycosyl transfer site.

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e-pub ahead of print date: 14 January 2010
Published date: 8 February 2010
Organisations: Chemistry

Identifiers

Local EPrints ID: 340231
URI: http://eprints.soton.ac.uk/id/eprint/340231
ISSN: 1433-7851
PURE UUID: c7073e68-a00c-45dd-a708-959f534afeac
ORCID for Seung Seo Lee: ORCID iD orcid.org/0000-0002-8598-3303

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Date deposited: 21 Sep 2012 12:35
Last modified: 15 Mar 2024 03:46

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Contributors

Author: James C. Errey
Author: Seung Seo Lee ORCID iD
Author: Robert P. Gibson
Author: Carlos Martinez Fleites
Author: Conor S. Barry
Author: Pierre M. J. Jung
Author: Anthony C. O'Sullivan
Author: Benjamin G. Davis
Author: Gideon J. Davies

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