Visualizing the Reaction Coordinate of an O-GlcNAc Hydrolase

被引:71
作者
He, Yuan [1 ]
Macauley, Matthew S. [2 ]
Stubbs, Keith A. [2 ,3 ]
Vocadlo, David J. [2 ]
Davies, Gideon J. [1 ]
机构
[1] Univ York, Dept Chem, York Struct Biol Lab, York YO10 5YW, N Yorkshire, England
[2] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
[3] Univ Western Australia, Sch Biomed Biomol & Chem Sci, Crawley, WA 6009, Australia
基金
英国生物技术与生命科学研究理事会; 加拿大自然科学与工程研究理事会; 加拿大健康研究院;
关键词
STRUCTURAL INSIGHTS; CATALYTIC MECHANISM; PHOSPHORYLATION; GLCNACYLATION; INHIBITORS; DISEASE; MOTION; TAU;
D O I
10.1021/ja9086769
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-Acetylglucosamine beta-O-linked to serine and threonine residues of nucleocytoplasmic proteins (O-GlcNAc) has been linked to neurodegeneration, cellular stress response. and transcriptional regulation Removal of O-GlcNAc is catalyzed by O-GlcNAcase (OGA) Using, a substrate-assisted catalytic mechanism. Here we define the reaction coordinate Using chemical approaches and directly observe both a Michaelis complex and the oxazoline intermediate.
引用
收藏
页码:1807 / +
页数:5
相关论文
共 23 条
[1]   The conformational free energy landscape of β-D-glucopyranose. implications for substrate preactivation in β-glucoside hydrolases [J].
Biarnes, Xevi ;
Ardevol, Albert ;
Planas, Antoni ;
Rovira, Carme ;
Laio, Alessandro ;
Parrinello, Michele .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (35) :10686-10693
[2]   Structure and mechanism of a bacterial β-glucosaminidase having O-GlcNAcase activity [J].
Dennis, RJ ;
Taylor, EJ ;
Macauley, MS ;
Stubbs, KA ;
Turkenburg, JP ;
Hart, SJ ;
Black, GN ;
Vocadlo, DJ ;
Davies, GJ .
NATURE STRUCTURAL & MOLECULAR BIOLOGY, 2006, 13 (04) :365-371
[3]   Hepatic glucose sensing via the CREB coactivator CRTC2 [J].
Dentin, Renaud ;
Hedrick, Susan ;
Xie, Jianxin ;
Yates, John, III ;
Montminy, Marc .
SCIENCE, 2008, 319 (5868) :1402-1405
[4]   Transition state structure of purine nucleoside phosphorylase and principles of atomic motion in enzymatic catalysis [J].
Fedorov, A ;
Shi, W ;
Kicska, G ;
Fedorov, E ;
Tyler, PC ;
Furneaux, RH ;
Hanson, JC ;
Gainsford, GJ ;
Larese, JZ ;
Schramm, VL ;
Almo, SC .
BIOCHEMISTRY, 2001, 40 (04) :853-860
[5]   RETRACTED: GlcNAcylation of a histone methyltransferase in retinoic-acid-induced granulopoiesis (Retracted Article) [J].
Fujiki, Ryoji ;
Chikanishi, Toshihiro ;
Hashiba, Waka ;
Ito, Hiroaki ;
Takada, Ichiro ;
Roeder, Robert G. ;
Kitagawa, Hirochika ;
Kato, Shigeaki .
NATURE, 2009, 459 (7245) :455-U179
[6]   Essential Role of the Glycosyltransferase Sxc/Ogt in Polycomb Repression [J].
Gambetta, Maria Cristina ;
Oktaba, Katarzyna ;
Mueller, Juerg .
SCIENCE, 2009, 325 (5936) :93-96
[7]   Probing Synergy between Two Catalytic Strategies in the Glycoside Hydrolase O-GlcNAcase Using Multiple Linear Free Energy Relationships [J].
Greig, Ian R. ;
Macauley, Matthew S. ;
Williams, Ian H. ;
Vocadlo, David J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (37) :13415-13422
[8]   Cycling of O-linked β-N-acetylglucosamine on nucleocytoplasmic proteins [J].
Hart, Gerald W. ;
Housley, Michael P. ;
Slawson, Chad .
NATURE, 2007, 446 (7139) :1017-1022
[9]   O-GlcNAcylation regulates phosphorylation of tau: A mechanism involved in Alzheimer's disease [J].
Liu, F ;
Iqbal, K ;
Grundke-Iqbal, I ;
Hart, GW ;
Gong, CX .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (29) :10804-10809
[10]  
Macauley M.S., 2009, BIOCH BIOPHYS ACTA