An elaboration on the syn-anti proton donor concept of glycoside hydrolases: electrostatic stabilisation of the transition state as a general strategy.
An in silico survey of all known 3D-structures of glycoside hydrolases that contain a ligand in the -1 subsite is presented. A recurrent crucial positioning of active site residues indicates a common general strategy for electrostatic stabilisation directed to the carbohydrate's ring-oxygen at the transition state. This is substantially different depending on whether the enzyme's proton donor is syn or anti positioned versus the substrate. A comprehensive list of enzymes belonging to 42 different families is given and selected examples are described. An implication for an early evolution scenario of glycoside hydrolases is discussed.
Nerinckx
W
W
Laboratory for Glycobiology, Department of Biochemistry, Physiology and Microbiology, Ghent University, K.L. Ledeganckstraat 35, B-9000 Gent, Belgium. wim.nerinckx@ugent.be
Desmet
T
T
Piens
K
K
Claeyssens
M
M
D000818:Animals; D019295:Computational Biology; D006026:Glycoside Hydrolases / Q000737:chemistry* / Q000145:classification; D006801:Humans; D008956:Models, Chemical; D008958:Models, Molecular; D020836:Protein Structure, Quaternary; D011522:Protons; D055672:Static Electricity
D011522:Protons; D006026:Glycoside Hydrolases