The mechanisms of hydrolysis of glycosides and their revelance to enzyme-catalysed reactions
@article{Vernon1967TheMO, title={The mechanisms of hydrolysis of glycosides and their revelance to enzyme-catalysed reactions}, author={Charles A. Vernon}, journal={Proceedings of the Royal Society of London. Series B. Biological Sciences}, year={1967}, volume={167}, pages={389 - 401} }
Glycoside hydrolysis can be formally represented by (I). where the group OR (R is alkyl, aryl or a carbohydrate) is displaced from the C1 or C2 atom of an aldose or ketose sugar (or sugar derivative) respectively; the ring system being either five- or six-membered. Like the analogous hydrolysis of acetals, glycoside hydrolysis shows specific catalysis by hydrogen ions and, except where R is an aryl residue, base catalysis is absent. A number of enzymes* catalysing the hydrolysis of particular…
Figures from this paper
27 Citations
Combined Lewis acid and Brønsted acid-mediated reactivity of glycosyl trichloroacetimidate donors.
- Chemistry, BiologyCarbohydrate research
- 2013
Imino sugars and glycosyl hydrolases: historical context, current aspects, emerging trends.
- ChemistryAdvances in carbohydrate chemistry and biochemistry
- 2011
Porcine pancreatic alpha-amylase hydrolysis of hydroxyethylated amylose and specificity of subsite binding.
- Chemistry, BiologyBiochemistry
- 1984
Results indicate that subsite 3, the subsite at which catalytic attack occurs, is especially sensitive to changes in the substrate and that unmodified glucose is required for productive binding at this subsite.
Substrate‐assisted catalysis: Molecular basis and biological significance
- Biology, ChemistryProtein science : a publication of the Protein Society
- 2000
This review focuses on advances in engineering enzyme specificity and activity by SAC, together with the biological significance of this phenomenon.
Revisiting the Brønsted acid catalysed hydrolysis kinetics of polymeric carbohydrates in ionic liquids by in situ ATR-FTIR spectroscopy
- Chemistry
- 2013
A new versatile method to measure rates and determine activation energies for the Bronsted acid catalysed hydrolysis of cellulose and cellobiose (and other polymeric carbohydrates) in ionic liquids…
Strong inhibitory effect of furanoses and sugar lactones on beta-galactosidase Escherichia coli.
- Chemistry, BiologyBiochemistry
- 1987
Results indicate that beta-galactosidase probably destabilizes its substrate into a planar conformation of some type and that the galactose in the transition state may, therefore, also be quite planar.
Ribonuclease T1 Is Active when Both Catalytic Histidines Are Replaced by Aspartate
- Biology, ChemistryBiological chemistry
- 1997
It was shown that the substitution of histidine with glutamate in the variant His40--Glu yields an enzyme with drastically reduced activity and leads to inactivation in the His92-->Glu, His40 -->Glu/His92!--Glu variants, and for the variants where histidine is substituted with aspartate, measurable activity was found.
Structural and functional role of tryptophan in xylanase from an extremophilic Bacillus: assessment of the active site.
- Biology, ChemistryBiochemical and biophysical research communications
- 1998
The results on sequence analysis of the gene encoding for XylII have shown that Trp 61 is highly conserved and may play a role in the structure-function relationship of the enzyme.