Chemoenzymatic synthesis of 6-phospho-cyclophellitol as a novel probe of 6-phospho-ß-glucosidases.
FEBS Lett
; 590(4): 461-8, 2016 Feb.
Article
in En
| MEDLINE
| ID: mdl-26790390
ABSTRACT
Covalent, mechanism-based inhibitors of glycosidases are valuable probe molecules for visualizing enzyme activities in complex systems. We, here, describe the chemoenzymatic synthesis of 6-phospho-cyclophellitol and evaluate its behaviour as a mechanism-based inactivator of the Streptococcus pyogenes 6-phospho-ß-glucosidase from CAZy family GH1. We further present the three-dimensional structure of the inactivated enzyme, which reveals the constellation of active site residues responsible for the enzyme's specificity and confirms the covalent nature of the inactivation.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Streptococcus pyogenes
/
Molecular Probes
/
Cyclohexanols
/
Enzyme Inhibitors
/
Glucosidases
Language:
En
Journal:
FEBS Lett
Year:
2016
Document type:
Article
Affiliation country:
Canada