Towards broad spectrum activity-based glycosidase probes: synthesis and evaluation of deoxygenated cyclophellitol aziridines

DOI: 10.1039/C7CC07730K

Authors: Sybrin P. Schröder (Leiden Institute of Chemistry, Leiden University) , Jasper W. Van De Sande (Leiden Institute of Chemistry, Leiden University) , Wouter W. Kallemeijn (Leiden Institute of Chemistry, Leiden University) , Chi-Lin Kuo (Leiden Institute of Chemistry, Leiden University) , Marta Artola (Leiden Institute of Chemistry, Leiden University) , Eva J. Van Rooden (Leiden Institute of Chemistry, Leiden University) , Jianbing Jiang (Leiden Institute of Chemistry, Leiden University) , Thomas J. M. Beenakker (Leiden Institute of Chemistry, Leiden University) , Bogdan I. Florea (Leiden Institute of Chemistry, Leiden University) , Wendy Offen (The University of York) , Gideon Davies (The University of York) , Adriaan J. Minnaard (Stratingh Institute for Chemistry, University of Groningen) , Johannes M. F. G. Aerts (Leiden Institute of Chemistry, Leiden University) , Jeroen D. C. Codée (Leiden Institute of Chemistry, Leiden University) , Gijsbert A. Van Der Marel (Leiden Institute of Chemistry, Leiden University) , Herman S. Overkleeft (Leiden Institute of Chemistry, Leiden University)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Chemical Communications , VOL 3

State: Published (Approved)
Published: November 2017
Diamond Proposal Number(s): 9948

Abstract: Activity-based protein profiling has emerged as a powerful tool for visualizing glycosidases in complex biological samples. Several configurational cyclophellitol isomers have been shown to display high selectivity as probes for glycosidases processing substrates featuring the same configuration. Here, a set of deoxygenated cyclophellitols are presented which enable inter-class profiling of β-glucosidases and β-galactosidases.

Diamond Keywords: Enzymes

Subject Areas: Chemistry, Biology and Bio-materials


Instruments: I02-Macromolecular Crystallography

Added On: 15/11/2017 11:57

Documents:
C7CC07730K.pdf

Discipline Tags:

Biochemistry Chemistry Structural biology Life Sciences & Biotech

Technical Tags:

Diffraction Macromolecular Crystallography (MX)