Isotope edited NMR studies of glycosidases: design and synthesis of a novel glycosidase inhibitor

J V Hines; H Chang; M S Gerdeman; D E Warn

doi:10.1016/s0960-894x(99)00175-4

Isotope edited NMR studies of glycosidases: design and synthesis of a novel glycosidase inhibitor

Bioorg Med Chem Lett. 1999 May 3;9(9):1255-60. doi: 10.1016/s0960-894x(99)00175-4.

Authors

J V Hines¹, H Chang, M S Gerdeman, D E Warn

Affiliation

¹ Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Ohio State University, Columbus 43210, USA.

PMID: 10340610
DOI: 10.1016/s0960-894x(99)00175-4

Abstract

N-13C-methyl-deoxynojirimycin was synthesized and used in isotope-edited NMR studies to probe the binding site of an alpha-glucosidase. Results from this analysis led to the design and preparation of a novel alpha-glucosidase inhibitor, N-glycyl deoxynojirimycin.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

1-Deoxynojirimycin / analogs & derivatives
Dose-Response Relationship, Drug
Glucosamine / analogs & derivatives
Glucosamine / chemical synthesis
Glycoside Hydrolases / antagonists & inhibitors*
Glycoside Hydrolases / chemical synthesis*
Glycoside Hydrolases / chemistry*
Kinetics
Magnetic Resonance Spectroscopy
Multigene Family
Protein Binding
Saccharomyces cerevisiae / enzymology

Substances

1-Deoxynojirimycin
Glycoside Hydrolases
Glucosamine
nojirimycin