Chapter 18. Preparation of Heterocyclic 2-Deoxystreptamine Aminoglycoside Analogues and Characterization of Their Interaction with RNAs by Use of Electrospray Ionization Mass Spectrometry
- Prof. Dr. Chi-Huey Wong
Published Online: 28 JAN 2005
DOI: 10.1002/3527602437.ch18
Copyright © 2003 Wiley-VCH Verlag GmbH & Co. KGaA
Book Title
Carbohydrate-Based Drug Discovery
Additional Information
How to Cite
Griffey, R. H., Hofstadler, S. A. and Swayze, E. E. (2005) Preparation of Heterocyclic 2-Deoxystreptamine Aminoglycoside Analogues and Characterization of Their Interaction with RNAs by Use of Electrospray Ionization Mass Spectrometry, in Carbohydrate-Based Drug Discovery (ed C.-H. Wong), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527602437.ch18
Editor Information
Ernest W. Hahn Chair in Chemistry, The Scripps Research Institute, 10550 N. Torrey Pines RoadLa Jolla, CA 92037, USA
Publication History
- Published Online: 28 JAN 2005
- Published Print: 26 AUG 2003
ISBN Information
Print ISBN: 9783527306329
Online ISBN: 9783527602438
- Summary
- Chapter
Keywords:
- heterocyclic 2-deoxystreptamine aminoglycoside analogues;
- preparation;
- interaction with RNAs;
- electrospray ionization mass spectrometry;
- substituted paromomycin derivatives
Summary
Introduction
RNA as a Target
Functional RNA Subdomains
Aminoglycosides are a Privileged Class of RNA Ligands
ESI-MS for Characterization of Aminoglycoside-RNA Interactions
Aminoglycoside-16S and 18S A Site RNA Models
Neomycin and TAR RNA
Interim Summary
Preparation of Heterocyclic 2-Deoxystreptamines and Binding to a 16S A Site RNA Model
4-Substituted 2-Deoxystreptamine Derivatives
16S rRNA Binding Affinity Study in an ESI-MS Assay
Isolation of Sugar Ring Fragments from Neomycin
Preparation, Binding, and Biological Activity of Substituted Paromomycin Derivatives
Synthesis of Racemic A Ring-Substituted Paromomycin Analogues
Synthesis of Chiral A Ring-Substituted Paromomycin Analogues
Future Prospects
Acknowledgements
References