A β-Mannoside-Selective Pyrrolic Tripodal Receptor
- 10 October 2007
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (23), 4685-4688
- https://doi.org/10.1021/ol701959r
Abstract
Acetalic substituents strategically located in a pyrrolic tripodal structure provide a new synthetic receptor endowed with unprecedented affinity for mannosides and the highest selectivity for β-mannose ever reported for synthetic H-bonding receptors. Binding properties have been determined by NMR, ITC, and ESI-MS techniques, while affinities have been univocally assessed by the BC500 parameter, a general descriptor of binding affinity.Keywords
This publication has 9 references indexed in Scilit:
- Exploiting the defensive sugars of HIV-1 for drug and vaccine designNature, 2007
- Pyrrolic Tripodal Receptors Effectively Recognizing Monosaccharides. Affinity Assessment through a Generalized Binding DescriptorJournal of the American Chemical Society, 2007
- A Self‐Assembled Pyrrolic Cage Receptor Specifically Recognizes β‐GlucopyranosidesAngewandte Chemie International Edition, 2006
- Carbohydrate ReceptorsPublished by Wiley ,2005
- A New Tripodal Receptor for Molecular Recognition of Monosaccharides. A Paradigm for Assessing Glycoside Binding Affinities and Selectivities by 1H NMR SpectroscopyJournal of the American Chemical Society, 2004
- Selective Carbohydrate Recognition by Synthetic Receptors in Aqueous SolutionCurrent Organic Chemistry, 2003
- Carbohydrates in Chemistry and BiologyPublished by Wiley ,2000
- Molecular Recognition of Carbohydrates by Zinc Porphyrins: Lewis Acid/Lewis Base Combinations as a Dominant Factor for Their SelectivityJournal of the American Chemical Society, 1997
- Molecular Clefts Derived from 9,9′‐spirobi[9H‐fluorene] for enantioselective complexation of pyranosides and dicarboxylic acidsHelvetica Chimica Acta, 1995