A Stereoselective Peptide-Based Artificial Receptor for Sugar Derivatives

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Title:A Stereoselective Peptide-Based Artificial Receptor for Sugar Derivatives
Creators:
Eblinger, Frank
Schneider, Hans-Jörg
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 65, 5, pp. 667-672
Uncontrolled Keywords:Supramolecular complexes, Peptide-sugar interactions, Carbohydrate receptors, Glycosides, Amides, Hydrogen bonds

Abstract

A lipophilic sugar receptor containing two phenylalanine moieties shows in chloroform complexation free energies of ∆<i>G</i> = 13 kJ/mol for an alkyl glucoside, discriminating the corresponding galactoside by at least 8 kJ/mol. The observed <sup>1</sup>H NMR signal shifts at OH groups suggest the hydrogen bonds as the major driving force, in line with preliminary molecular mechanics simulations. <p>

Title:A Stereoselective Peptide-Based Artificial Receptor for Sugar Derivatives
Creators:
Eblinger, Frank
Schneider, Hans-Jörg
Uncontrolled Keywords:Supramolecular complexes, Peptide-sugar interactions, Carbohydrate receptors, Glycosides, Amides, Hydrogen bonds
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:65
Number:5
Page Range:pp. 667-672
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20000667UNSPECIFIED
ID Code:1670
Item Type:Article
Deposited On:06 Feb 2009 17:11
Last Modified:06 Feb 2009 16:11

Citation

Eblinger, Frank; Schneider, Hans-Jörg (2000) A Stereoselective Peptide-Based Artificial Receptor for Sugar Derivatives. Collection of Czechoslovak Chemical Communications, 65 (5). pp. 667-672. ISSN 0010-0765

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