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Specific Recognition of Disaccharides in Water by an Artificial Bicyclic Carbohydrate Receptor (Eur. J. Org. Chem. 30/2007)
Author(s) -
Reenberg Theis,
Nyberg Nils,
Duus Jens Ø.,
van Dongen Joost L. J.,
Meldal Morten
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200790079
Subject(s) - chemistry , cellobiose , disaccharide , bicyclic molecule , molecular recognition , stereochemistry , nuclear magnetic resonance spectroscopy , supramolecular chemistry , naphthalene , molecule , cellulose , organic chemistry , cellulase
The cover picture shows the artificial molecular recognition of cellobiose in an aqueous environment. The complex depicted forms from an organo‐peptidic receptor composed of a bicyclic peptide containing a naphthalene bridge and the disaccharide cellobiose. The complex was analyzed by 2D NMR spectroscopy, and the changes in the chemical shift observed upon receptor titration (shown for 1‐H of the naphthalene ring) with cellobiose is in agreement with the structure of the complex. The largest shifts were observed for those receptor protons in immediate contact with the saccharide. The formation of the complex measured by ESI‐MS at increasing collision energies is shown in the stacked plot inset and can be performed as a high throughput screening (HTS) of carbohydrate–receptor interaction. Details are discussed in the article by M. Meldal et al. on p. 5003 ff.