Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR (Articolo in rivista) (literal)

Anno

• 2010-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1002/ejoc.200901024 (literal)

Alternative label

• A. Ardá, C. Venturi, C. Nativi, O. Francesconi, F. J. Cañada, J. Jiménez-Barbero, S. Roelens (2010)
  Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR
  in European journal of organic chemistry (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• A. Ardá, C. Venturi, C. Nativi, O. Francesconi, F. J. Cañada, J. Jiménez-Barbero, S. Roelens (literal)

Pagina inizio

• 64 (literal)

Pagina fine

• 71 (literal)

Rivista

• European journal of organic chemistry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 8 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 1 (literal)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Centro de Investigaciones Biológicas, CSIC, Madrid, Spain; Centro Risonanze Magnetiche (CERM), Università di Firenze; Dipartimento di Chimica Organica, Università di Firenze; Istituto di Metodologie Chimiche (IMC), Consiglio Nazionale delle Ricerche (CNR). (literal)

Titolo

• Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR (literal)

Abstract

• Unravelling the structural features of carbohydrate recognition by receptors is a topic of major interest. In recent years, several synthetic receptors capable of binding different sugars with moderate to good affinities and selectivities have been developed. Here we report on the analysis of the three-dimensional structures of the complexes of two recently derived synthetic tripodal receptors with octyl beta-D-mannopyranoside, a monosaccharidic glycoside selectively recognized in a polar solvent, by a combination of NMR methods and assisting molecular mechanics calculations. The variations in the chemical shifts upon complexation and the observed intermolecular NOEs were employed to validate the molecular-mechanics-derived structures. The structures of the obtained complexes explain the observed mannose selectivity in chemical terms, suggesting that a combination of van der Waals, CH-pi and hydrogen-bonding forces are involved in the formation of the complexes, together with stabilizing conformational effects of the substituents. (literal)

Prodotto di

• Istituto di metodologie chimiche (IMC) (Istituto)

Autore CNR

• STEFANO ROELENS (Persona)

Insieme di parole chiave

• Keywords of "Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR" (Insieme di parole chiave)

Incoming links:

Prodotto

• Istituto di metodologie chimiche (IMC) (Istituto)
• http://www.cnr.it/ontology/cnr/individuo/modulo/ID6999

Autore CNR di

• STEFANO ROELENS (Persona)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• European journal of organic chemistry (Rivista)

Insieme di parole chiave di

• Keywords of "Selective Recognition of beta-Mannosides by Synthetic Tripodal Receptors: A 3D view of the Recognition Mode by NMR" (Insieme di parole chiave)