Synthesis and chelation study of a fluoroionophore and a glycopeptide based on an aza crown iminosugar structure.

Chelating Agents / chemical synthesis Crown Compounds / chemistry Fluorescent Dyes / chemical synthesis Glycopeptides / chemical synthesis Imino Sugars / chemistry Molecular Conformation
Iminosugar Ionophore Macrocycle NMR analysis

Journal

Carbohydrate research
ISSN: 1873-426X
Titre abrégé: Carbohydr Res
Pays: Netherlands
ID NLM: 0043535

Informations de publication

Date de publication:
Mar 2021
Historique:
received: 28 12 2020
revised: 05 02 2021
accepted: 05 02 2021
pubmed: 23 2 2021
medline: 7 10 2021
entrez: 22 2 2021
Statut: ppublish

Résumé

Capitalizing on a recently reported iminosugar-based aza-crown (ISAC) accessed by a double Staudinger azaWittig coupling reaction, we have expanded the structural diversity of this new family of sweet cyclam analogs. Replacement of the two secondary amines linking the iminosugar units by two amide bonds obtained a cyclodimerization by with BOP and DIPEA led to a macrocycle that did not demonstrate efficient Zn

Identifiants

DOI: 10.1016/j.carres.2021.108258 PMID: 33618101
pubmed: 33618101
pii: S0008-6215(21)00027-6
doi: 10.1016/j.carres.2021.108258
pii:
doi:

Substances chimiques

Chelating Agents 0
Crown Compounds 0
Fluorescent Dyes 0
Glycopeptides 0
Imino Sugars 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

108258

Informations de copyright

Copyright © 2021 Elsevier Ltd. All rights reserved.

Auteurs

Alexandra Bordes (A)

Université de Poitiers, IC2MP, UMR CNRS 7285, Equipe "Synthèse Organique", Groupe Glycochimie, 4 rue Michel Brunet, 86073, Poitiers Cedex 9, France.

Ana Poveda (A)

CICbioGUNE, ParqueTecnoloǵico de Bizkaia, Derio-Bizkaia, 48160, Spain.

Nathalie Fontelle (N)

Université de Poitiers, IC2MP, UMR CNRS 7285, Equipe "Synthèse Organique", Groupe Glycochimie, 4 rue Michel Brunet, 86073, Poitiers Cedex 9, France.

Ana Ardá (A)

CICbioGUNE, ParqueTecnoloǵico de Bizkaia, Derio-Bizkaia, 48160, Spain.

Jérôme Guillard (J)

Université de Poitiers, IC2MP, UMR CNRS 7285, Equipe "Synthèse Organique", Groupe Glycochimie, 4 rue Michel Brunet, 86073, Poitiers Cedex 9, France.

Yi Bin Ruan (YB)

Université Paris-Saclay, ENS Paris-Saclay, CNRS, Photophysique et Photochimie Supra- et Macromoléculaires (PPSM), 4 avenue des Sciences, 91190, Gif-sur-Yvette, France.

Jérôme Marrot (J)

Institut Lavoisier de Versailles, UMR-CNRS 8180, Université de Versailles, 45 Avenue des États-Unis, 78035, Versailles Cedex, France.

Shuki Imaeda (S)

Department of Hospital Pharmacy, University of Toyama, 2630 Sugitani, Toyama, 930-0194, Japan.

Atsushi Kato (A)

Department of Hospital Pharmacy, University of Toyama, 2630 Sugitani, Toyama, 930-0194, Japan.

Jérôme Désiré (J)

Université de Poitiers, IC2MP, UMR CNRS 7285, Equipe "Synthèse Organique", Groupe Glycochimie, 4 rue Michel Brunet, 86073, Poitiers Cedex 9, France.

Juan Xie (J)

Université Paris-Saclay, ENS Paris-Saclay, CNRS, Photophysique et Photochimie Supra- et Macromoléculaires (PPSM), 4 avenue des Sciences, 91190, Gif-sur-Yvette, France. Electronic address: joanne.xie@ens-cachan.fr.

Jesús Jiménez-Barbero (J)

CICbioGUNE, ParqueTecnoloǵico de Bizkaia, Derio-Bizkaia, 48160, Spain; IKERBASQUE, Basque Foundation for Science, 48009, Bilbao, Spain; Dept. Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, 48940, Leioa, Spain. Electronic address: jjbarbero@cicbiogune.es.

Yves Blériot (Y)

Université de Poitiers, IC2MP, UMR CNRS 7285, Equipe "Synthèse Organique", Groupe Glycochimie, 4 rue Michel Brunet, 86073, Poitiers Cedex 9, France. Electronic address: yves.bleriot@univ-poitiers.fr.

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Classifications MeSH

questionsmedicales.fr › Actions chimiques et utilisations › Utilisations spécialisées de produits chimiques › Agents séquestrants › Chélateurs › Synthesis and chelation study of a...
questionsmedicales.fr › Composés polycycliques › Composés macrocycliques › Composés couronnes › Synthesis and chelation study of a...
questionsmedicales.fr › Actions chimiques et utilisations › Utilisations spécialisées de produits chimiques › Produits chimiques de laboratoire › Indicateurs et réactifs › Luminescents › Colorants fluorescents › Synthesis and chelation study of a...
questionsmedicales.fr › Acides aminés, peptides et protéines › Peptides › Glycopeptides › Synthesis and chelation study of a...
questionsmedicales.fr › Glucides › Iminosucres › Synthesis and chelation study of a...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes biochimiques › Conformation moléculaire › Synthesis and chelation study of a...