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

Carbohydr Res. 2021 Feb 10;501:108258. doi: 10.1016/j.carres.2021.108258. Online ahead of print.ABSTRACTCapitalizing 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 Zn2+ chelation unlike the parent ISAC. Introduction of two pyrene moieties on the secondary amines of the parent ISAC yielded a new fluoroionophore that selectively binds Hg2+ in methanol.PMID:33618101 | DOI:10.1016/j.carres.2021.108258

Source: Carbohydrate Research - February 22, 2021 Category: Genetics & Stem Cells Authors: Alexandra Bordes Ana Poveda Nathalie Fontelle Ana Ard á J érôme Guillard Yi Bin Ruan J érôme Marrot Shuki Imaeda Atsushi Kato J érôme Désiré Juan Xie Jes ús Jiménez-Barbero Yves Bl ériot Source Type: research