Functionalization of a Rigid Divalent Ligand for LecA, a Bacterial Adhesion Lectin
نویسندگان
چکیده
منابع مشابه
Functionalization of a Rigid Divalent Ligand for LecA, a Bacterial Adhesion Lectin**
The bacterial adhesion lectin LecA is an attractive target for interference with the infectivity of its producer P. aeruginosa. Divalent ligands with two terminal galactoside moieties connected by an alternating glucose-triazole spacer were previously shown to be very potent inhibitors. In this study, we chose to prepare a series of derivatives with various new substituents in the spacer in hop...
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The synthesis of a new rigid spacer based on carbohydrate-triazole repeating units and their incorporation into divalent systems is described. Inhibition studies showed that a well-matched system with a rigid spacer with flexible ends leads to the most potent inhibition of Pseudomonas aeruginosa lectin LecA.
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A new divalent highly potent inhibitor of the Pseudomonas aeruginosa lectin and virulence factor LecA was prepared. It contains two thiourea linkages which were found to be in the Z,Z isomeric form. This brings the spacer into an elongated conformation required to bridge the two binding sites, which results in the chelating binding mode responsible for the high potency.
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ژورنال
عنوان ژورنال: ChemistryOpen
سال: 2015
ISSN: 2191-1363
DOI: 10.1002/open.201402171