Multivalent thioglycopeptoids via photoclick chemistry: potent affinities towards LecA and BC2L-A lectinsElectronic supplementary information (ESI) available: Experimental details, compound characterisations, ITC experiments. See DOI: 10.1039/c5cc04646g

Solution-phase synthesis of linear and cyclic β- and α,β-peptoids was coupled to photo-induced thiol-ene coupling reaction to readily access multivalent thioglycoclusters. A tetrameric cyclic β-peptoid scaffold displaying 1-thio-β- d -galactose or 1-thio-α- d -mannose has revealed by ITC experiments efficient binding potency for bacterial lectins LecA and BC2L-A, respectively. The straightforward access to peptoid-based multivalent thioglycoclusters displaying 1-thio-β- d -galactose or 1-thio-α/β- d -mannose and their evaluation towards two bacterial lectins are described.