Correction to “A General Method for Selective Recognition of Monosaccharides and Oligosaccharides in Water”

This Correction reports recent discoveries on the synthesis, stability, and performance of compound 2′ as a surface-cross-linker in the article. The corrections do not alter the conclusions of the work. Compound 2′ instead of 2 (which contains a vicinal diol) was used as the surface-cross-linker in the preparation of carbohydrate-binding molecularly imprinted nanoparticles (MINPs). This was done to avoid potential competition between the sugar template and 2 for the boroxole functional monomer 4 in the formation of the template–functional complex (e.g., 5). Compound 2 was recently found to afford carbohydrate-binding MINPs equally well as 2′. The suspected boronate formation between 2 and 4, hence, was negligible during the MINP preparation, likely due to different hydrophobicities of 5 and 2 that made them prefer different locations in the micelles. Separately, compound 2′ was discovered to undergo decomposition slowly during storage through a cleavage at the ammonium headgroup to afford tris(2-azidoethyl)amine. Thus, the previously reported 2′ was a cross-linker mixture with different purities depending on the length of storage time. Further investigation revealed that freshly prepared and aged 2′ mixtures afforded MINPs with similar performance in their binding of carbohydrates. In addition, with an acidic group installed in the imprinted binding site, these MINPs also displayed similar performance in their catalytic hydrolysis of carbohydrates. Because 2′ and tris(2-azidoethyl)amine both contain three azido groups, they both can cross-link the micelles. This is likely the reason why MINPs prepared with different compositions of 2′ and tris(2-azidoethyl)amine performed similarly. The above findings are added to the updated Supporting Information. The new Supporting Information file also corrected mistakes found in the original Supporting Information, where wrong NMR spectra were used for comparison in the MINP preparation. Two typical comparisons are shown in the updated Supporting Information (Figures 1S and 25S for monosaccharide-binding and oligosaccharide-binding MINPs, respectively). They replace Figures 1S and 25S in the previous Supporting Information. Previous comparisons shown in Figures 4S, 7S, 10S, 13S, 16S, 19S, 22S, 28S, 31S, 34S, 37S, 40S, 43S, 46S, 49S, 52S, 55S, and 58S are removed. The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.5c03991. Experimental details, ITC titration curves, and additional data (PDF) Correction to “A General Method for Selective Recognition of Monosaccharides and Oligosaccharides in Water” 0 views 0 shares 0 downloads Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html. This article has not yet been cited by other publications.