Imprinting of Stöber particles for chirally-resolved adsorption of target monosaccharides and disaccharides. (5th September 2017)

• Record Type: Journal Article
• Authors: Joshi, Suvid; Lehmler, Hans-Joachim; Knutson, Barbara L.; Rankin, Stephen E.
• Is Part Of: New journal of chemistry. Volume 41:Number 20(2017)
• Page Start: 11525
• Page End: 11532
• Publication Date: 2017-09-05
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c7nj01938f
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Soft imprinting of silica particles using sugar surfactants targets chirally resolved binding of saccharides. Abstract : A simple, inexpensive, and tunable imprinting technique to produce nonporous particles for selective chirally-resolved adsorption of saccharides has been developed. A sugar-based surfactant is added early in the Stöber particle synthesis process (60 seconds after the silica precursor addition) to create molecularly imprinted sites on the surface of the silica particles which are sensitive to the chirality of carbohydrate adsorbates. Mixtures of hexadecyltrimethylammonium bromide (CTAB), and n -octyl-β-d -glucopyranoside (C8G1) or n -dodecyl-β-d -maltopyranoside (C12G2) are employed to target adsorption ofd -glucose ord -maltose, respectively. The adsorption ofd -glucose on these imprinted materials is enhanced by almost 1.5 times over adsorption of other hexoses liked -mannose andd -galactose which differ by a change at only one chiral center.d -Glucose showed a difference in adsorption of greater than 3 times over the enantiomerl -glucose. Materials imprinted to targetd -maltose showed nearly 5 times enhancement in adsorption ofd -maltose over cellobiose at the lowest tested concentration. This study shows that a direct molecular imprinting approach of the surface of freshly prepared, soft silica particles can yield particles that exhibit preferential adsorption for a chiral target over similar molecules differing by one or more chiral centers, or by the anomeric attachment within polysaccharides.