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Reference type: Journal
Authors: Kadhirvel P, Azenha M, Schillinger E, Halhalli MR, Silva AF, Sellergren B
Article Title: Recognitive nano-thin-film composite beads for the enantiomeric resolution of the metastatic breast cancer drug aminoglutethimide.
Publication date: 2014
Journal: Journal of Chromatography A
Volume: 1358
Page numbers: 93-101.
DOI: 10.1016/j.chroma.2014.06.076
Alternative URL: http://www.sciencedirect.com/science/article/pii/S002196731401019X

Abstract: Straightforward crushing and sieving bulk polymeric R-aminoglutethimide-imprinted materials were prepared by classical free radical polymerization, whereas nano thin walled grafted imprinted materials were prepared using RAFT mediated control polymerization technique. A stoichiometric non-covalent approach based on a triply hydrogen bonding functional monomer-template 1:1 complex (K = 599 mol-1 L-1) led to chiral selectors far outperforming previously used selectors for resolving this racemate. The recognitive materials produced here (enantioselectivity factors, α ~ 10) also have no match within the previously reported enantioselective imprinted polymers (α 1.2-4.5). We here demonstrate a potentially generic solution to produce good quality grafted MIPs for templates interacting by hydrogen bonding alone, relying on solvent polarity tuning, significantly extending the range of templates compatible with this format
Template and target information: R-aminoglutethimide, aminoglutethimide
Author keywords: molecular imprinting, Stoichiometric imprinting, Aminoglutethimide, racemic resolution, RAFT


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