Institute for Molecules and Materials

Nijmegen, Netherlands

Institute for Molecules and Materials

Nijmegen, Netherlands
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Jin Y.,Institute for Molecules and Materials | Cristescu S.M.,Institute for Molecules and Materials | Harren F.J.M.,Institute for Molecules and Materials | Mandon J.,Institute for Molecules and Materials
CLEO: Applications and Technology, CLEO-AT 2015 | Year: 2015

We present the observation of several nonlinear effects in a two-crystal femtosecond optical parametric oscillator. Unusual parametric processes are observed when the total cavity length is detuned up to 7.3 mm within this synchronously pumped optical parametric oscillator. © 2015 OSA.


Chokkalingam V.,Institute for Molecules and Materials | Ma Y.,Institute for Molecules and Materials | Thiele J.,Institute for Molecules and Materials | Schalk W.,Institute for Molecules and Materials | And 2 more authors.
Lab on a Chip - Miniaturisation for Chemistry and Biology | Year: 2014

Droplet-based microfluidics is increasingly used for biological applications, where the recovery of cells or particles after an experiment or assay is desirable. Here, we present an electro-demulsification chip which circumvents the use of harsh chemicals and multiple washing/centrifugation steps and offers a mild way for extracting cells and polymer particles into an aqueous phase from microfluidic water-in-oil emulsions. This journal is © the Partner Organisations 2014.


Mensink R.A.,Institute for Molecules and Materials | Elferink H.,Institute for Molecules and Materials | White P.B.,Institute for Molecules and Materials | Pers N.,Institute for Molecules and Materials | And 2 more authors.
European Journal of Organic Chemistry | Year: 2016

The stereoselective synthesis of 1,2-cis-linkages can be achieved by an Sn2-like displacement of glycosylation intermediates such as glycosyl triflates and sulfonium ions, provided that they display the right combination of stability and reactivity. Herein, we report the use of an achiral auxiliary that can impose neighboring group participation to afford glycosyl sulfonium ions, aided by the Thorpe–Ingold effect. We investigated the glycosylation properties of the sulfonium ions and used variable temperature NMR (VT-NMR) studies to investigate their role in the glycosylation mechanism. The influence of the structure of the auxiliary, the protecting groups and stereochemistry of the glycosyl donor were investigated and led to the identification of a highly α-selective galactose donor. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim


Elferink H.,Institute for Molecules and Materials | Mensink R.A.,Institute for Molecules and Materials | White P.B.,Institute for Molecules and Materials | Boltje T.J.,Institute for Molecules and Materials
Angewandte Chemie - International Edition | Year: 2016

The stereoselective synthesis of glycosidic bonds is the main challenge of oligosaccharide synthesis. Neighboring-group participation (NGP) of C2 acyl substituents can be used to provide 1,2-trans-glycosides. Recently, the application of NGP has been extended to the preparation of 1,2-cis-glycosides with the advent of C2 chiral auxiliaries. However, this methodology has been strictly limited to the synthesis of 1,2-cis-gluco-type sugars. Reported herein is the design and synthesis of novel mannosyl donors which provide 1,2-cis-mannosides by NGP of thioether auxiliaries. A key element in the design is the use of 1C4 locked mannuronic acid lactones to enable NGP of the C2 auxiliary. In addition to C2 participation a new mode of remote participation of the C4 benzyl group was identified and provides 1,2-cis-mannosides. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim


Borrmann A.,Institute for Molecules and Materials | Milles S.,Structural and Computational Biology Unit and Cell Biology and Biophysics Unit | Plass T.,Structural and Computational Biology Unit and Cell Biology and Biophysics Unit | Dommerholt J.,Institute for Molecules and Materials | And 6 more authors.
ChemBioChem | Year: 2012

Visualizing biomolecules by fluorescent tagging is a powerful method for studying their behaviour and function inside cells. We prepared and genetically encoded an unnatural amino acid (UAA) that features a bicyclononyne moiety. This UAA offered exceptional reactivity in strain-promoted azide-alkyne cycloadditions. Kinetic measurements revealed that the UAA reacted also remarkably fast in the inverse-electron-demand Diels-Alder cycloaddition with tetrazine-conjugated dyes. Genetic encoding of the new UAA inside mammalian cells and its subsequent selective labeling at low dye concentrations demonstrate the usefulness of the new amino acid for future imaging studies. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Leunissen E.H.P.,Institute for Molecules and Materials | Leunissen E.H.P.,Radboud University Nijmegen | Meuleners M.H.L.,Institute for Molecules and Materials | Meuleners M.H.L.,Radboud University Nijmegen | And 4 more authors.
ChemBioChem | Year: 2014

The ability of cells to incorporate azidosugars metabolically is a useful tool for extracellular glycan labelling. The exposed azide moiety can covalently react with alkynes, such as bicyclo[6.1.0]nonyne (BCN), by strain-promoted alkyne-azide cycloaddition (SPAAC). However, the use of SPAAC can be hampered by low specificity of the cycloalkyne. In this article we describe the synthesis of more polar BCN derivatives and their properties for selective cellular glycan labelling. The new polar derivatives [amino-BCN, glutarylamino-BCN and bis(hydroxymethyl)-BCN] display reaction rates similar to those of BCN and are less cell-permeable. The labelling specificity in HEK293 cells is greater than that of BCN, as determined by confocal microscopy and flow cytometry. Interestingly, amino-BCN appears to be highly specific for the Golgi apparatus. In addition, the polar BCN derivatives label the N-glycan of the membrane calcium channel TRPV5 in HEK293 cells with significantly enhanced signal-to-noise ratios. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Thiele J.,Institute for Molecules and Materials | Ma Y.,Institute for Molecules and Materials | Bruekers S.M.C.,Institute for Molecules and Materials | Ma S.,University of Cambridge | Huck W.T.S.,Institute for Molecules and Materials
Advanced Materials | Year: 2014

Cell culturing, whether for tissue engineering or cell biology studies, always involves placing cells in a non-natural environment and no material currently exist that can mimic the entire complexity of natural tissues and variety of cell-matrix interactions that is found in vivo. Here, we review the vast range of hydrogels, composed of natural or synthetic polymers that provide a route to tailored microenvironments. This review surveys the current developments for hydrogels that are fabricated from natural and synthetic polymers for use as tailored cell culture materials. By focusing on chemical functionalization, physical manipulation, and material properties, this review serves as a guide to select hydrogel materials to answer specific questions in cell biology. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Ma Y.,Institute for Molecules and Materials | Thiele J.,Institute for Molecules and Materials | Abdelmohsen L.,Institute for Molecules and Materials | Xu J.,Institute for Molecules and Materials | Huck W.T.S.,Institute for Molecules and Materials
Chemical Communications | Year: 2013

A series of water-soluble macro-initiators is synthesized to avoid radical loss in microfluidic on-chip photo cross-linking of hyaluronic acid methacrylate-containing water-in-oil emulsions. Their superior performance over known photo-initiators through the generation of water-soluble radicals and excellent biocompatibility are demonstrated. © 2014 The Royal Society of Chemistry.


PubMed | Institute for Molecules and Materials
Type: Journal Article | Journal: Advanced materials (Deerfield Beach, Fla.) | Year: 2014

Cell culturing, whether for tissue engineering or cell biology studies, always involves placing cells in a non-natural environment and no material currently exist that can mimic the entire complexity of natural tissues and variety of cell-matrix interactions that is found in vivo. Here, we review the vast range of hydrogels, composed of natural or synthetic polymers that provide a route to tailored microenvironments.


PubMed | Institute for Molecules and Materials
Type: Journal Article | Journal: Angewandte Chemie (International ed. in English) | Year: 2016

The stereoselective synthesis of glycosidic bonds is the main challenge of oligosaccharide synthesis. Neighboring-group participation (NGP) of C2 acyl substituents can be used to provide 1,2-trans-glycosides. Recently, the application of NGP has been extended to the preparation of 1,2-cis-glycosides with the advent of C2 chiral auxiliaries. However, this methodology has been strictly limited to the synthesis of 1,2-cis-gluco-type sugars. Reported herein is the design and synthesis of novel mannosyl donors which provide 1,2-cis-mannosides by NGP of thioether auxiliaries. A key element in the design is the use of (1) C4 locked mannuronic acid lactones to enable NGP of the C2 auxiliary. In addition to C2 participation a new mode of remote participation of the C4 benzyl group was identified and provides 1,2-cis-mannosides.

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