Click‐Chemistry Immobilized 3D‐Infused Microarrays in Nanoporous Polymer Substrates

Hirtz, Michael; Feng, Wenqian; Fuchs, Harald; Levkin, Pavel A.

doi:10.1002/admi.201500469

Cited by 16 publications

(25 citation statements)

References 27 publications

(25 reference statements)

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“…Functionalization of surfaces and materials through the covalent attachment of organic monolayers has become the focus of much research in the last decade because of numerous applications in chemical/biological sensing, drug delivery, selective gas separation, cancer detection, etc. In this regard, click chemistry reactions – which were introduced by Kolb et al in 2001 – are excellent candidates due to having unique characteristics such as mild reaction conditions, high efficiency, compatibility with different kinds of solvents specially water, high reaction rate, and easy post‐treatment and are thus used for many applications …”

Section: Introductionmentioning

confidence: 99%

Site‐Specific Surface Functionalization via Microchannel Cantilever Spotting (µCS): Comparison between Azide–Alkyne and Thiol–Alkyne Click Chemistry Reactions

Dadfar

Sekula-Neuner

Bog

et al. 2018

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Different types of click chemistry reactions are proposed and used for the functionalization of surfaces and materials, and covalent attachment of organic molecules. In the present work, two different catalyst-free click approaches, namely azide-alkyne and thiol-alkyne click chemistry are studied and compared for the immobilization of microarrays of azide or thiol inks on functionalized glass surfaces. For this purpose, the surface of glass is first functionalized with dibenzocyclooctyne-acid (DBCO-acid), a cyclooctyne with a carboxyl group. Then, the DBCO-terminated surfaces are functionalized via microchannel cantilever spotting with different fluorescent and nonfluorescent azide and thiol inks. Although both routes work reliably for surface functionalization, the protein binding experiments reveal that using a thiol-alkyne route will obtain the highest surface density of molecular immobilization in such spotting approaches. The obtained achievements and results from this work can be used for design and manufacturing of microscale patterns suitable for biomedical and biological applications.

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Section: Introductionmentioning

confidence: 99%

Site‐Specific Surface Functionalization via Microchannel Cantilever Spotting (µCS): Comparison between Azide–Alkyne and Thiol–Alkyne Click Chemistry Reactions

Dadfar

Sekula-Neuner

Bog

et al. 2018

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“…Previously, DNP-lipid recognition by a specific antibody was tested on glass supports [17], while on HEMA-EDMA polymer antibody binding was tested on covalently bound DNP-azide ink [10]. Here, allergen arrays were prepared by using 10 mol % admixture of DNP-cap-PE into DOPC lipid.…”

Section: Resultsmentioning

confidence: 99%

Phospholipid arrays on porous polymer coatings generated by micro-contact spotting

Sekula-Neuner¹,

Freitas²,

Tröster³

et al. 2017

Beilstein J. Nanotechnol.

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Nanoporous poly(2-hydroxyethyl methacrylate-co-ethylene dimethacrylate) (HEMA-EDMA) is used as a 3D mesh for spotting lipid arrays. Its porous structure is an ideal matrix for lipid ink to infiltrate, resulting in higher fluorescent signal intensity as compared to similar arrays on strictly 2D substrates like glass. The embedded lipid arrays show high stability against washing steps, while still being accessible for protein and antibody binding. To characterize binding to polymer-embedded lipids we have applied Streptavidin as well as biologically important biotinylated androgen receptor binding onto 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-(cap biotinyl) (Biotinyl Cap PE) and anti-DNP IgE recognition of 2,4-dinitrophenyl[1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[6-[(2,4-dinitrophenyl)amino]hexanoyl] (DNP)] antigen. This approach adds lipid arrays to the range of HEMA polymer applications and makes this solid substrate a very attractive platform for a variety of bio-applications.

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“…Finally, the best performing fabrication route was evaluated for its efficiency as sensor platform. Click chemistry reactions, which have been widely studied since their introduction by Kolb, Finn and Sharpless in 2001 [24], have unique advantages such as high reaction rates, high yield, mild reaction conditions and easy post-treatment [25][26][27][28][29]. Afterwards, the biotinylated glasses produced following the six different functionalization procedures, which are referred to as routes 1-6 throughout this article, were gradually incubated with solutions of streptavidin and biotinylated anti-AFP to obtain a biotin-streptavidin-biotin sandwich structure.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of click chemistry microarrays for immunosensing of alpha-fetoprotein (AFP)

Dadfar¹,

Sekula-Neuner²,

Trouillet³

et al. 2019

Beilstein J. Nanotechnol.

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The level of cancer biomarkers in cells, tissues or body fluids can be used for the prediction of the presence of cancer or can even indicate the stage of the disease. Alpha-fetoprotein (AFP) is the most commonly used biomarker for early screening and diagnosis of hepatocellular carcinoma (HCC). Here, a combination of three techniques (click chemistry, the biotin–streptavidin–biotin sandwich strategy and the use of antigen–antibody interactions) were combined to implement a sensitive fluorescent immunosensor for AFP detection. Three types of functionalized glasses (dibenzocyclooctyne- (DBCO-), thiol- and epoxy-terminated surfaces) were biotinylated by employing the respective adequate click chemistry counterparts (biotin–thiol or biotin–azide for the first class, biotin–maleimide or biotin–DBCO for the second class and biotin–amine or biotin–thiol for the third class). The anti-AFP antibody was immobilized on the surfaces via a biotin–streptavidin–biotin sandwich technique. To evaluate the sensing performance of the differently prepared surfaces, fluorescently labeled AFP was spotted onto them via microchannel cantilever spotting (µCS). Based on the fluorescence measurements, the optimal microarray design was found and its sensitivity was determined.

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Click‐Chemistry Immobilized 3D‐Infused Microarrays in Nanoporous Polymer Substrates

Cited by 16 publications

References 27 publications

Site‐Specific Surface Functionalization via Microchannel Cantilever Spotting (µCS): Comparison between Azide–Alkyne and Thiol–Alkyne Click Chemistry Reactions

Site‐Specific Surface Functionalization via Microchannel Cantilever Spotting (µCS): Comparison between Azide–Alkyne and Thiol–Alkyne Click Chemistry Reactions

Phospholipid arrays on porous polymer coatings generated by micro-contact spotting

Evaluation of click chemistry microarrays for immunosensing of alpha-fetoprotein (AFP)

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