Photogenerated Carbohydrate Microarrays

Pei, Zhichao; Yu, Hui; Theurer, Matthias; Waldén, Annelie; Nilsson, Peter; Yan, Mingdi; Ramström, Olof

doi:10.1002/cbic.200600447

Cited by 60 publications

(64 citation statements)

References 46 publications

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“…Carbohydrate-derivatized photoprobes 4-6 ( Figure 1) were synthesized as previously reported. 15 Concanavalin A (Con A) from Canavalia ensiformis, Ulex europaeus agglutinin-I (UEA), and Pisum sativum agglutinin (PSA), were purchased from Sigma. Viscum album agglutinin (VAA) was purified and checked for activity as described.…”

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confidence: 99%

Photoderivatized Polymer Thin Films at Quartz Crystal Microbalance Surfaces: Sensors for Carbohydrate−Protein Interactions

Pei

et al. 2007

Anal. Chem.

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Photoderivatized polymer-coated gold surfaces have been developed following a perfluorophenylazide-based double ligation strategy. Gold-plated quartz crystal microbalance (QCM) crystals were initially covalently functionalized with a monolayer of poly(ethylene glycol) (PEG), using photo-or thermolytic nitrene formation and insertion. The polymer surfaces were subsequently used as substrates for photoinsertion of carbohydrate-derivatized photoprobes, yielding different recognition motifs for selective protein binding. The resulting robust and biocompatible sensor surfaces were applied to a flow-through QCM instrument for monitoring lectin-carbohydrate interactions in real time. The results clearly show the predicted lectin selectivity, demonstrating the applicability of the approach.Selective surface generation and functionalization form the basis for intense research in a number of diverse areas such as chemical sensors, interface engineering, and nanotechnology. A versatile method to covalent derivatization is based on the specific chemistry of arylazides. Upon thermal activation or light irradiation, the azide functionality in these structures becomes converted to a highly reactive nitrene species that readily inserts into CH and NH bonds. 1 Especially perfluorophenylazides (PFPAs), 2 which produce markedly enhanced insertion yields, have thus been used to thermo-and photochemically introduce functional groups in a range of entities, including proteins, nanostructures, and synthetic polymers. [3][4][5][6][7][8][9] The versatility of the PFPA chemistry makes it an attractive choice for surface modification. Surfaces can either be globally modified by the technique, or discrete areas can be addressed by arraying techniques such as photomasking and conventional printing devices. HHS Public Access Author Manuscript Author ManuscriptAuthor Manuscript Author ManuscriptThe surface presentation of recognition motifs based on bioactive compounds is central for many applications in bioanalytical and biomaterials science, and carbohydrates and glycomimetic structures are in this context attracting increasing interest. [10][11][12][13][14] Interactions between cellular glycans and proteins have been found to be of special importance in many biological processes, being involved in cell-cell interactions, cell communication, cell proliferation, and cell death. This emerging significance prompts for new means to analytically study these interactions. To date, various methods have been developed to analyze interactions of carbohydrates and proteins, including biosensors, enzyme-linked lectin assays (ELLAs) and cell assays, nuclear magnetic resonance, calorimetric techniques, and, more recently, microarray technologies. [15][16][17][18][19][20][21][22][23] Among these methods, the quartz crystal microbalance (QCM) biosensor format is being increasingly adopted due to its convenient means of operation coupled with high performance. [24][25][26][27][28][29][30][31][32][33] Measurements can also be performed in real tim...

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confidence: 99%

Photoderivatized Polymer Thin Films at Quartz Crystal Microbalance Surfaces: Sensors for Carbohydrate−Protein Interactions

Pei

et al. 2007

Anal. Chem.

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“…Furthermore, the reactions can be locally initiated by focusing the light in the areas of interest thus providing spatial control and resolution. [48,49] Finally, the photochemistry of phenylazides is among the fastest of common photocrosslinkers; the photoimmobilization is often accomplished in a few minutes using a conventional photochemical setup.…”

Section: Immobilization Of Single Polymer Moleculesmentioning

confidence: 99%

“…The PFPA structure can be readily modified to introduce various functional groups as well as further structural variations such as spacers for conformation and topography control. We have synthesized the disulfide derivative of PFPA (Figure 4) that has been applied to modify gold surfaces, [50] and are in the process of preparing new functionalized PFPA derivatives suitable for additional types of substrates. Substrates functionalized with perfluorophenylazido groups can be considered as universal functional surfaces facilitating the attachment of large variety of polymers.…”

Section: Immobilization Of Single Polymer Moleculesmentioning

confidence: 99%

Photochemically Initiated Single Polymer Immobilization

Yan

2007

ChemInform

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“…Therefore, the photo-immobilization technique has been employed by some researchers, because the method does not require functional groups and therefore it can immobilize any organic material in any organic substrate (Aoki et al, 2007;Chevolot et al, 2001;Collioud et al, 1993;Hermanson, 1996;Ito, 2006;Ito and Nogawa, 2003;Ito et al, 2004Ito et al, , 2005Kanoh et al, 2003Kanoh et al, , 2006aMizutani et al, 2002;Nahar et al, 2001;Nivens and Conrad, 2002;Pei et al, 2007;Yan et al, 1994). In addition, the orientation of the immobilized macromolecules is random, and this exposes various sites for interaction with polyclonal antibodies.…”

Section: Introductionmentioning

confidence: 98%

Photo‐immobilization of biological components on gold‐coated chips for measurements using surface plasmon resonance (SPR) and a quartz crystal microbalance (QCM)

Tsuzuki

Wada

Ito

2008

Biotech & Bioengineering

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The photo-immobilization technique is useful for immobilization of various biomolecules on assorted material surfaces, independent of the organic functional groups that may be present. Here, we report a convenient new photo-immobilization technique that was developed by combining a nonbiofouling polymer containing polyethylene glycol and a photoreactive crosslinker for surface plasmon resonance (SPR) and quartz crystal microbalance (QCM) measurements. By this method, nonspecific interactions were reduced and various types of molecules, bovine serum albumin, heparin, dsDNA, phosphatidylserine, Tobacco Mosaic Virus, and norfloxacine, were immobilized on an alkane thiol-modified gold surface by a single method. The interactions of photo-immobilized biomolecules and their corresponding antibodies were investigated by SPR and QCM. In addition, SPR imaging was possible using the present method.

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Photogenerated Carbohydrate Microarrays

Cited by 60 publications

References 46 publications

Photoderivatized Polymer Thin Films at Quartz Crystal Microbalance Surfaces: Sensors for Carbohydrate−Protein Interactions

Photoderivatized Polymer Thin Films at Quartz Crystal Microbalance Surfaces: Sensors for Carbohydrate−Protein Interactions

Photochemically Initiated Single Polymer Immobilization

Photo‐immobilization of biological components on gold‐coated chips for measurements using surface plasmon resonance (SPR) and a quartz crystal microbalance (QCM)

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