Electrokinetic studies on concanavalin A as a tool to probe the surface characteristics of differentiated lymphoid cells

Phondke, G P; Sainis, Krishna B.; Joshi, N. N.

doi:10.1007/bf02702984

Cited by 3 publications

(2 citation statements)

References 16 publications

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“…Subsequently, we implemented this synthetic strategy for the preparation of different classes of sugar polymers, and in particular, we focused our attention toward materials able to bind appropriate lectins. Concavalin A (Con A) was chosen as the model α-mannose-binding lectin, due to its involvement in a number of biological processes, with the bulk of literature focusing on both its chemical and its biological behavior. − Con A is an aggregate of 26 kDa monomeric units in higher order oligomeric structures. In the pH range 5.0−5.6, Con A exists exclusively as dimers, while at higher pH the dimers associate into tetramers, with the tetramer being the predominant form at pH 7.0 .…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization

et al. 2006

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The synthesis of novel well-defined alkyne side chain functional polymers featuring narrow molecular weight distributions (PDI = 1.09−1.17) by living radical polymerization is described. Grafting of protected and unprotected carbohydrates is achieved via either a C-6 or an anomeric azide (α or β) onto these polymers by Cu(I)-catalyzed “click chemistry”, providing a simple and efficient route to synthetic glycopolymers. The strategy provides an extremely powerful tool for the synthesis of libraries of materials that differ only in the nature of the sugar moiety presented on a well-defined polymer scaffold. A library of multivalent ligands were then prepared following a “coclicking” synthetic protocol, and the reactivity of these glycopolymers in the presence of concanavalin A and Ricinus communis agglutinin, model lectins able to selectively bind appropriate mannose and galactose derivatives, respectively, was assessed.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization

et al. 2006

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“…The ability of these immobilized sugar displays to selectively recognize specific lectins was qualitatively investigated. Commercially available Concanavalin A (Con A) was chosen as the model d -mannose-binding lectin due the bulk of literature focusing on both its chemical and biological behavior. − Fluorescently labeled Con A (fluorescein isothiocyanate-labeled Concanavalin-A, FITC-Con A) was used in order to facilitate the detection and qualitative characterization of the sugar-lectin clusters by SEC-HPLC (system equipped with a fluorescence detector) and confocal microscopy.…”

Section: Resultsmentioning

confidence: 99%

A Modular Click Approach to Glycosylated Polymeric Beads: Design, Synthesis and Preliminary Lectin Recognition Studies

et al. 2007

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Covalent immobilization of a range of carbohydrate derivatives onto polymeric resin beads is described. Copper-catalyzed Huisgen [2 + 3] cycloaddition (often termed click chemistry) was used to graft mannose-containing azides to complementarily functionalized alkyne surfaces, namely (a) Wang resin or (b) Rasta particles consisting of a clickable alkyne polymer loose outer shell and a Wang resin inner core. For the second approach, Wang resin beads were first converted into immobilized living radical polymerization initiators with subsequent polymerization of trimethylsilanyl-protected propargyl methacrylate followed by deprotection with TBAF to yield the desired polyalkyne clickable scaffold. The appropriate α-mannopyranoside azide was then clicked onto the bead to give a mannose functionalized Rasta resin. IR, gel-phase 1H NMR, and elemental analysis have been used to characterize the modified resins. The binding abilities of these d-mannose-modified particles were subsequently tested using fluorescein-labeled Concanavalin A (Con A), a lectin that binds certain mannose-containing molecules. Preliminary results indicated that the novel glyco-hybrid materials presented in this work are able to efficiently recognize mannose-binding model lectins such as Con A, opening the way for their potential application in affinity chromatography, sensors, and other protein recognition/separation fields.

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Click Chemistry in the Preparation of Biohybrid Materials

Kitto

Lauko

Rutjes

et al. 2009

Click Chemistry for Biotechnology and Materials Science

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Electrokinetic studies on concanavalin A as a tool to probe the surface characteristics of differentiated lymphoid cells

Cited by 3 publications

References 16 publications

Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization

Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization

A Modular Click Approach to Glycosylated Polymeric Beads: Design, Synthesis and Preliminary Lectin Recognition Studies

Click Chemistry in the Preparation of Biohybrid Materials

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