The Crystal Structure of the Complexes of Concanavalin A with 4′-Nitrophenyl-α-d-mannopyranoside and 4′-Nitrophenyl-α-d-glucopyranoside

Kanellopoulos, Panagiotis; Pavlou, Kyriaki; Perrakis, Anastassis; Agianian, Bogos; Vorgias, Constantin E.; Mavrommatis, Costas; Soufi, Maria; Tucker, Paul A.; Hamodrakas, Stavros J.

doi:10.1006/jsbi.1996.0052

Cited by 56 publications

(33 citation statements)

References 39 publications

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“…This increase in size can be observed either by the naked eye, turbidity or fluorescence measurements as previously reported in the literature [7,22]. Measurements by light scattering have only occasionally been reported in the literature [23]. …”

Section: Resultssupporting

confidence: 52%

New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin

Otman¹,

Boullanger²,

Drockenmuller³

et al. 2010

Beilstein J. Org. Chem.

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SummaryGlycopolymers with mannose units were readily prepared by click chemistry of an azido mannopyranoside derivative and a poly(propargyl acrylate-co-N-vinyl pyrrolidone). These glycopolymers were used as polymer surfactants, in order to obtain glycosylated polycaprolactone nanoparticles. Optimum stabilization for long time storage was achieved by using a mixture of glycopolymers and the non-ionic triblock copolymer Pluronic® F-68. The mannose moieties are accessible at the surface of nanoparticles and available for molecular recognition by concanavalin A lectin. Interaction of mannose units with the lectin were evaluated by measuring the changes in nanoparticles size by dynamic light scattering in dilute media.

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Section: Resultssupporting

confidence: 52%

New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin

Otman¹,

Boullanger²,

Drockenmuller³

et al. 2010

Beilstein J. Org. Chem.

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“…ConA is a tetrameric plant lectin from the jack bean with a binding specificity for alinked mannosides and glucosides. The protein is a tetramer at neutral pH with four subunits in a tetrahedral orientation, which leads to a separation between the binding sites of about 72 (PDB ID: 1VAM [30] ); this is too long to be effectively spanned by the dendrimers on the chip and explains the moderate multivalency effect. The picture is very similar to that obtained with our previous microarray that only contained mannosides.…”

Section: Binding Experiments With a Series Of Lectinsmentioning

confidence: 99%

Rapid Screening of Lectins for Multivalency Effects with a Glycodendrimer Microarray

et al. 2010

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Multivalency is an important phenomenon in protein-carbohydrate interactions. In order to evaluate glycodendrimers as multivalent inhibitors of carbohydrate binding proteins, we displayed them on a microarray surface. Valencies were varied from 1 to 8, and corrections were made for the valencies so that all surfaces contained the same amount of the sugar ligand. Five different carbohydrates were attached to the dendrimers. A series of fluorescent lectins was evaluated, and for each of them a binding profile was obtained from a single experiment showing both the specificity of the lectin for a certain sugar and whether it prefers multivalent ligands or not. Very distinct binding patterns were seen for the various lectins. The results were rationalized with respect to the interbinding distances of the lectins.

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“…A factor counteracting the positive entropic effect is the loss of conformational flexibility around the glycosidic linkage. The orientation of the phenyl ring of 4Ј-nitrophenyl-␣-D-mannopyranoside and 4Ј-nitrophenyl-␣-D-glucopyranoside is determined by the crystal packing, leading to large differences in glycosidic angles between the four subunits of the asymmetric unit (34). For phenyl-␣-D-glucopyranoside, the phenyl ring is still allowed to move after it is bound, to allow for the most favorable crystal packing.…”

Section: M3m Binds In a Multipurpose Hydrophobic Subsite-thementioning

confidence: 99%

The Crystal Structures of Man(α1–3)Man(α1-O)Me and Man(α1–6)Man(α1-O)Me in Complex with Concanavalin A

Bouckaert

Hamelryck

Wyns

et al. 1999

Journal of Biological Chemistry

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The Crystal Structure of the Complexes of Concanavalin A with 4′-Nitrophenyl-α-d-mannopyranoside and 4′-Nitrophenyl-α-d-glucopyranoside

Cited by 56 publications

References 39 publications

New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin

New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin

Rapid Screening of Lectins for Multivalency Effects with a Glycodendrimer Microarray

The Crystal Structures of Man(α1–3)Man(α1-O)Me and Man(α1–6)Man(α1-O)Me in Complex with Concanavalin A

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