Search results for: Charles Tellier

Items from 1 to 20 out of 27 results

article

Polyvalent Transition‐State Analogues of Sialyl Substrates Strongly Inhibit Bacterial Sialidases**

Coralie Assailly, Clarisse Bridot, Amélie Saumonneau, Paul Lottin, more

Chemistry – A European Journal > 27 > 9 > 3142 - 3150

Bacterial sialidases (SA) are validated drug targets expressed by common human pathogens such as Streptococcus pneumoniae, Vibrio cholerae, or Clostridium perfringens. Noncovalent inhibitors of bacterial SA capable of reaching the submicromolar level are rarely reported. In this work, multi‐ and polyvalent compounds are developed, based on the transition‐state analogue 2‐deoxy‐2,3‐didehydro‐N‐acetylneuraminic...

article

Multivalent Thiosialosides and Their Synergistic Interaction with Pathogenic Sialidases

Yoan Brissonnet, Coralie Assailly, Amélie Saumonneau, Julie Bouckaert, more

Chemistry – A European Journal > 25 > 9 > 2358 - 2365

Sialidases (SAs) hydrolyze sialyl residues from glycoconjugates of the eukaryotic cell surface and are virulence factors expressed by pathogenic bacteria, viruses, and parasites. The catalytic domains of SAs are often flanked with carbohydrate‐binding module(s) previously shown to bind sialosides and to enhance enzymatic catalytic efficiency. Herein, non‐hydrolyzable multivalent thiosialosides were...

article

In vivo phosphorylation of a peptide tag for protein purification

Marine Goux, Amina Fateh, Alain Defontaine, Mathieu Cinier, more

Biotechnology Letters > 2016 > 38 > 5 > 767-772

Objectives To design a new system for the in vivo phosphorylation of proteins in Escherichia coli using the co-expression of the α-subunit of casein kinase II (CKIIα) and a target protein, (Nanofitin) fused with a phosphorylatable tag. Results The level of the co-expressed CKIIα was controlled by the arabinose promoter and optimal phosphorylation was obtained with 2 % (w/v) arabinose as inductor...

article

Enhancing the chemoenzymatic synthesis of arabinosylated xylo-oligosaccharides by GH51 α-l-arabinofuranosidase

Faten Arab-Jaziri, Bastien Bissaro, Charles Tellier, Michel Dion, more

Carbohydrate Research > 2015 > 401 > Complete > 64-72

Random mutagenesis was performed on the α-l-arabinofuranosidase of Thermobacillus xylanilyticus in order to enhance its ability to perform transarabinofuranosylation using natural xylo-oligosaccharides as acceptors. To achieve this goal, a two-step, high-throughput digital imaging protocol involving a colorimetric substrate was used to screen a library of 30,000 mutants. In the first step this screen...

article

Engineering transglycosidase activity into a GH51 α-l-arabinofuranosidase

Faten Arab-Jaziri, Bastien Bissaro, Michel Dion, Olivier Saurel, more

New BIOTECHNOLOGY > 2013 > 30 > 5 > 536-544

Directed evolution was applied to the α-l-arabinofuranosidase from Thermobacillus xylanilyticus to confer better transglycosylation ability, particularly for the synthesis of benzyl α-l-arabinofuranosyl-(1,2)-α-d-xylopyranoside, starting from p-nitrophenyl α-l-arabinofuranoside (donor) and benzyl α-d-xylopyranoside (acceptor). The aim was to obtain mutants displaying both lower hydrolytic and greater...

article

Alkoxyamino glycoside acceptors for the regioselective synthesis of oligosaccharides using glycosynthases and transglycosidases

David Teze, Michel Dion, Franck Daligault, Vinh Tran, more

Bioorganic & Medicinal Chemistry Letters > 2013 > 23 > 2 > 448-451

Alkoxyamino derivatives of oligosaccharides have been synthesized by enzymatic synthesis using a glycosynthase and a transglycosidase. The chemoselective assembly of unprotected oligosaccharides bearing glucose at the reducing end with N-alkyl-O-benzylhydroxylamine provides sugar derivatives that are good acceptors for enzymatic synthesis using either glycosynthase or transglycosidase. Furthermore,...

article

Engineering of a phosphorylatable tag for specific protein binding on zirconium phosphonate based microarrays

Mathieu Cinier, Marc Petit, Frédéric Pecorari, Daniel R. Talham, more

JBIC Journal of Biological Inorganic Chemistry > 2012 > 17 > 3 > 399-407

A phosphorylatable tag was designed and fused at the C-terminal end of proteins, which allowed efficient and oriented immobilization of capture proteins on glass substrates coated with a zirconium phosphonate monolayer. The concept is demonstrated using Nanofitin directed against lysozyme. This peptide tag (DSDSSSEDE) contains four serines in an acidic environment, which favored its in vitro phosphorylation...

article

Novel and convergent synthesis of modified glycosphingolipids, galactosyl-5-aza-sphinganines, by a diversity-oriented method

Bimalendu Roy, Salim Ferdjani, Charles Tellier, Claude Rabiller

Tetrahedron > 2011 > 67 > 29 > 5176-5183

The stereocontrolled synthesis of β-galactosyl-5-aza-sphinganines was accomplished with high efficiency by a novel and convergent strategy. The truncated β-galactosphinganine 5 was easily acylated with different long chains. Moreover, the simple conversion of thiazole to formyl enabled 5-aza-alkylchains to be introduced via an amino-reduction reaction. The overall yield for the synthesis of β-galacto-5-aza-sphinganines...

article

Correlation between thermostability and stability of glycosidases in ionic liquid

Salim Ferdjani, Marina Ionita, Bimalendu Roy, Michel Dion, more

Biotechnology Letters > 2011 > 33 > 6 > 1215-1219

The activity and stability of a β-glycosidase (Thermus thermophilus) and two α-galactosidases (Thermotoga maritima and Bacillus stearothermophilus) were studied in different hydrophilic ionic liquid (IL)/water ratios. For the ILs used, the glycosidases showed the best stability and activity in 1,3-dimethylimidazolium methyl sulfate [MMIM][MeSO₄] and 1,2,3-trimethylimidazolium methyl sulfate [TMIM][MeSO...

article

Bisphosphonate Adaptors for Specific Protein Binding on Zirconium Phosphonate-based Microarrays

Mathieu Cinier, Marc Petit, Monique N. Williams, Roxane M. Fabre, more

Bioconjugate Chemistry > 2009 > 20 > 12 > 2270 - 2277

article

An expeditious and efficient synthesis of β-d-galactopyranosyl-(1→3)-d-N-acetylglucosamine (lacto-N-biose) using a glycosynthase from Thermus thermophilus as a catalyst

Ayité D’Almeida, Marina Ionata, Vinh Tran, Charles Tellier, more

Tetrahedron: Asymmetry > 2009 > 20 > 11 > 1243-1246

Mutant glycosynthases or transglycosidases obtained from a Thermus thermophilus β-d-glycosidase (TtbGly) efficiently catalyzed the synthesis of β-(1→3)-disaccharides. Unfortunately, this regioselectivity was changed to the β-(1→4) one when N-acetylglucosamine derivatives were used as acceptors, thus precluding the possibility of synthesizing d-Galp-β-(1→3)-d-GlcpNAc (lacto-N-biose) or d-Glcp-β-(1→3)-d-GlcpNAc,...

article

Engineering of glucoside acceptors for the regioselective synthesis of β-(1→3)-disaccharides with glycosynthases

Zsuzanna Marton, Vinh Tran, Charles Tellier, Michel Dion, more

Carbohydrate Research > 2008 > 343 > 17 > 2939-2946

Glycosynthase mutants obtained from Thermotoga maritima were able to catalyze the regioselective synthesis of aryl β-d-Galp-(1→3)-β-d-Glcp and aryl β-d-Glcp-(1→3)-β-d-Glcp in high yields (up to 90 %) using aryl β-d-glucosides as acceptors. The need for an aglyconic aryl group was rationalized by molecular modeling calculations, which have emphasized a high stabilizing interaction of this group by...

article

Poly(dG) Spacers Lead to Increased Surface Coverage of DNA Probes: An XPS Study of Oligonucleotide Binding to Zirconium Phosphonate Modified Surfaces

Sarah M. Lane, Julien Monot, Marc Petit, Charles Tellier, more

Langmuir > 2008 > 24 > 14 > 7394 - 7399

article

Towards Zirconium Phosphonate-Based Microarrays for Probing DNA−Protein Interactions: Critical Influence of the Location of the Probe Anchoring Groups

Julien Monot, Marc Petit, Sarah M. Lane, Isabelle Guisle, more

Journal of the American Chemical Society > 2008 > 130 > 19 > 6243 - 6251

article

Directed Evolution of the α- l -Fucosidase from Thermotoga maritima into an α- l -Transfucosidase ^†

George Osanjo, Michel Dion, Jullien Drone, Claude Solleux, more

Biochemistry > 2007 > 46 > 4 > 1022 - 1033

article

Novel phosphate–phosphonate hybrid nanomaterials applied to biology

Bruno Bujoli, Hélène Roussière, Gilles Montavon, Samia Laïb, more

Progress in Solid State Chemistry > 2006 > 34 > 2-4 > 257-266

A new process for preparing oligonucleotide arrays is described that uses surface grafting chemistry which is fundamentally different from the electrostatic adsorption and organic covalent binding methods normally employed. Solid supports are modified with a mixed organic/inorganic zirconium phosphonate monolayer film providing a stable, well-defined interface. Oligonucleotide probes terminated with...

article

Bivalent Fv Antibody Fragments Obtained by Substituting the Constant Domains of a Fab Fragment with Heterotetrameric Molybdopterin Synthase

Kliment Petrov, Michel Dion, Lionel Hoffmann, Thierry Dintinger, more

Journal of Molecular Biology > 2004 > 341 > 4 > 1039-1048

The antibody Fv fragment is the smallest functional unit of an antibody but for practical use, the V _H /V _L interface requires stabilization, which is usually accomplished by a peptide linker that joins the two variable domains to form a single chain Fv fragment (scFv). An alternative format to scFv is proposed that (i) allows stabilization of the Fv fragment, and (ii) restores the...

article

New Approach to Oligonucleotide Microarrays Using Zirconium Phosphonate-Modified Surfaces

Guillaume Nonglaton, Isa O. Benitez, Isabelle Guisle, Muriel Pipelier, more

Journal of the American Chemical Society > 2004 > 126 > 5 > 1497 - 1502

article

Synthesis and glycosidase inhibitory activity of aminocyclitols with a C6- or a C7-ring

Christine Gravier-Pelletier, William Maton, Thierry Dintinger, Charles Tellier, more

Tetrahedron > 2003 > 59 > 44 > 8705-8720

The synthesis of carbasugars and various aminocyclitols, related to voglibose and acarbose used in the treatment of non-insulino-dependant diabetes, is described from C ₂ -symmetrical bis-epoxides derived from d-mannitol. The methodology involves two key steps: a domino alkylation-cyclization with 2-lithio-1,3-dithiane derivatives, and reduction or reductive amination with a primary amine...

article

Comparison of three microbial hosts for the expression of an active catalytic scFv

Sylvain Robin, Kliment Petrov, Thierry Dintinger, Anna Kujumdzieva, more

Molecular Immunology > 2003 > 39 > 12 > 729-738

Antibodies represent an interesting protein framework on which catalytic functions can be grafted. In previous studies, we have reported the characterization of the catalytic antibody 4B2 obtained on the basis of the ''bait and switch'' strategy which catalyzes two different chemical reactions: the allylic isomerization of β,γ-unsaturated ketones and the Kemp elimination. We have cloned the antibody...

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INFONA - science communication portal

Search results for: Charles Tellier

Polyvalent Transition‐State Analogues of Sialyl Substrates Strongly Inhibit Bacterial Sialidases**

Multivalent Thiosialosides and Their Synergistic Interaction with Pathogenic Sialidases

In vivo phosphorylation of a peptide tag for protein purification

Enhancing the chemoenzymatic synthesis of arabinosylated xylo-oligosaccharides by GH51 α-l-arabinofuranosidase

Engineering transglycosidase activity into a GH51 α-l-arabinofuranosidase

Alkoxyamino glycoside acceptors for the regioselective synthesis of oligosaccharides using glycosynthases and transglycosidases

Engineering of a phosphorylatable tag for specific protein binding on zirconium phosphonate based microarrays

Novel and convergent synthesis of modified glycosphingolipids, galactosyl-5-aza-sphinganines, by a diversity-oriented method

Correlation between thermostability and stability of glycosidases in ionic liquid

Bisphosphonate Adaptors for Specific Protein Binding on Zirconium Phosphonate-based Microarrays

An expeditious and efficient synthesis of β-d-galactopyranosyl-(1→3)-d-N-acetylglucosamine (lacto-N-biose) using a glycosynthase from Thermus thermophilus as a catalyst

Engineering of glucoside acceptors for the regioselective synthesis of β-(1→3)-disaccharides with glycosynthases

Poly(dG) Spacers Lead to Increased Surface Coverage of DNA Probes: An XPS Study of Oligonucleotide Binding to Zirconium Phosphonate Modified Surfaces

Towards Zirconium Phosphonate-Based Microarrays for Probing DNA−Protein Interactions: Critical Influence of the Location of the Probe Anchoring Groups

Directed Evolution of the α- l -Fucosidase from Thermotoga maritima into an α- l -Transfucosidase ^†

Novel phosphate–phosphonate hybrid nanomaterials applied to biology

Bivalent Fv Antibody Fragments Obtained by Substituting the Constant Domains of a Fab Fragment with Heterotetrameric Molybdopterin Synthase

New Approach to Oligonucleotide Microarrays Using Zirconium Phosphonate-Modified Surfaces

Synthesis and glycosidase inhibitory activity of aminocyclitols with a C6- or a C7-ring

Comparison of three microbial hosts for the expression of an active catalytic scFv

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