Annie Malleron

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Chondroitin-4-O-sulfatase from Bacteroides thetaiotaomicron: exploration of the substrate specificity

Annie Malleron, Alhosna Benjdia, Olivier Berteau, Christine Le Narvor

Carbohydrate Research > 2012 > 353 > Complete > 96-99

Bacterial sulfatases can be good tools to increase the molecular diversity of glycosaminoglycan synthetic fragments. A chondroitin 4-O-sulfatase from the human commensal bacterium Bacteroides thetaiotaomicron has recently been identified and expressed. In order to use this enzyme for synthetic purposes, the minimal structure required for its activity has been determined. For that, four 4-O-sulfated...

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Click‐Mediated Labeling of Bacterial Membranes through Metabolic Modification of the Lipopolysaccharide Inner Core

Audrey Dumont, Annie Malleron, Monzer Awwad, Sam Dukan, more

Angewandte Chemie > 124 > 13 > 3197 - 3200

Angeklickte Bakterien: Metabolisch aktive Gram‐negative Bakterien können ein azidmodifiziertes Analogon von 3‐Desoxy‐D‐mannooctulosonsäure (1; siehe Schema) spezifisch in Lipopolysaccharide auf ihrer Membran einbauen. Dieser Prozess versieht die Zelloberfläche mit einem bioorthogonalen chemischen Reporter und ermöglicht die schnelle Fluoreszenzmarkierung lebensfähiger Zellen mithilfe der Klick‐Chemie.

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Click‐Mediated Labeling of Bacterial Membranes through Metabolic Modification of the Lipopolysaccharide Inner Core

Audrey Dumont, Annie Malleron, Monzer Awwad, Sam Dukan, more

Angewandte Chemie International Edition > 51 > 13 > 3143 - 3146

Clicking bugs: Metabolically active Gram‐negative bacteria can specifically incorporate an azide‐modified analogue of 3‐deoxy‐D‐manno‐octulosonic acid (1; see scheme) into the lipopolysaccharides on their membranes. This process adds a bioorthogonal chemical reporter onto the cell surface and allows the rapid fluorescent labeling of viable cells by click chemistry.

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Chemo-enzymatic supported synthesis of the 3-sulfated Lewisa pentasaccharide on a multimeric polyethylene glycol

Annie Malleron, Christine Le Narvor

Carbohydrate Research > 2008 > 343 > 5 > 970-976

The 3-sulfated Lewis ^a pentasaccharide was synthesized on multimeric-based polyethylene glycol support. Coupling of O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-(1→3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranosyl trichloroacetimidate with (2,6-di-O-acetyl-β-d-galactopyranosyl)-(1→4)-(2,3,6-tri-O-acetyl-β-d-glucopyranoside) bound onto the polymer afforded lacto-N-tetraose, which...

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Non-isosteric C-glycosyl analogues of natural nucleotide diphosphate sugars as glycosyltransferase inhibitors

Sébastien Vidal, Isabelle Bruyère, Annie Malleron, Claudine Augé, more

Bioorganic & Medicinal Chemistry > 2006 > 14 > 21 > 7293-7301

A series of C-glycosyl ethylphosphonophosphate analogues of UDP-Glc, UDP-Gal, UDP-GlcNAc and GDP-Fuc were synthesized from the corresponding C-glycosyl ethylphosphonic acids. Analogues were obtained as α-anomers through either diastereoselective photo-induced radical addition of glycosyl bromides (d-Glc, d-Gal and l-Fuc) to diethyl vinylphosphonate, or a multi-step sequence (d-GlcNAc), with subsequent...

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Chemoenzymatic synthesis of the 3-sulfated Lewisa pentasaccharide

Annie Malleron, Yaël Hersant, Christine Le Narvor

Carbohydrate Research > 2006 > 341 > 1 > 29-34

The sulfated pentasaccharide benzyl O-(3-O-sulfo-β-d-galactopyranosyl)-(1→3)-O-[(α-l-fucopyranosyl)-(1→4)]-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1→3)-O-(β-d-galactopyranosyl)-(1→4)-O-β-d-glucopyranoside sodium salt was synthesized using a chemo-enzymatic approach. Lacto-N-tetraose, obtained from two disaccharides [4-methoxybenzyl O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-phtalimido-β-d-glucopyranoside...

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Recombinant (2->3)-α-sialyltransferase immobilized on nickel-Agarose for preparative synthesis of sialyl Lewis ^x and Lewis ^a precursor oligosaccharides

Tatiana Ivannikova, Fabrice Bintein, Annie Malleron, Sylvie Juliant, more

Carbohydrate Research > 2003 > 338 > 11 > 1153 - 1161

The specificity of recombinant (2->3)-α-sialyltransferase (ST3Gal-III), expressed in baculovirus-infected insect cells, has been determined with various oligosaccharide acceptors and sugar-nucleotide donors using a fluorescence based assay. Recombinant ST3Gal-III tagged with a polyhistidine tail was immobilized on Ni ² ⁺ -NTA-Agarose as an active enzyme for use in the synthesis of three...

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Chemo-enzymatic synthesis of oligosaccharides using a dendritic soluble support

André Lubineau, Annie Malleron, Christine Le Narvor

Tetrahedron Letters > 2000 > 41 > 46 > 8887 - 8891

A new soluble support with high loading capacity is described. This support was used for chemical sulfatation and enzymatic synthesis of the trisaccharide Lewis ^X .

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The intermolecular migration of polyol stannylenes as a reaction contributing to the regioselectivity of substitution

Serge David, Annie Malleron

Carbohydrate Research > 2000 > 329 > 1 > 215 - 218

Pairs of the partially protected glycosides benzyl 4,6-O-benzylidene-β-d-galactopyranoside, benzyl 2,3-di-O-benzyl-β-d-galactopyranoside, benzyl 2,6-di-O-benzyl-α-d-galactopyranoside, and benzyl 2,3-di-O-benzyl-α-d-glucopyranoside were treated with equimolar proportions of Bu ₂ SnO in benzene in the conditions of stannylene formation, and the resulting mixture was benzoylated in situ with...

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A preparation of protected 2-deoxy-2-hydroxymethyl-d-mannose and -d-glucose derivatives not involving organometallic reagents

Annie Malleron, Serge David

Carbohydrate Research > 1998 > 308 > 1-2 > 93-98

The branched chain protected sugar, 2-C-hydroxymethyl-2,3;5,6-di-O-isopropylidene-d-mannofuranose was specifically benzylated at the primary hydroxyl group position by the stannylene procedure (93%). Oxidation with pyridinium chlorochromate gave in 71% yield 2-C-benzyloxymethyl-2,3;5,6-di-O-isopropylidene-d-mannonolactone which was reduced with 3 equiv of samarium diiodide in oxolane to a 56:44 mixture...

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Search results for: Annie Malleron

Chondroitin-4-O-sulfatase from Bacteroides thetaiotaomicron: exploration of the substrate specificity

Click‐Mediated Labeling of Bacterial Membranes through Metabolic Modification of the Lipopolysaccharide Inner Core

Click‐Mediated Labeling of Bacterial Membranes through Metabolic Modification of the Lipopolysaccharide Inner Core

Chemo-enzymatic supported synthesis of the 3-sulfated Lewisa pentasaccharide on a multimeric polyethylene glycol

Non-isosteric C-glycosyl analogues of natural nucleotide diphosphate sugars as glycosyltransferase inhibitors

Chemoenzymatic synthesis of the 3-sulfated Lewisa pentasaccharide

Recombinant (2->3)-α-sialyltransferase immobilized on nickel-Agarose for preparative synthesis of sialyl Lewis ^x and Lewis ^a precursor oligosaccharides

Chemo-enzymatic synthesis of oligosaccharides using a dendritic soluble support

The intermolecular migration of polyol stannylenes as a reaction contributing to the regioselectivity of substitution

A preparation of protected 2-deoxy-2-hydroxymethyl-d-mannose and -d-glucose derivatives not involving organometallic reagents

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