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Publications

Book chapters

 

G. Eppe, S. El Bkasiny, S.P. Vincent
Galactofuranose Biosynthesis: Discovery, Mechanisms and Therapeutic Relevance
Editors: J. Jimenés-Barbeo, F.J. Cañada, S. Martin-Santamaria. Publisher: RSC.
In Carbohydrates in Drug Design and Discovery, 2015, Volume 43, 209−241.

 

T. Li, A. Tikad, W. Pan, Y. Brissonnet, and S.P. Vincent
“Stereocontrolled b and a phosphorylations of D-mannose”
Editors: S. Vidal, R. Roy; Publisher: CRC Press
In Carbohydrate Chemistry: Proven Synthetic Methods, 2015, Volume 3, 133−140.

 

A. Tikad and S.P. Vincent
Synthetic methodologies towards aldoheptoses and their applications to the synthesis of biochemical probes and LPS fragments
Editors: S. Vidal and D. Werz; Publisher: Wiley-VCH.
in Modern Synthetic Methods in Carbohydrate Chemistry, 2014, 29−65.

 

Carine Maaliki, Charles Gauthier, Olivier Massinon, Ram Sagar, Stéphane P. Vincent* and Yves Blériot*
Conformationally restricted glycoside derivatives as mechanistic probes and/or inhibitors of sugar processing enzymes and receptors
Editor: AP Rauter, TK Lindhorst, Y Queneau; Publisher: Royal Society of Chemistry
In Carbohydr. Chem., 2014, 40, 418−444.

 

M. Durka, K. Buffet, T. Li, A. Tikad, B. Hagen and S.P. Vincent
Highly Diastereoselective Construction of L-heptosides by a sequential Grignard addition/Fleming-Tamao oxidation
Editor: G. Van der Marel; Publisher: CRC Press
In Carbohydrate Chemistry: Proven Synthetic Methods, 2013, Volume 2, Chpt 11, 75−82.

 

Publications

2017

Natural and synthetic flavonoids as potent Mycobacterium tuberculosis UGM inhibitors
S. Villaume, J. Fu, I. N’Go, H. Liang, H. Lou, L. Kremer, W. Pan, S. P. Vincent
Chem. Eur. J. 2017, 23, 10423−10429.

 

Synthesis of D-glycero-D-manno-heptose 1,7-bisphosphate (HBP) featuring a b-stereoselective bis-phosphorylation
L. Liang, S.P. Vincent
Tetrahedron Lett. 2017, 58, 3631−3633.

 

Identification of inhibitors targeting Mycobacterium tuberculosis cell wall biosynthesis via dynamic combinatorial chemistry
J. Fu, H. Fu, M. Dieu, I. Halloum, L. Kremer, Y. Xia, W. Pan, S. P. Vincent
Chem. Commun. 2017, 53, 10632−10635.

 

"Pyruvate kinase coupled glycosyltransferase assays: limitations, struggles and problems resolutions"
H. Fu, W. Pan, S.P. Vincent
ChemBioChem 2017, 18, 2129−2136.

 

2016

Biologically active heteroglycoclusters constructed on a pillar[5]arene-containing [2]rotaxane scaffold
S.P. Vincent, K. Buffet, I. Nierengarten, A. Imberty,  J.-F. Nierengarten
Chem. Eur. J. 2016, 22, 88−92.

 

Identification of a cytotoxic molecule in heat-modified citrus pectin Carbohydrate Polymers
L. Leclere, M. Fransolet, P. Cambier, S. El Bkassiny, A. Tikad, M. Dieu, S.P. Vincent, P. Van Cutsem, C. Michiels
Carbohydrate Polymers 2016, 137, 39−51.

 

Synthesis of giant globular multivalent glycofullerenes as potent inhibitors in a model of Ebola virus infection
Muñoz, D. Sigwalt, B. Illescas, J. Luczkowiak, L. Rodriguez, I. Nierengarten, M. Holler, J.-S. Remy, K. Buffet, S. Vincent, J. Rojo, R. Delgado, J.-F. Nierengarten, N. Martín
Nature Chem. 2016, 8, 50−57.

 

Pillar[5]arene-based glycoclusters: Synthesis and multivalent binding to pathogenic bacterial lectins
K. Buffet, I. Nierengarten, N. Galanos, E. Gillon, M. Holler, S. Matthews, A. Imberty,  S. Vidal, S.P. Vincent, J.-F. Nierengarten
Chem. Eur. J. 2016, 22, 2955−2963.

 

Force Nanoscopy as a Versatile Platform for Anti-adhesion Therapy
A. Beaussart, M. Abellán-Flos, S. El Kirat-Chatel, S.P. Vincent, Y.F. Dufrêne
Nano Lett. 2016, 16, 1299−1307.

 

Debenzylative cycloetherification (DBCE): an overlooked key strategy for complex tetrahydrofuran synthesis”  
A. Tikad, J. Delbrouck, S.P. Vincent
Chem. Eur. J. 2016, 22, 9456−9476.

 

Potent glycosidase inhibition with heterovalent fullerenes: unveiling the binding modes triggering multivalent inhibition
M.A. Flos, M.I. García Moreno, C. Ortiz Mellet, J.M. García Fernández, J.-F. Nierengarten, S.P. Vincent    
Chem. Eur. J. 2016, 22, 11450−11460.

 

Multigram-scale Synthesis of L,D-heptoside Using a Fleming-Tamao Oxidation promoted by Mercuric Trifluoroacetate
T. Li, A. Tikad, M. Durka, W. Pan, S.P. Vincent   
Carbohydr. Res. 2016, 432, 71−75

 

Mechanistic insight into heptosyltransferase inhibition using Kdo multivalent glycoclusters
A. Tikad, H. Fu, C. Sevrain, S. Laurent, J.-F. Nierengarten, S.P. Vincent     
Chem. Eur. J. 2016, 22, 13147−13155.

 

Spatially Well-Defined Carbohydrate Nanoplatforms: Synthesis, Characterization and Lectin Interaction Study
B.J.J. Timmer, M. Abellan Flos, L. Monster Jorgensen, D. Proverbio, S. Altun, O. Ramstrom, T. Aastrup, S.P. Vincent
Chem. Commun. 2016, 52 (83), 12326−12329.

 

Synthesis of unprecedented sulfonylated phosphono-exo-glycals designed as inhibitors of the three mycobacterial galactofuranose processing enzymes
C. Frédéric, A. Tikad, J. Fu, W. Pan, R. B. Zheng, A. Koizumi, X. Xue, T. L. Lowary, S. P. Vincent  
Chem. Eur. J. 2016, 22, 15913−15920.

 

2015

β-Selective One-Pot Fluoro-Phosphorylation of D,D-heptosyl-Glycals Mediated by Selectfluor”    
S.P. Vincent, A. Tikad      
Isr. J. Chem. 2015, 55, 392−397.

 

Multimeric Xanthates as Carbonic Anhydrase Inhibitors
M. Abellán-Flos, Muhammet Tanç, Claudiu T. Supuran, S.P. Vincent
J. Enzyme Inhib. Med. Chem. 2015, 31, 946−952.

 

Exploring carbonic anhydrase inhibition with multimeric coumarins
M. Abellán-Flos, Muhammet Tanç, Claudiu T. Supuran, S.P. Vincent
Org. Biomol. Chem. 2015, 13, 7445−7451.

 

Fucofullerenes as tight ligands of RSL and LecB, two bacterial lectins
K. Buffet, E. Gillon, M. Holler, J.-F. Nierengarten, A. Imberty,  S.P. Vincent
Org. Biomol. Chem. 2015, 13, 6482−6492.

 

Glycan foraging systems reveal the adaptation of Capnocytophaga canimorsus to the dog's mouth
F. Renzi, P. Manfredi, M. Dol, J. Fu, S.P. Vincent, G. Cornelis
mBio 2015, 6, e02507−e02514.

 

Structural Basis of Ligand Binding to UDP-galactopyranose Mutase from Mycobacterium tuberculosis Using Substrate and Tetrafluorinated Substrate Analogs
K.E. van Straaten,  C.M. Sevrain, S.A. Villaume, J. Jiménez-Barbero, B. Linclau, S.P. Vincent, D.A.R. Sanders    
J. Am. Chem. Soc. 2015, 37, 1230−1244.

 

Forces in yeast flocculation
S. El-Kirat-Chatel, A. Beaussart, S.P. Vincent, M. Abellán Flos, P. Hols, P.N. Lipke,  Y.F. Dufrêne       
Nanoscale 2015, 7, 1760−1767.

 

Stereoselective synthesis of boat-locked glycosidesdesigned as glycosyl hydrolase conformational probes
E. Thiery, J. Reniers, J. Wouters, S.P. Vincent   
Eur. J. Org. Chem. 2015, 1472−1484.

 

2014

β-Stereoselective Phosphorylations Applied to the Synthesis of ADP- and Polyprenyl β-Mannopyranosides
T. Li, A. Tikad, W. Pan, S.P. Vincent
Org. Lett. 2014, 16, 5628−5631.

 

Selectfluor and NFSI exo-glycals fluorination strategies applied to the enhancement of the binding affinity of galactofuranosyltransferase GlfT2 inhibitors"
L. Dumitrescu, G. Eppe, A. Tikad, S. El Bkassiny, W. Pan; S. Gurcha, G. Besra; A. Arda, J. Jiménez-Barbero, S.P. Vincent
Chem. Eur. J. 2014, 20, 15208−15215.

 

Synthesis of a novel UDP-carbasugar as UDP-galactopyranose mutase inhibitor
S. El Bkassiny, I. N’Go, C.M. Sevrain, A. Tikad, S.P. Vincent    
Org. Lett. 2014, 16, 2462−2465.

 

Fucosylation of triethyleneglycol-based acceptors into "clickable" alpha-fucosides
S. Wang, N. Galanos, A. Rousset, S. Cecioni, K. Buffet, D. Lafont, S.P. Vincent, S. Vidal     
Carbohydr. Res. 2014, 395, 15−18.

 

Tetrafluorination of sugars as strategy for enhancing protein-carbohydrate affinity: application to UDP-galactopyranose mutase inhibition
N’Go, S. Golten, Ana Ardá, J. Cañada, J. Jiménez-Barbero, B. Linclau,  S.P. Vincent    
Chem. Eur. J. 2014, 20, 106−112.

 

2013

Constrained 3,6-anhydro-heptosides: Synthesis Through  a DAST-induced Debenzylative Reaction and Reactivity Profile
A. Tikad, S.P. Vincent
Eur. J. Org. Chem. 2013, 7593−7603.

 

A novel base induced isomerization gives access to unprecedented E exo-glycals
G. Eppe, L. Dumitrescu, O. Pierrot, T. Li, W. Pan, S.P. Vincent
Chem. Eur. J. 2013, 19, 11547−11552.

 

A mannosylated pillar[5]arene derivative: chiral information transfer and antiadhesive properties against uropathogenic bacteria
I. Nierengarten, K. Buffet, M. Holler, S. P. Vincent*, J.-F. Nierengarten*
Tetrahedron Lett. 2013, 54, 2398−2402.

 

Multivalent glycoconjugates as anti-pathogenic agents
A. Bernardi, J. Jiménez-Barbero, A. Casnati, C. De Castro, T. Darbre, F. Fieschi, J. Finne, H. Funken, K.-E. Jaeger, M. Lahmann, T. K. Lindhorst, M. Marradi, P. Messner, A. Molinaro, P. Murphy, C. Nativi, S. Oscarson, S. Penadés, F. Peri, R. J. Pieters, O. Renaudet, J.-L. Reymond, B. Richichi, J. Rojo, F. Sansone, C. Schäffer, W. B. Turnbull, T. Velasco-Torrijos, S. Vidal, S. Vincent, T. Wennekes, H. Zuilhof, A. Imberty
Chem. Soc. Rev. 2013, 42, 4709−4727.

 

2012

“First steps towards conformationally selective artificial lectins: the chair-boat discrimation by molecularly imprinted polymers
V. Lemau de Talancé, O. Massinon, R. Baati,  A. Wagner and S.P. Vincent
Chem. Commun. 2012, 48 (86), 10684−10686.

 

Reversible and Efficient Inhibition of UDP-galactopyranose mutase by electrophilic, constrained and unsaturated UDP-galactitols analogs
C. Ansiaux, I. N’Go, S.P. Vincent    
Chem. Eur. J. 2012, 18, 14860−14866.

 

The Inhibition of LPS heptosyltransferase with multivalent glycosylated fullerenes - a novel mode of glycosyltransferase inhibition
M. Durka, K. Buffet, J. Iehl, M Holler, J.-F. Nierengarten, S.P. Vincent    
Chem. Eur. J. 2012, 18, 641−651.

 

2011

Synthesis and inhibition study of monoamine oxidase, indoleamine 2, 3-dioxygenase and tryptophan 2,3-dioxygenase by 3,8-substituted 5H-indeno[1,2-c]pyridazin-5-one derivatives"
J. Reniers, C. Meinguet, L. Moineaux, B. Masereel, S. Vincent, R. Frederick, J. Wouters
Eur. J. Med. Chem. 2011, 46, 6104−6111.

 

A simple synthesis of APM ([p-(N acrylamino)-phenyl]- mercuric chloride), a useful tool for the analysis of  thiolated biomolecules
V. Lemau de Talancé, F. Bauer, D. Hermand and S.P. Vincent     
Bioorg. Med. Chem. Lett. 2011, 21, 7265−7267.

 

Systematic Synthesis of Inhibitors of the Two First Enzymes of the Bacterial Heptose Biosynthetic Pathway - Towards Antivirulence Molecules Targeting LPS Biosynthesis
M. Durka, A. Tikad,  R. Périon,  M. Bosco, M. Andaloussi, S. Floquet,  E. Malacain, F. Moreau, M. Oxoby, V. Gerusz, S.P. Vincent    
Chem. Eur. J. 2011, 17, 11305−11313.

 

A simple synthesis of D-Galactono-1,4-lactone and key building-blocks for the preparation of galactofuranosides
V. Lemau de Talancé, E. Thiery, G. Eppe, S. El Bkassiny, J. Mortier and S. P. Vincent
J. Carbohydr. Chem. 2011, 30, 605−617.

 

The Functional Valency of Dodecamannosylated Fullerenes with Escherichia coli FimH – Towards Novel Bacterial Antiadhesives
M. Durka, K. Buffet, J. Iehl, M Holler, J.-F. Nierengarten, J. Taganna, J. Bouckaert, S.P. Vincent    
Chem. Commun. 2011, 47, 1321−1323.

 

Synthesis and evaluation of b-carboline derivatives as potential monoamine oxidase inhibitors
J. Reniers, S. Robert, R. Frederick, B. Masereel, S. Vincent, J. Wouters
Bioorg. Med. Chem. 2011, 19, 134−144.

 

2010 and before

Fullerene Sugar Balls
J.-F. Nierengarten, J. Iehl, V. Oerthel, M Holler, B.M. Illescas, A. Muñoz, N. Martín, J. Rojo, M. Sánchez-Navarro, S. Cecioni, S. Vidal, K. Buffet, M. Durka, S.P. Vincent
Chem. Commun. 2010, 46, 3860−3862.

 

Synthesis of three C-glycosides analogues of UDP-Galactopyranose as conformational probes of the Mutase catalyzed Furanose/Pyranose interconversion
A. Caravano and S. P. Vincent      
Eur. J. Org. Chem. 2009, 1771−1780.

 

Probing UDP-Galactopyranose mutase binding pocket: A dramatic fluorine effect on substitution at the 6-position of UDP- galactofuranose
G. Eppe, P. Peltier, R. Daniellou, C. Nugier-Chauvin, V. Ferrières and S. P. Vincent      
Bioorg. Med. Chem. Lett. 2009, 19, 814−816.

 

Stereoselective glycal fluorophosphorylation: Synthesis of ADP-2-fluoro-heptose, an inhibitor of the LPS Biosynthesis"
H. Dohi, R. Périon, M. Durka, M. Bosco, Y. Roué, F. Moreau, S. Grizot, A. Ducruix, S. Escaich, S. P. Vincent       
Chem. Eur. J. 2008, 14, 9530−9539.

 

Synthesis of a deuterated analogue of bacteriohopanetetrol-glucosamine, a probe of complex hopanoids biosynthesis
W. Pan and S. P. Vincent   
Org. Biomol. Chem. 2008, 6, 2394−2399.

 

Aromatic – carbohydrate interactions: an NMR and computational study of model systems"
S. Vandenbussche, D. Díaz, M. C. Fernández-Alonso, W. Pan, S. Vincent, G. Cuevas, F. J. Cañada, J. Jiménez-Barbero, K. Bartik       
Chem. Eur. J. 2008, 14, 7570−7578.

 

Synthesis of acyclic galactitol- and lyxitol-aminophosphonates as inhibitors of UDP-galactopyranose mutase"
W. Pan, C. Ansiaux, S. P. Vincent      
Tetrahedron Lett. 2007, 48, 4353−4356.

 

Complex biohopanoids synthesis: efficient anchoring of ribosyl subunits onto a C30 hopane"
W. Pan, C. Sun, Y. Zhang, G. Liang, P. Sinaÿ, S. P. Vincent
Chem. Eur. J. 2007, 13, 1471−1480.

 

"Diastereoselective synthesis of aminobacteriohopanetetrol, a biomarker for methanotrophic bacteria: confirmation of the absolute configuration"
W. Pan, Y. Zhang, G. Liang, M. Rohmer, P. Sinaÿ, S. P. Vincent   
Chemistry & Biodiversity 2007, 4 (9), 2182−2189.

 

Stereoselectivity of the hydrogenation of galactofuranosyl exoglycals"
A. Caravano, W. Pan, S. P. Vincent - ISSN 1424-1376
Arkivoc 2007, Commemorative issue in Honor of Professor Alain Krief, 348−364.

 

Synthesis of galactosides locked in a 1,4B boat conformation and functionalized at the anomeric position"
A. Caravano, D. Baillieul, C. Ansiaux, W. Pan, J. Kovensky, P. Sinaÿ, S. P. Vincent
Tetrahedron 2007, 63, 2070−2077.

 

Structure of the E. coli heptosyltransferase WaaC binary complexes with ADP and ADP-2-deoxy-2-fluoro heptose"
S. Grizot, M. Salem, V. Vongsouthi, L. Durand; F. Moreau; H. Dohi, S. Vincent, S. Escaich, A. Ducruix   
J. Mol. Biol. 2006, 363, 383−394.

 

A new methodology for the synthesis of fluorinated exoglycals and their time-dependent inhibition against UDP-galactopyranose mutase"
A. Caravano, H. Dohi, P. Sinaÿ, S. P. Vincent   
Chem. Eur. J. 2006, 11, 3114−3123.

 

1,4-anhydrogalactopyranose is not an intermediate of the mutase catalyzed galactofuranose/pyranose interconversion"
A. Caravano, P. Sinaÿ and S. P. Vincent   
Bioorg. Med. Chem. Lett. 2006, 16, 1123−1125.

 

Concise syntheses of bacteriohopanetetrol and its glucosamine derivative"
W. Pan, Y. Zhang, G. Liang, S. P. Vincent, P. Sinaÿ   
Chem. Commun. 2005, 3445−3447.

 

Selectfluor: mechanistic insights and Applications
P.T. Nyffeler, S.G. Duron, M. D. Burkart, S. P. Vincent, C.-H. Wong  
Angew. Chem. Int. Ed. 2005, 44, 192−212.

 

Efficient synthesis of a nucleoside-diphospho-exoglycal displaying time-dependent inactivation of UDP-galactopyranose mutase"
A. Caravano, S. P. Vincent, P. Sinaÿ 
Chem. Commun. 2004, 1216−1217.

 

Cyclic amidine-sugars as transition-state analog inhibitors of glycosidases: Potent competitive inhibitors of mannosidases"
M.-P. Heck, S. P. Vincent, B. Murray, C.-H. Wong, C. Mioskowski  
J. Am. Chem. Soc. 2004, 126, 1971−1979.

 

"Synthesis of a nucleoside-diphospho-exoglycal displaying time-dependent inactivation of UDP-galactopyranose mutase"
A. Caravano, S. P. Vincent, P. Sinaÿ
Chem. Commun. 2004, 1216-1217.