Online citations, reference lists, and bibliographies.

Opportunities And Challenges In Synthetic Oligosaccharide And Glycoconjugate Research.

Thomas J. Boltje, T. Buskas, G. Boons
Published 2009 · Chemistry, Medicine

Cite This
Download PDF
Analyze on Scholarcy
Share
Synthetic oligosaccharides and glycoconjugates are increasingly used as probes for biological research and as lead compounds for drug and vaccine discovery. These endeavors are, however, complicated by a lack of general methods for the routine preparation of this important class of compounds. Recent development such as one-pot multi-step protecting group manipulations, the use of unified monosaccharide building blocks, the introduction of stereoselective glycosylation protocols, and convergent strategies for oligosaccharide assembly, are beginning to address these problems. Furthermore, oligosaccharide synthesis can be facilitated by chemo-enzymatic methods, which employ a range of glycosyl transferases to modify a synthetic oligosaccharide precursor. Glycosynthases, which are mutant glycosidases, that can readily form glycosidic linkages are addressing a lack of a wide range glycosyltransferases. The power of carbohydrate chemistry is highlighted by an ability to synthesize glycoproteins.
This paper references
10.1093/GLYCOB/CWJ125
Glycopeptides as versatile tools for glycobiology.
Therese Buskas (2006)
Toward oligosaccharide- and glycopeptide-based HIV vaccines.
L. Wang (2006)
10.1016/J.CARRES.2006.10.021
Recent trends in the synthesis of O-glycosides of 2-amino-2-deoxysugars.
A. F. G. Bongat (2007)
10.1038/nbt1407
Oversulfated chondroitin sulfate is a contaminant in heparin associated with adverse clinical events
M. Guerrini (2008)
10.1021/CR9903104
Solid-phase oligosaccharide synthesis and combinatorial carbohydrate libraries.
P. Seeberger (2000)
10.1002/CHIN.200748188
Multi‐Component One‐Pot Synthesis of the Tumor‐Associated Carbohydrate Antigen Globo‐H Based on Preactivation of Thioglycosyl Donors.
Zhen Wang (2007)
10.1002/EJOC.200800278
Solvent Effect in the Synthesis of Sialosyl α(2–6) Galactosides: Is Acetonitrile the only Choice?
C. D. Meo (2008)
Functional expression of glucosidase I and examination the catalytic amino acid residue at its active site
X. Zhang (2000)
10.1002/ANIE.200300640
A synthetic antithrombin III binding pentasaccharide is now a drug! What comes next?
M. Petitou (2004)
10.1038/nrmicro1530
Glycan microarray technologies: tools to survey host specificity of influenza viruses
J. Stevens (2006)
10.1080/10409230701751611
Glycan Antagonists and Inhibitors: A Fount for Drug Discovery
J. Brown (2007)
10.1177/09680519060120040201
Invited review: Diversity of endotoxin and its impact on pathogenesis
M. Trent (2006)
10.1021/cb800127n
Combinatorial chemoenzymatic synthesis and high-throughput screening of sialosides.
Harshal A. Chokhawala (2008)
10.1016/j.carres.2008.04.007
C-5 modifications in N-acetyl-neuraminic acid: scope and limitations.
Cristina De Meo (2008)
10.1021/CR990307K
Intramolecular o-glycoside bond formation.
K. H. Jung (2000)
10.1038/ni.f.203
Protein-glycan interactions in the control of innate and adaptive immune responses
Y. Kooyk (2008)
10.1021/JA0162109
Oxazolidinone protected 2-amino-2-deoxy-D-glucose derivatives as versatile intermediates in stereoselective oligosaccharide synthesis and the formation of alpha-linked glycosides.
K. Benakli (2001)
10.1002/CHIN.200919254
Glycoprotein Synthesis: An Update
David P. Gamblin (2009)
10.1021/JA005738V
Sugar nucleotide regeneration beads (superbeads): a versatile tool for the practical synthesis of oligosaccharides.
X. Chen (2001)
10.2174/156802608783378864
Recent developments in synthetic oligosaccharide-based bacterial vaccines.
V. Pozsgay (2008)
10.1161/01.ATV.0000137189.22999.3f
Heparin-Binding Domains in Vascular Biology
Eva M. Munoz (2004)
10.1002/chin.199924213
Programmable One‐Pot Oligosaccharide Synthesis.
Zhiyuan Zhang (1999)
10.1111/j.1440-1711.2005.01350.x
Carbohydrate vaccines as immunotherapy for cancer
S. Slovin (2005)
10.1128/iai.65.1.1-8.1997
Microbial adherence to and invasion through proteoglycans.
K. Rostand (1997)
10.1039/b803451f
Toward solution-phase automated iterative synthesis: fluorous-tag assisted solution-phase synthesis of linear and branched mannose oligomers.
Firoz A. Jaipuri (2008)
10.1002/CHIN.200550243
Thioglycosides in Sequential Glycosylation Strategies
Jeroen D. C. Codée (2005)
10.1002/CHIN.200924264
Lessons Learned from the Contamination of Heparin
Haiying Liu (2009)
10.1002/anie.200802036
New principles for glycoside-bond formation.
X. Zhu (2009)
10.1038/35001095
Shiga-like toxins are neutralized by tailored multivalent carbohydrate ligands
P. Kitov (2000)
10.1055/S-2003-40349
Stereoselective Chemical 1,2-cis O-Glycosylation: From ‘Sugar Ray’ to Modern Techniques of the 21st Century
A. Demchenko (2003)
10.1002/CHIN.200949261
Immunotherapy for Cancer: Synthetic Carbohydrate-Based Vaccines
Therese Buskas (2009)
10.1002/chem.200900064
Evidence for endocyclic cleavage of conformationally restricted glycopyranosides.
Shino Manabe (2009)
10.1021/JO9909554
Use of n-pentenyl glycosides as precursors to various spacer functionalities.
T. Buskas (2000)
10.1038/nrmicro1861
Teichoic acids and related cell-wall glycopolymers in Gram-positive physiology and host interactions
C. Weidenmaier (2008)
10.1016/j.cell.2006.08.019
Glycosylation in Cellular Mechanisms of Health and Disease
K. Ohtsubo (2006)
10.1002/CHIN.200932261
Maximizing Multivalency Effects in Protein—Carbohydrate Interactions
R. Pieters (2009)
10.1021/jo702032c
Synthetic studies toward Mycobacterium tuberculosis sulfolipid-I.
Clifton D. Leigh (2008)
10.1021/ol802207e
Efficient synthesis of an alpha(2,9) trisialic acid by one-pot glycosylation and polymer-assisted deprotection.
H. Tanaka (2008)
Toward oligosaccharideand glycopeptidebased HIV vaccines
L. X. Wang (2006)
10.1073/PNAS.0407902101
Printed covalent glycan array for ligand profiling of diverse glycan binding proteins.
O. Blixt (2004)
10.1021/CB700178S
Exploring the structural diversity of mammalian carbohydrates ("glycospace") by statistical databank analysis.
D. Werz (2007)
Restricted receptor segregation into membrane microdomains occurs on human T cells during apoptosis induced by galectin-1.
K. E. Pace (1999)
10.1038/nature05730
Regioselective one-pot protection of carbohydrates
C. Wang (2007)
10.1039/B704586G
Oligosaccharide assembly by one-pot multi-step strategy.
Y. Wang (2007)
10.1021/JA052548H
A general strategy for stereoselective glycosylations.
J. Kim (2005)
10.2174/156802608785848987
Recent trends in glycodendrimer syntheses and applications.
Y. Chabre (2008)
10.1021/CR990313G
Recent advances in o-sialylation.
G. Boons (2000)
10.2174/156802608783378873
Current understanding on biosynthesis of microbial polysaccharides.
Hongjie Guo (2008)
10.1046/J.1469-0691.2003.00530.X
Carbohydrate-protein conjugate vaccines.
G. Ada (2003)
10.1016/J.CBPA.2006.07.015
Engineering of glycosidases and glycosyltransferases.
Susan M. Hancock (2006)
10.1021/ja0629817.s002
Practical approach for the stereoselective introduction of beta-arabinofuranosides.
Xiangming Zhu (2006)
Cycling of O-linked beta-N-acetylglucosamine on nucleocytoplasmic proteins.
G. Hart (2007)
10.1038/nri2056
Siglecs and their roles in the immune system
P. Crocker (2007)
10.1021/JA047578J
The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?
H. Jensen (2004)
10.1002/CHIN.200921259
New Principles for Glycoside‐Bond Formation
Xiangming Zhu (2009)
10.1039/b511197h
Automated oligosaccharide synthesis.
P. Seeberger (2008)
10.2174/156652407780831548
Congenital Disorders of Glycosylation: CDG-I, CDG-II, and beyond.
H. Freeze (2007)
Recent advances in the construction of betaDmannose and betaDmannosamine linkages
J. J. Gridley
10.1002/CHIN.200738185
Stereoselective Glycosylations of 2‐Azido‐2‐deoxy‐glucosides Using Intermediate Sulfonium Ions.
J. Park (2007)
10.1016/j.carres.2008.04.031
Intramolecular aglycon delivery.
I. Cumpstey (2008)
10.1021/ol801548k
Stereoselective iterative one-pot synthesis of N-glycolylneuraminic acid-containing oligosaccharides.
D. Crich (2008)
10.1074/jbc.274.35.24838
A Novel Glycosulfopeptide Binds to P-selectin and Inhibits Leukocyte Adhesion to P-selectin*
A. Leppänen (1999)
10.1002/CHIN.200227275
Heparin—Protein Interactions
I. Capila (2002)
10.1002/CHIN.200627272
Synthetic Multivalent Ligands as Probes of Signal Transduction
L. Kiessling (2006)
10.1038/nrmicro1068
LPS, TLR4 and infectious disease diversity
S. Miller (2005)
10.1038/nature05815
Cycling of O-linked β-N-acetylglucosamine on nucleocytoplasmic proteins
G. Hart (2007)
10.1039/A909165C
Recent advances in the construction of β-D-mannose and β-D-mannosamine linkages
Jonathan J. Gridley (2000)
10.1021/JA051715A
Highly efficient endoglycosidase-catalyzed synthesis of glycopeptides using oligosaccharide oxazolines as donor substrates.
Bing Li (2005)
10.1021/JA971239R
Are Glycosyl Triflates Intermediates in the Sulfoxide Glycosylation Method? A Chemical and 1H, 13C, and 19F NMR Spectroscopic Investigation
David Crich and (1997)
10.1016/S0065-2318(09)00006-7
Stereocontrolled synthesis of mannans and rhamnans.
F. Cai (2009)
10.1093/glycob/3.2.97
Biological roles of oligosaccharides: all of the theories are correct
A. Varki (1993)
10.1016/J.CHEMBIOL.2005.05.013
Chemical approaches to define the structure-activity relationship of heparin-like glycosaminoglycans.
C. Noti (2005)
10.1021/JO0617161
Construction and structural characterization of versatile lactosaminoglycan-related compound library for the synthesis of complex glycopeptides and glycosphingolipids.
Kentarou Naruchi (2006)
10.1073/pnas.0337590100
Reactivity-based one-pot total synthesis of fucose GM1 oligosaccharide: A sialylated antigenic epitope of small-cell lung cancer
T. Mong (2003)
10.2174/1381612033453929
Synthetic oligosaccharides as heparin-mimetics displaying anticoagulant properties.
Fikri Y. Avci (2003)
10.1021/jo00148a045
ENZYME-CATALYZED SYNTHESIS OF N-ACETYLLACTOSAMINE WITH IN SITU REGENERATION OF URIDINE 5′-DIPHOSPHATE GLUCOSE AND URIDINE 5′-DIPHOSPHATE GALACTOSE
C. Wong (1982)
10.1016/J.BBAGEN.2005.12.001
Glyconanoparticles: types, synthesis and applications in glycoscience, biomedicine and material science.
J. M. de la Fuente (2006)
10.1126/SCIENCE.1095209
A Synthetic Conjugate Polysaccharide Vaccine Against Haemophilus influenzae Type b
V. Verez-Bencomo (2004)
10.2174/1381612054367553
Biotechnological engineering of heparin/heparan sulphate: a novel area of multi-target drug discovery.
M. Rusnati (2005)
10.1074/jbc.M707137200
Mutants of Mucor hiemalis Endo-β-N-acetylglucosaminidase Show Enhanced Transglycosylation and Glycosynthase-like Activities*
M. Umekawa (2008)
10.1021/JA0723380
Ligand specificity of CS-35, a monoclonal antibody that recognizes mycobacterial lipoarabinomannan: a model system for oligofuranoside-protein recognition.
C. Rademacher (2007)
10.1021/OL0359261
New set of orthogonal protecting groups for the modular synthesis of heparan sulfate fragments.
Arati Prabhu (2003)
10.1016/S0040-4020(98)00426-8
Direct chemical synthesis of β-mannopyranosides and other glycosides via glycosyl triflates
D. Crich (1998)
10.1016/S0959-440X(02)00364-0
Clusters, bundles, arrays and lattices: novel mechanisms for lectin-saccharide-mediated cellular interactions.
C. F. Brewer (2002)
10.1038/nature05813
Chemical glycosylation in the synthesis of glycoconjugate antitumour vaccines
Danica P. Galonić (2007)
10.1021/JA0629817
Practical Approach for the Stereoselective Introduction of β-Arabinofuranosides
Xiangming Zhu (2006)
10.1039/B700034K
Carbohydrate post-glycosylational modifications.
Hai Yu (2007)
10.1002/CHIN.200908252
Rapid Synthesis of Oligosaccharides Based on One‐Pot Glycosylation
H. Tanaka (2009)
10.1021/ja808705v
Toward homogeneous erythropoietin: fine tuning of the C-terminal acyl donor in the chemical synthesis of the Cys29-Gly77 glycopeptide domain.
Y. Yuan (2009)
10.1039/A705275H
Tuning glycoside reactivity: New tool for efficient oligosaccharide synthesis
N. Douglas (1998)
10.1073/pnas.0807207106
Sialylated multivalent antigens engage CD22 in trans and inhibit B cell activation
A. Courtney (2009)
10.1016/J.ABB.2004.04.004
Antigenic glycans in parasitic infections: implications for vaccines and diagnostics.
A. Nyame (2004)
Synthesis and applications of a lightfluorous glycosyl donor
F. Zhang (2009)
10.1074/jbc.M005005200
Binding of Glycosulfopeptides to P-selectin Requires Stereospecific Contributions of Individual Tyrosine Sulfate and Sugar Residues*
A. Leppänen (2000)
10.1039/b908664c
Immunotherapy for cancer: synthetic carbohydrate-based vaccines.
Therese Buskas (2009)
10.1038/nature05757
Expanding the diversity of chemical protein modification allows post-translational mimicry
S. V. Kasteren (2007)
10.1021/JA045613G
A modular strategy toward the synthesis of heparin-like oligosaccharides using monomeric building blocks in a sequential glycosylation strategy.
J. Codée (2005)
10.1021/jo800971s
Investigations of glycosylation reactions with 2-N-acetyl-2N,3O-oxazolidinone-protected glucosamine donors.
Johan D. M. Olsson (2008)
10.1038/NCHEMBIO785
Sweet spots in functional glycomics
J. Paulson (2006)
10.1016/S1359-6446(05)03457-4
Synthetic heparin derivatives as new anticoagulant drugs.
M. de Kort (2005)
10.1002/(SICI)1521-3773(19981102)37:20<2754::AID-ANIE2754>3.0.CO;2-3
Polyvalent Interactions in Biological Systems: Implications for Design and Use of Multivalent Ligands and Inhibitors.
M. Mammen (1998)
10.1021/jo9000993
Synthesis and applications of a light-fluorous glycosyl donor.
F. Zhang (2009)
10.1002/(SICI)1521-3765(19990401)5:4<1278::AID-CHEM1278>3.0.CO;2-L
A Novel Direct Glycosylation Approach for the Synthesis of Dimers of N‐Acetylneuraminic Acid
A. Demchenko (1999)
10.1146/ANNUREV.BIOCHEM.71.110601.135458
Order out of chaos: assembly of ligand binding sites in heparan sulfate.
J. Esko (2002)
10.1016/S0952-7915(02)00343-6
Control of adaptive immune responses by Toll-like receptors.
G. M. Barton (2002)
10.1038/nature05819
Synthesis and medical applications of oligosaccharides
P. Seeberger (2007)
10.1016/S0957-4166(99)00569-8
A new set of orthogonal-protecting groups for oligosaccharide synthesis on a polymeric support
T. Zhu (2000)
10.1016/j.febslet.2006.03.053
Carbohydrate based vaccines
J. F. Vliegenthart (2006)
10.1038/nchembio.148
Emerging methods for the production of homogeneous human glycoproteins.
J. Rich (2009)
10.1021/AR050189P
Stereoelectronic substituent effects.
H. Jensen (2006)
10.1038/nrn1349
Glycans and neural cell interactions
R. Kleene (2004)
10.1146/annurev.biochem.76.061005.092322
Glycosyltransferases: structures, functions, and mechanisms.
L. Lairson (2008)
10.1021/JA062531E
N-benzyl-2,3-oxazolidinone as a glycosyl donor for selective alpha-glycosylation and one-pot oligosaccharide synthesis involving 1,2-cis-glycosylation.
Shino Manabe (2006)
10.1021/JA9813616
ASSEMBLY OF OLIGOSACCHARIDE LIBRARIES WITH A DESIGNED BUILDING BLOCK AND AN EFFICIENT ORTHOGONAL PROTECTION-DEPROTECTION STRATEGY
Chi-Huey Wong (1998)
10.2174/138527206777698075
Glycosyl Hydrolases and Glycosyltransferases in the Synthesis of Oligosaccharides
A. Trincone (2006)
10.1128/IAI.00910-07
Recognition of Bacterial Surface Polysaccharides by Lectins of the Innate Immune System and Its Contribution to Defense against Infection: the Case of Pulmonary Pathogens
H. Sahly (2007)
10.1021/OL0483246
A four-component one-pot synthesis of alpha-Gal pentasaccharide.
Y. Wang (2004)
10.1002/MABI.200600090
Merging organic and polymer chemistries to create glycomaterials for glycomics applications.
G. Coullerez (2006)
10.1016/0955-0674(94)90092-2
The selectins and their ligands.
S. D. Rosen (1994)
10.1038/nature05817
Heparan sulphate proteoglycans fine-tune mammalian physiology
J. Bishop (2007)
10.1016/J.SBI.2004.08.006
Carbohydrate-carbohydrate interactions in cell recognition.
I. Bucior (2004)
Intramolecular Oglycoside bond formation
K. H. Jung (2000)
10.1039/B302380J
Expansion of the glycosynthase repertoire to produce defined manno-oligosaccharides.
M. Jahn (2003)
10.1016/J.BBAPAP.2006.10.007
Strategies for analysis of glycoprotein glycosylation.
H. Geyer (2006)
10.1002/ANIE.200460176
Iterative one-pot synthesis of oligosaccharides.
Xuefei Huang (2004)
10.1038/sj.embor.7400705
Mucin‐type O‐glycans in human colon and breast cancer: glycodynamics and functions
I. Brockhausen (2006)
10.1179/096805106X118825
Diversity of endotoxin and its impact on pathogenesis.
M. Trent (2006)
10.2174/187152008783330815
Glycoconjugates in cancer therapy.
L. Cipolla (2008)
10.1021/JA054811K
Fluorous-based carbohydrate microarrays.
K. Ko (2005)



This paper is referenced by
10.1007/978-1-4939-2343-4_5
Bacterial, plant, and fungal carbohydrate structure databases: daily usage.
P. Toukach (2015)
10.1002/EJOC.201300664
A Divergent Method to Prepare 5‐Amino‐, 5‐N‐Acetamido‐, and 5‐N‐Glycolylsialosides
Thomas J. Boltje (2013)
10.1016/j.carbpol.2015.12.065
Efficient biosynthesis of polysaccharides chondroitin and heparosan by metabolically engineered Bacillus subtilis.
P. Jin (2016)
10.1021/acs.joc.7b00470
Stereoselectivity of Conformationally Restricted Glucosazide Donors
Stefan van der Vorm (2017)
10.1039/c9ob02700a
C-2 auxiliaries for stereoselective glycosylation based on common additive functional groups.
Frank F J de Kleijne (2020)
Oxyamine Linkers for the Protecting Group Free Synthesis of Glycoconjugates
J. C. Hill (2017)
10.1002/EJOC.201101385
pKa‐Determination and Conformational Studies by NMR Spectroscopy of D‐Altrose‐Containing and other Pseudodisaccharides as Glycosidase Inhibitor Candidates
Jerk Rönnols (2012)
10.1021/ol403140h
A new approach for the synthesis of hyperbranched N-glycan core structures from locust bean gum.
H. Ravi Kumar (2013)
10.1016/J.JFLUCHEM.2015.06.004
Delineating the physical organic profile of the 6-fluoro glycosyl donor
Nico Santschi (2015)
10.1021/ACS.JOC.6B02038
Synthesis of d-Galactosamine and d-Allosamine Derivatives via a Microwave-Assisted Preparation of 1,6-Anhydroglucosamine.
Vijay M. Dhurandhare (2016)
10.1007/978-3-319-65587-1_1
Synthesis of N-Linked Glycopeptides Using Convergent Enzymatic Glycosylation Combined with SPPS
Renata Kowalczyk (2018)
10.1039/c0ob01017k
Carbohydrate chemistry in drug discovery.
M. C. Galan (2011)
10.1002/EJOC.201000292
A Urea‐Linked Glucosamine Dimer as a Building Block for the Synthesis of Linear and Cyclic Neosaccharides
Luigi Cirillo (2010)
10.1021/jo2001269
Synthesis of sulfonamide-bridged glycomimetics.
Marie Lopez (2011)
10.1002/EJOC.201201507
Glycosynthase with Broad Substrate Specificity – an Efficient Biocatalyst for the Construction of Oligosaccharide Library
Jinhua Wei (2013)
10.1039/C3SC50862E
Synthetically defined glycoprotein vaccines: current status and future directions †This perspective is dedicated to the memory of Professor David Y. Gin.
R. Adamo (2013)
10.1016/j.ejmech.2013.12.039
1-Phenyl-1H- and 2-phenyl-2H-1,2,3-triazol derivatives: design, synthesis and inhibitory effect on alpha-glycosidases.
Daniel Tadeu Gomes Gonzaga (2014)
10.1007/s00253-015-7056-5
Enhanced production of leech hyaluronidase by optimizing secretion and cultivation in Pichia pastoris
Z. Kang (2015)
10.1039/c6sc00633g
A versatile glycosylation strategy via Au(iii) catalyzed activation of thioglycoside donors† †Electronic supplementary information (ESI) available: Synthetic procedures, characterization and spectral data for all new compounds. See DOI: 10.1039/c6sc00633g
A. M. Vibhute (2016)
10.1039/C9TB01218D
Mannose-coated polydiacetylene (PDA)-based nanomicelles: synthesis, interaction with concanavalin A and application in the water solubilization and delivery of hydrophobic molecules.
Elena Romero-Ben (2019)
10.1039/c8np00046h
Polysaccharides from Burkholderia species as targets for vaccine development, immunomodulation and chemical synthesis.
Maude Cloutier (2018)
10.1021/ja2062715
Regioselective activation of glycosyl acceptors by a diarylborinic acid-derived catalyst.
Christina Gouliaras (2011)
10.1021/ja3018187
Stereoselective assembly of complex oligosaccharides using anomeric sulfonium ions as glycosyl donors.
T. Fang (2012)
10.1016/j.carres.2010.07.030
Activation of glycosyl trichloroacetimidates with perchloric acid on silica (HClO(4)-SiO(2)) provides enhanced alpha-selectivity.
Olaf R. Ludek (2010)
10.1002/anie.201400675
Vinyl dihydropyrans and dihydrooxazines: cyclizations of catalytic ruthenium carbenes derived from alkynals and alkynones.
Fermín Cambeiro Cambeiro (2014)
10.1039/C4SC01013B
A facile synthesis of sialylated oligolactosamine glycans from lactose via the Lafont intermediate
Peng Peng (2014)
10.1016/J.TETLET.2014.08.063
Synthesis of cyclogentiotriose by macrocyclization via a ring-closing glycosylation
Han Liu (2014)
10.1039/c5ob00177c
Chemical synthesis of the outer core oligosaccharide of Escherichia coli R3 and immunological evaluation.
Wenjing Shang (2015)
10.1039/C6RA03570A
Multi-purpose electrochemical biosensor based on a “green” homobifunctional cross-linker coupled with PAMAM dendrimer grafted p-MWCNTs as a platform: application to detect α2,3-sialylated glycans and α2,6-sialylated glycans in human serum
Y. Niu (2016)
10.1515/pac-2016-0917
Synthetic utility of endocyclic cleavage reaction
Shino Manabe (2016)
10.1002/anie.201902507
The Glycosylation Mechanisms of 6,3-Uronic Acid Lactones.
Hidde Elferink (2019)
10.1016/j.carres.2011.04.029
Tunable stereoselectivity during sialylation using an N-acetyl-5-N,4-O-oxazolidinone-protected p-toluene 2-thio-sialoside donor with Tf(2)O/Ph(2)SO/TTBPy.
Ya-juan Wang (2011)
See more
Semantic Scholar Logo Some data provided by SemanticScholar