A5070426358- Carbohydrate Chemistry and Synthesis
- Glycosylation and Glycoproteins Research
- Chemical Synthesis and Analysis
- Microbial Metabolites in Food Biotechnology
- Enzyme Production and Characterization
- Sulfur-Based Synthesis Techniques
- Legume Nitrogen Fixing Symbiosis
- Chemical Synthesis and Reactions
- Biochemical and Molecular Research
- Polyoxometalates: Synthesis and Applications
- Synthesis and Catalytic Reactions
- Polysaccharides and Plant Cell Walls
- Enzyme Catalysis and Immobilization
- Synthetic Organic Chemistry Methods
- Genomics and Phylogenetic Studies
Institut National de la Recherche Scientifique
2023
Tottori University
2017-2023
Université du Québec à Chicoutimi
2023
Savitribai Phule Pune University
2021
Indian Institute of Science Education and Research Pune
2014-2017
Abstract Emergence of multidrug-resistant and extreme-drug-resistant strains Mycobacterium tuberculosis (MTb) can cause serious socioeconomic burdens. Arabinogalactan present on the cellular envelope MTb is unique required for its survival; access to arabinogalactan essential understanding biosynthetic machinery that assembles it. Isolation from Nature a herculean task and, as result, chemical synthesis most sought after technique. Here we report convergent branched heneicosafuranosyl (HAG)...
The total synthesis of TMG-chitotriomycin using an automated electrochemical synthesizer for the assembly carbohydrate building blocks is demonstrated. We have successfully prepared a precursor TMG-chitotriomycin, which structurally-pure tetrasaccharide with typical protecting groups, through methodology solution-phase developed by us. structurally well-defined has been accomplished in 10-steps from disaccharide block.
Pyrimidine nucleosides are synthesized by using propargyl 1,2-orthoesters and Au(III) salt as a catalyst. Strategically positioned found to yield only 1,2-trans enable preparation of 2'-OH containing pyrimidine nucleosides. The glycosyl donor employed in this study is stable easily accessible. identified high-yielding protocol mild, diastereoselective, catalytic.
Abstract Electrochemical methods have been widely used for organic synthesis including glycosylation. oxidation via single electron transfer (SET) is a powerful method to activate various types of glycosyl donors. Their potentials, which reflect the reactivity donors under anodic conditions are tunable by changing protecting groups and anomeric leaving Not only thioglycosides but also other chalcogenoglycosides studied as highly reactive Recently, automated electrochemical assembly, an...
Oligosaccharides are involved in a myriad of biological phenomena. Many glycobiological experiments can be undertaken if homogenous and well-defined oligosaccharides accessible. Mycobacterial cell walls contain arabinogalactan as one the major constituents that is challenging for chemical synthesis. Therefore, aim this investigation to synthesise oligosaccharide portion arabinogalactan. The pentacosafuranoside (25mer) synthesis installation several arabinofuranosidic linkages through...
Abstract This study deals with the design, synthesis, and rational optimization of carbohydrate building blocks glucosides for automated electrochemical assembly β‐glucans. Oxidation potentials various types protecting groups hydroxyl were measured to estimate their reactivity under anodic oxidation conditions. Building both β‐1,3‐ β‐1,6‐glycosidic linkages optimized by an disaccharides trisaccharides. Several synthetic attempts also made synthesis hexasaccharide repeating unit in a...
Abstract Electrochemical glycosylation of a linear oligosaccharide with protecting‐group‐free primary hydroxyl group afforded cyclic oligo‐saccharides, up to hexasaccharides, in high yields. Precursors the oligosaccharides were prepared by automated electro‐chemical assembly‐a method for electrochemical solution‐phase synthesis oligosaccharides. We demonstrated that is useful not only intermolecular but also intramolecular synthesize
The synthesis of oligosaccharides is demanding as it requires multiple steps and long reaction sequences. choice glycosylation method protecting groups very important for the successful any oligosaccharide. In this paper, we show that ethynylcyclohexyl carbonate glycosyl donors are excellent a nonadecasaccharide fragment Mycobacterium tuberculosis glycocalyx using split/react/couple strategy. target was accomplished eight different reactions 23 in 6.4 % overall yield.
Synthesis of conserved tetrasaccharide motif chloroviruses was accomplished under silver-assisted gold-catalyzed Glycosidation conditions.
Abstract Stability of electrochemically generated glycosyl dioxalenium ions, which are reactive intermediates electrochemical glycosylation, is influenced by protecting groups hydroxyl groups. tert ‐Butyldiphenylsilyl group at 6‐OH stabilized the intermediate and reaction can be performed elevated temperature. NMR measurement low temperature confirmed accumulation ions as glycosylation VT‐NMR revealed effect on stability intermediates. Under optimized conditions determined measurement,...
A protected cyclic (1,3;1,6)-β-glucan dodecasaccharide was synthesized by the electrochemical one-pot dimerisation–cyclisation of a semi-circular hexasaccharide.
In this work, we present a metal-free coupling protocol for the regio- and stereoselective C3-thioarylation of 6-amino-2,3,6-trideoxy-d-manno-oct-2-ulosonic acid (iminoKdo). The developed procedure enables electron-rich, electron-deficient, hindered arylthiols, providing series C3-modified iminoKdo derivatives in moderate to good yields. Elucidation active species through controlled experimental studies time-lapse