Search Results - "Whitfield, Dennis M"
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In a glycosylation reaction how does a hydroxylic nucleophile find the activated anomeric carbon?
Published in Carbohydrate research (11-02-2015)“…•Further examples of the lone pairs of α-face nucleophiles acting as antiperiplanar lone pairs.•A possible example of β-face nucleophiles using orbital…”
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General low-temperature reaction pathway from precursors to monomers before nucleation of compound semiconductor nanocrystals
Published in Nature communications (17-08-2016)“…Little is known about the molecular pathway to monomers of semiconductor nanocrystals. Here we report a general reaction pathway, which is based on…”
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Utilizing CMP-Sialic Acid Analogs to Unravel Neisseria gonorrhoeae Lipooligosaccharide-Mediated Complement Resistance and Design Novel Therapeutics
Published in PLoS pathogens (01-12-2015)“…Neisseria gonorrhoeae deploys a novel immune evasion strategy wherein the lacto-N-neotetraose (LNnT) structure of lipooligosaccharide (LOS) is capped by the…”
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DFT studies of the ionization of alpha and beta glycopyranosyl donors
Published in Carbohydrate research (03-09-2007)“…Current attempts at mimicking the transition states (TSs) of glycosyl processing enzymes (GPEs) that proceed through TSs with a high degree of oxacarbenium ion…”
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Plausible transition states for glycosylation reactions
Published in Carbohydrate research (15-07-2012)“…[Display omitted] ► First attempt at including donor, acceptor, promoter, and solvent in glycoside formation modeling. ► Long range (2.725Ǻ) interactions of…”
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Exploring the Mechanism of Neighboring Group Assisted Glycosylation Reactions
Published in Journal of the American Chemical Society (30-12-1998)“…Glycosyl donors based on the 2,6-di-O-acyl-3,4-O-isopropylidene-d-galactopyranosyl-(leaving group) structure have been shown experimentally to have a high…”
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The two-conformer hypothesis: 2,3,4,6-tetra- O-methyl-mannopyranosyl and -glucopyranosyl oxacarbenium ions
Published in Carbohydrate research (11-04-2005)“…[Display omitted] Computational chemistry can give information about the probable conformations of reactive intermediates that are difficult to determine…”
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Synthetic Archaeosome Vaccines Containing Triglycosylarchaeols Can Provide Additive and Long-Lasting Immune Responses That Are Enhanced by Archaetidylserine
Published in Archaea (01-01-2012)“…The relation between archaeal lipid structures and their activity as adjuvants may be defined and explored by synthesizing novel head groups covalently linked…”
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On the influence of solvent on the stereoselectivity of glycosylation reactions
Published in Carbohydrate research (01-01-2024)“…Methodology development in carbohydrate chemistry entails the stereoselective formation of C-O bonds as a key step in the synthesis of oligo- and…”
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Complications of modeling glycosylation reactions: can the anomeric conformation of a donor determine the glycopyranosyl oxacarbenium ring conformation?
Published in Carbohydrate research (15-07-2012)“…[Display omitted] ► Donor H-bonding, 1,6-anhydro formation, and O-2 electron rich C nucleophile complexes identified. ► Anomeric dihedral determines the ring…”
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Proton transfer and hydrogen bonding in glycosylation reactions
Published in Journal of carbohydrate chemistry (24-03-2017)“…Creating general methods for stereospecific formation of glycosidic linkages is a long term goal of synthetic chemists. It has long been hoped that by…”
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Could Diastereoselectivity in the Presence of O-2 Chiral Nonparticipating Groups Be an Indicator of Glycopyranosyl Oxacarbenium Ions in Glycosylation Reactions?
Published in Journal of organic chemistry (20-04-2012)“…Although long postulated, the existence of glycopyranosyl oxacarbenium ions as intermediates or transition states (TS) in chemical glycosylation reactions has…”
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13
Low-Temperature Approach to Highly Emissive Copper Indium Sulfide Colloidal Nanocrystals and Their Bioimaging Applications
Published in ACS applied materials & interfaces (24-04-2013)“…We report our newly developed low-temperature synthesis of colloidal photoluminescent (PL) CuInS2 nanocrystals (NCs) and their in vitro and in vivo imaging…”
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14
Total Biosynthesis of Legionaminic Acid, a Bacterial Sialic Acid Analogue
Published in Angewandte Chemie International Edition (19-09-2016)“…Legionaminic acid, Leg5,7Ac2, a nonulosonic acid like 5‐acetamido neuraminic acid (Neu5Ac, sialic acid), is found in cell surface glycoconjugates of bacteria…”
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Acyl Transfer as a Problematic Side Reaction in Polymer-Supported Oligosaccharide Synthesis
Published in Journal of organic chemistry (10-12-1999)“…Under a wide variety of glycosylation conditions acyl transfer to the polymer support competed with glycoside formation, including the pivaloyl protecting…”
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A short route to l-iduronic acid building blocks for the syntheses of heparin-like disaccharides
Published in Tetrahedron letters (13-10-2003)“…The effective preparation of differentially protected l-iduronic acid derivatives, as building blocks for the synthesis of heparin-like oligosaccharides, is…”
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Identification of Labile UDP-Ketosugars in Helicobacter pylori, Campylobacter jejuni and Pseudomonas aeruginosa: Key Metabolites used to make Glycan Virulence Factors
Published in Chembiochem : a European journal of chemical biology (01-12-2006)“…UDP‐hexos‐4‐ulose sugars occupy a central role in the biosynthesis of lipopolysaccharides, capsular polysaccharides, and antibiotics in bacteria. Little is…”
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The Conformational Origin of the Barrier to the Formation of Neighboring Group Assistance in Glycosylation Reactions: A Dynamical Density Functional Theory Study
Published in Journal of the American Chemical Society (13-06-2001)“…Static and dynamical Density Functional Theory studies of 2,6-di-O-acetyl-3,4-O-isopropylidene-d-galactopyranosyl cation have shown that this cation can exist…”
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CMP-Pseudaminic Acid is a Natural Potent Inhibitor of PseB, the First Enzyme of the Pseudaminic Acid Pathway in Campylobacter jejuni and Helicobacter pylori
Published in ChemMedChem (11-01-2008)“…Deadly decorations. Campylobacter jejuni and Helicobacter pylori decorate their flagella, which are essential for virulence, with pseudaminic acid (Pse). Pse…”
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CMP-legionaminic acid pathway in Campylobacter: Biosynthesis involving novel GDP-linked precursors
Published in Glycobiology (Oxford) (01-07-2009)“…The sialic acid-like sugar 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-nonulosonic acid, or legion- aminic acid, is found as a virulence-associated…”
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