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Published in 2017 at "Carbohydrate research"
DOI: 10.1016/j.carres.2017.09.001
Abstract: The trisaccharide repeating unit of an O-antigen derived from Burkholderia cenocepacia and its dimer, i.e., α-L-Rhap-(1 → 3)-α-D-GalpNAc-(1 → 3)-β-D-GalpNAc-O(CH2)3N3 (1) and α-L-Rhap-(1 → 3)-α-D-GalpNAc-(1 → 3)-β-D-GalpNAc-(1 → 4)-α-L-Rhap-(1 → 3)-α-D-GalpNAc-(1 → 3)-β-D-GalpNAc-O(CH2)3N3 (2), respectively, were synthesized via a highly convergent strategy. Glycosylation of galactosaminyl acceptor 4 with galactosaminyl…
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Keywords:
burkholderia cenocepacia;
trisaccharide repeating;
repeating unit;
unit antigen ... See more keywords
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Published in 2018 at "Carbohydrate research"
DOI: 10.1016/j.carres.2018.09.006
Abstract: Total chemical synthesis of the linear tetrasaccharide repeating unit β-D-Glc-(1 → 2)-α-L-Rha-(1 → 3)-α-L-Rha-(1 → 2)-α-L-Rha-CH2CH2NH2 of the O-antigen from Azospirillum brasilense Jm125A2 is accomplished through rational protecting group manipulations of commercially available monosaccharides and stereoselective glycosylations. The target tetrasaccharide in…
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Keywords:
repeating unit;
aminoethyl glycoside;
azospirillum brasilense;
form aminoethyl ... See more keywords
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Published in 2021 at "Carbohydrate research"
DOI: 10.1016/j.carres.2021.108366
Abstract: Chemical synthesis of the tetrasaccharide repeating unit of the O-antigen from E. coli O74 is accomplished by a convergent [2 + 2] block synthesis strategy. The challenging rare D-Fuc3NAc has been prepared using DTBP and TIPST mediated…
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Keywords:
coli o74;
repeating unit;
rare fuc3nac;
chemical synthesis ... See more keywords
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Published in 2019 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2019.02.027
Abstract: Abstract An efficient synthetic strategy has been developed for the synthesis of the pentasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O181. A one-pot, two step iterative glycosylation and [2 + 3] block glycosylation strategy…
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Keywords:
pentasaccharide repeating;
repeating unit;
antigen escherichia;
unit corresponding ... See more keywords
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Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02239
Abstract: First total synthesis of the conjugation-ready pentasaccharide repeating unit of Plesiomonas shigelloides strain 302-73 (serotype O1) is reported. The complex target pentasaccharide is composed of all-rare amino sugars such as orthogonally functionalized d-bacillosamine, l-fucosamine, and…
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Keywords:
repeating unit;
total synthesis;
plesiomonas shigelloides;
pentasaccharide repeating ... See more keywords
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Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00290
Abstract: Herein, we report a highly efficient total synthesis of Staphylococcus aureus type 8 trisaccharide repeating unit in a lesser number of steps and high stereoselectivity. The complex trisaccharide contains rare amino sugars, viz., d-fucosamine, l-fucosamine,…
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Keywords:
trisaccharide repeating;
aureus type;
synthesis;
staphylococcus aureus ... See more keywords
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Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00997
Abstract: An efficient total synthesis of a conjugation-ready trisaccharide repeating unit of Staphylococcus aureus strain M is reported here. The main challenges involved in this synthesis are the procurement of rare sugars (d-FucNAc and d-GalNAcA) and…
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Keywords:
unit staphylococcus;
trisaccharide repeating;
synthesis;
repeating unit ... See more keywords
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Published in 2023 at "ACS infectious diseases"
DOI: 10.1021/acsinfecdis.2c00559
Abstract: The surface of cells is coated with a dense layer of glycans, known as the cell glycocalyx. The complex glycans in the glycocalyx are involved in various biological events, such as bacterial pathogenesis, protection of…
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Keywords:
polysaccharide repeating;
bacterial polysaccharide;
unit based;
development ... See more keywords
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Published in 2019 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.9b06830
Abstract: Zwitterionic polysaccharides (ZPS) activate T-cell-dependent immune responses by major histocompatibility complex class II presentation. Herein, we report the first synthesis of a Morganella morganii ZPS repeating unit as an enabling tool in the synthesis of…
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Keywords:
morganella morganii;
repeating unit;
synthesis;
unit ... See more keywords
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Published in 2023 at "Chemical communications"
DOI: 10.1039/d3cc00687e
Abstract: Polysaccharides that are part of the human diet of fruits and vegetables influence the immune system via multiple signaling pathways. Given the immense complexity and diversity of naturally occurring polysaccharides and the difficulties associated isolating…
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Keywords:
automated glycan;
heptadecasaccharide repeating;
branched heptadecasaccharide;
unit arabinogalactan ... See more keywords
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Published in 2022 at "Glycobiology"
DOI: 10.1093/glycob/cwac061
Abstract: Abstract Enteropathogenic Escherichia coli O125, the cause of infectious diarrheal disease, is comprised of two serogroups, viz., O125ab and O125ac, which display the aggregative adherence pattern with epithelial cells. Herein, the structure of the O-antigen…
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Keywords:
structure;
escherichia coli;
coli o125ac;
antigen polysaccharide ... See more keywords