Total Synthesis of the Repeating Unit of the O‐antigen from Proteus mirabilis OC (CCUG 10702) Serogroup O75: Step‐wise and One‐pot Approaches
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DOI: 10.1002/ejoc.202400718
Abstract: Proteus mirabilis is a pathogenic gram‐negative bacterium that causes several kinds of infections in human beings. Herein, we present the first total synthesis of the O‐antigen tetrasaccharide repeating unit of P. mirabilis OC (CCUG 10702)… read more here.
Keywords: repeating unit; total synthesis; 10702 serogroup; proteus mirabilis ... See more keywords
Synthesis of a trisaccharide repeating unit of the O-antigen from Burkholderia cenocepacia and its dimer.
Sign Up to like & getrecommendations! 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… read more here.
Keywords: burkholderia cenocepacia; trisaccharide repeating; repeating unit; unit antigen ... See more keywords
Synthesis of the tetrasaccharide related to the repeating unit of the O-antigen from Azospirillum brasilense Jm125A2 in the form of its 2-aminoethyl glycoside.
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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… read more here.
Keywords: repeating unit; aminoethyl glycoside; azospirillum brasilense; form aminoethyl ... See more keywords
Chemical synthesis of the rare D-Fuc3NAc containing tetrasaccharide repeating unit of the O-antigenic polysaccharide from E. coli O74.
Sign Up to like & getrecommendations! 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… read more here.
Keywords: coli o74; repeating unit; rare fuc3nac; chemical synthesis ... See more keywords
Synthetic routes toward pentasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O181
Sign Up to like & getrecommendations! 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… read more here.
Keywords: pentasaccharide repeating; repeating unit; antigen escherichia; unit corresponding ... See more keywords
Total Synthesis of the All-Rare Sugar-Containing Pentasaccharide Repeating Unit of the O-Polysaccharide of Plesiomonas shigelloides Strain 302-73 (Serotype O1).
Sign Up to like & getrecommendations! 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… read more here.
Keywords: repeating unit; total synthesis; plesiomonas shigelloides; pentasaccharide repeating ... See more keywords
Total Synthesis of Trisaccharide Repeating Unit of Staphylococcus aureus Type 8 (CP8) Capsular Polysaccharide.
Sign Up to like & getrecommendations! 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,… read more here.
Keywords: trisaccharide repeating; aureus type; synthesis; staphylococcus aureus ... See more keywords
Total Synthesis of Trisaccharide Repeating Unit of Staphylococcus aureus Strain M.
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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… read more here.
Keywords: unit staphylococcus; trisaccharide repeating; synthesis; repeating unit ... See more keywords
Development in the Concept of Bacterial Polysaccharide Repeating Unit-Based Antibacterial Conjugate Vaccines.
Sign Up to like & getrecommendations! 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… read more here.
Keywords: polysaccharide repeating; bacterial polysaccharide; unit based; development ... See more keywords
Total Synthesis of the Congested, Bis-Phosphorylated Morganella Morganii Zwitterionic Trisaccharide Repeating Unit.
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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… read more here.
Keywords: morganella morganii; repeating unit; synthesis; unit ... See more keywords
Total synthesis of a structurally complex zwitterionic hexasaccharide repeating unit of polysaccharide B from Bacteroides fragilis via one-pot glycosylation
Sign Up to like & getrecommendations! Published in 2024 at "Communications Chemistry"
DOI: 10.1038/s42004-024-01296-y
Abstract: Zwitterionic polysaccharides (ZPSs) present on the surface of a common gut commensal Bacteroides fragilis are endowed with unique immunological properties as they can directly bind to T-cells in the absence of protein conjugation. ZPSs are… read more here.
Keywords: repeating unit; total synthesis; synthesis; bacteroides fragilis ... See more keywords