Total Synthesis of the Conjugation‐Ready Hexasaccharides of Pseudomonas aeruginosa Serotype O17 O‐Antigen via One‐Pot Glycosylation DOI Open Access
Guangzong Tian,

Jinting Bao,

Guodong Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

Comprehensive Summary The eradication of Pseudomonas aeruginosa infections is becoming increasingly complex due to the emergence multidrug‐resistant strains, underscoring urgent need for novel therapeutic strategies. Currently, no vaccine available prevent P. and development glycoconjugate vaccines based on lipopolysaccharides (LPS) presents significant challenges. To explore immunological activity serotype O17 O‐antigen, we present first chemical synthesis two hexasaccharides derived from O‐antigen , which possess distinct sequences. these target was accomplished using a chemoselective one‐pot [2+2+2] assembly strategy common step‐wise synthesis, respectively. formation β‐mannosamine glycosidic linkages in products 1 2 achieved through direct stereoselective 1,2‐ cis ‐glycosylation involving 4,6‐ O ‐benzylidene‐induced conformational locking facilitated by Ph SO/Tf pre‐activation, an indirect trans ‐β‐glycosylation alongside S N substitution azide groups at C2, efficient conjugation‐ready oligosaccharides will provide foundational materials identifying key antigens developing vaccines.

Language: Английский

Structural characteristics, sugar metabolizing enzyme activity and biological activity of Ganoderma lucidum polysaccharides at different growth stages DOI Creative Commons
Shengjian Ma, Yuliang Chen, Huihua Huang

et al.

Scientific Reports, Journal Year: 2025, Volume and Issue: 15(1)

Published: Feb. 9, 2025

The Ganoderma lucidum polysaccharides (GLPs) content, monosaccharide composition, molecular weight, sugar metabolism-related enzyme activities and in vitro antioxidant of fruiting body (GLFB) from cassava stalk cultivation at different growth stages (namely, differentiation stage, umbrella maturity stage spore stage) were determined. results showed that the monosaccharides GLPs GLFB mainly composed galactose, glucose, mannose. During maturation GLFB, polysaccharide hexose kinase phosphoglucose isomerase an increasing trend, structure functional groups did not change significantly, weight a tendency to increase (112 kDa up 11358 kDa) then decrease (11358 down 7678 kDa). Of four stages, had highest content 4.11%, hexokinase (HK) (PGM) 4051.4 322.1 nmol/(min/g), respectively, total activity (18.79 mmol/mL) DPPH radical scavenging capacity (36.15%). This study provided theoretical basis for application stalks harvesting.

Language: Английский

Citations

1
Research progress on structural characterization and bioactivities of Poria cocos and Ganoderma polysaccharides DOI

Yikun Xie,

Xinyu Pan,

Xin-Ran Liang

et al.

Food & medicine homology., Journal Year: 2024, Volume and Issue: 2(1), P. 9420040 - 9420040

Published: Sept. 18, 2024

Language: Английский

Citations

8
A Ligand-Controlled Approach Enabling Gold(I)-Catalyzed Stereoinvertive Glycosylation with Primal Glycosyl ortho-Alkynylbenzoate Donors DOI Creative Commons
Weiping Zhou, Renjie Wu,

Jinchan Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 24, 2024

A diarylurea-containing phosphine ligand-modulated stereoinvertive

Language: Английский

Citations

1
Development of Glycosylation Protocols Using Glycosyl N-Phenylethynyl Pyrrole-2-carboxylates as Donors DOI
Mengyu Li, Song Li,

Liya Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9926 - 9930

Published: Nov. 12, 2024

We herein introduce glycosyl

Language: Английский

Citations

1
One-Pot Assembly of Octasaccharide Motif from Cranberry Arabinoxyloglucan Oligosaccharides DOI
Guozhi Xiao, Jie Wan

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: June 30, 2024

Abstract Chemical synthesis of octasaccharide motif from cranberry arabinoxyloglucan oligosaccharides with antiadhesion activities has been achieved for the first time. Synthetic approach highlights following features: 1) stereoselective constructions 1,2-cis-Xyl bonds via combination reagent modulation and remote participation; 2) modular [1+3+1+3] orthogonal one-pot assembly target on basis glycosyl ortho-(1-phenylvinyl)benzoate, which avoids issues such as aglycone transfer associated glycosylation based thioglycosides.

Language: Английский

Citations

0
ZnI2-Mediated cis-Glycosylations of Various Constrained Glycosyl Donors: Recent Advances in cis-Selective Glycosylations DOI Creative Commons
Akihiro Ishiwata,

Xuemei Zhong,

Katsunori Tanaka

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(19), P. 4710 - 4710

Published: Oct. 4, 2024

An efficient and versatile glycosylation methodology is crucial for the systematic synthesis of oligosaccharides glycoconjugates. A direct intermolecular an indirect intramolecular have been developed, former can be applied to medium-to-long-chain glycans like that nucleotides peptides. The development a generally applicable approach stereoselective construction glycosidic bonds remains major challenge, especially 1,2-

Language: Английский

Citations

0
Chemical synthesis of rhynchosporosides DOI
Xiufang Wang, Guozhi Xiao

Journal of Carbohydrate Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 10

Published: Oct. 11, 2024

Chemical synthesis of rhynchosporosides that cause scald diseases in barley has been summarized this review. The features two different strategies, namely, two-stage activation and one-pot glycosylation. Comparing with the stepwise synthesis, assembly strategy based on glycosyl ortho-(1-phenylvinyl)benzoates can highly streamline carbohydrates avoiding such problems as aglycone transfer associated traditional glycosylation thioglycosides.

Language: Английский

Citations

0
Total Synthesis of the Conjugation‐Ready Hexasaccharides of Pseudomonas aeruginosa Serotype O17 O‐Antigen via One‐Pot Glycosylation DOI Open Access
Guangzong Tian,

Jinting Bao,

Guodong Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

Comprehensive Summary The eradication of Pseudomonas aeruginosa infections is becoming increasingly complex due to the emergence multidrug‐resistant strains, underscoring urgent need for novel therapeutic strategies. Currently, no vaccine available prevent P. and development glycoconjugate vaccines based on lipopolysaccharides (LPS) presents significant challenges. To explore immunological activity serotype O17 O‐antigen, we present first chemical synthesis two hexasaccharides derived from O‐antigen , which possess distinct sequences. these target was accomplished using a chemoselective one‐pot [2+2+2] assembly strategy common step‐wise synthesis, respectively. formation β‐mannosamine glycosidic linkages in products 1 2 achieved through direct stereoselective 1,2‐ cis ‐glycosylation involving 4,6‐ O ‐benzylidene‐induced conformational locking facilitated by Ph SO/Tf pre‐activation, an indirect trans ‐β‐glycosylation alongside S N substitution azide groups at C2, efficient conjugation‐ready oligosaccharides will provide foundational materials identifying key antigens developing vaccines.

Language: Английский

Citations

0