The main focus of this review is to describe accomplishments made in the stereoselective synthesis of β-linked mannosides functionalized with carboxyls or amines/amides. These ManNAc, ManA and ManNAcA residues found in many glycoconjugates, bacterial polysaccharides, and alginates have consistently captured interest of the glycoscience community both due to synthetic challenge and therapeutic potential.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/tcr.202100201 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Pd-Catalyzed Stereospecific Glycosyl Cross-Coupling of Reversed Anomeric Stannanes for Modular Synthesis of Nonclassical -Glycosides.
Precis Chem
November 2024
Frontiers Science Center for Transformative Molecules (FSCTM), Center for Chemical Glycobiology, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Department of Chemical Biology, School of Chemistry and Chemical Engineering, Zhangjiang Institute for Advanced Study, Shanghai Jiao Tong University, Shanghai 200240, P. R. China.
Nonclassical -glycosides, distinguished by their unique glycosidic bond connection mode, represent a promising avenue for the development of carbohydrate-based drugs. However, the accessibility of nonclassical -glycosides hinders broader investigations into their structural features and modes of action. Herein, we present the first example of Pd-catalyzed stereospecific glycosylation of nonclassical anomeric stannanes with aryl or vinyl halides.
View Article and Find Full Text PDFSingle-Electron Oxidation Triggered by Visible-Light-Excited Enzymes for Asymmetric Biocatalysis.
Angew Chem Int Ed Engl
November 2024
State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), ChemBioMed Interdisciplinary Research Center, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China.
Article Synopsis
- Photoenzymatic catalysis combines enzymatic and photocatalytic processes to enhance enzyme efficiency and improve control over reaction outcomes involving reactive intermediates.
- This review focuses on a novel method using single-electron-oxidation to drive non-natural chemical transformations with enzymes activated by visible light.
- The advancements discussed aim to expand the range of reactions enzymes can perform, paving the way for innovative applications in photobiomanufacturing.
Synthesis of P(V)-Stereogenic Phosphorus Compounds via Organocatalytic Asymmetric Condensation.
J Am Chem Soc
December 2024
State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.
Enantioenriched phosphorus(V)-stereogenic compounds, featuring a pentavalent phosphorus atom as the stereogenic center, are crucial in various natural products, drugs, bioactive molecules, and catalysts/ligands. While a handful of stereoselective synthetic approaches have been developed, achieving direct stereocontrol at the phosphorus atom through catalytic generation of phosphorus(V)-heteroatom bonds continues to be a formidable challenge. Here, we disclose an organocatalytic asymmetric condensation strategy that employs a novel activation mode of stable feedstock phosphinic acids by the formation of mixed phosphinic anhydride as the reactive species to facilitate further catalyst-controlled asymmetric P-O bond formations, involving a dynamic kinetic asymmetric transformation (DYKAT) process with alcohol nucleophiles via a cinchonidine-derived bifunctional catalyst.
View Article and Find Full Text PDFIsoselective Polymerization of 1-Vinylcyclohexene (VCH) and a Terpene Derived Monomer S-4-Isopropenyl-1-vinyl-1-cyclohexene (IVC), and Its Binary Copolymerization with Linear Terpenes.
Macromol Rapid Commun
November 2024
Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II, Fisciano, SA, 84084, Italy.
The advancement of stereoregular polymerization techniques for linear 1,3-dienes has enabled the production of polymers with precise stereocontrol, influencing their physical and chemical properties significantly. While 1,3-butadiene and isoprene yield diverse stereoregular polymers, cyclic dienes have received less attention due to catalyst challenges and limited application in the rubber industry. However, the growing interest in bio-based monomers, particularly those derived from terpenes and terpenoids, has revitalized interest in cyclic monomers with conjugated double bonds.
View Article and Find Full Text PDFPoly(Lactic Acid): Recent Stereochemical Advances and New Materials Engineering.
Adv Mater
November 2024
Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022, P. R. China.
Poly(lactic acid) (PLA) is a representative biobased and biodegradable aliphatic polyester and a front-runner among sustainable materials. As a semicrystalline thermoplastic, PLA exhibits excellent mechanical and physical properties, attracting considerable attention in commodity and medical fields. Stereochemistry is a key factor affecting PLA's properties, and to this end, the engineering of PLA's microstructure for tailored material properties has been an active area of research over the decade.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!