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Selective glycosylations with furanosides
(Wiley VCH Verlag, 2017)
This chapter focuses on recent advances in the furanose glycosylation field, including its scope and limitations. The findings in the furanose glycosylation field usually follow the findings on pyranose compounds. The ...
Glycosylation studies on conformationally restricted 3,5-O-(di-tert- butylsilylene)-d-galactofuranosyl trichloroacetimidate donors for 1,2-cis α-d-galactofuranosylation
(Elsevier, 2011-12)
Conformationally restricted 3,5-O-di-tert-butylsilylene-d-galactofuranosyl trichloroacetimidate donors were synthesized from allyl α-d- galactofuranoside for the construction of 1,2-cis α-d-galactofuranosyl linkages. ...
Regioselectivity of glycosylation reactions of galactose acceptors: an experimental and theoretical study
(Beilstein-Institut, 2019-12)
Regioselective glycosylations allow planning simpler strategies for the synthesis of oligosaccharides, and thus reducing the need of using protecting groups. With the idea of gaining further understanding of such ...
Experimental and theoretical study of the O3/O4 regioselectivity of glycosylation reactions of glucopyranosyl acceptors
(Pergamon-Elsevier Science Ltd, 2020-12)
The knowledge of the regioselectivity between different hydroxyl groups of glycosyl acceptors is valuable in planning simple strategies for the synthesis of oligosaccharides, minimizing the use of protecting groups. With ...
A comparative study of the O-3 reactivity of isomeric N-dimethylmaleoyl- protected d-glucosamine and d-allosamine acceptors
(Elsevier, 2011-04)
Four isomeric N-dimethylmaleoyl 4,6-O-benzylidene-protected d-hexosamine acceptors (2, 3, 4, and 5) with all possible configurations at C-1 and C-3 (e.g., derived from d-glucosamine and d-allosamine) were prepared, and the ...
Influence of the solvent in low temperature glycosylations with O-(2,3,5,6-tetra-O-benzyl-β-d-galactofuranosyl) trichloroacetimidate for 1,2-cis α-d-galactofuranosylation
(Elsevier, 2011-09)
Glycosylation studies for the construction of 1,2-cis α-linkages with O-(2,3,5,6-tetra-O-benzyl-β-d-galactofuranosyl) trichloroacetimidate (1) and several acceptors, including d-mannosyl and l-rhamnosyl derivatives were ...
Synthesis of alpha-D-Glcp-(1-3)-alpha-D-Galf-(1-2)-alpha-L-Rhap constituent of the CPS of Streptococcus pneumoniae 22F. Effect of 3-O-substitution in 1,2-cis alpha-D-galactofuranosylation
(Royal Society of Chemistry, 2014-01)
The synthesis of the trisaccharide a-D-Glcp-(1-3)-a-D-Galf-(1-2)-L-Rhap (3) constituent of Streptococcus pneumonia 22F was achieved with complete diastereoselectively. This is the first example of a synthesis of an internal ...
Biosynthesis of O- N -acetylgalactosamine glycans in the human cell nucleus
(American Society for Biochemistry and Molecular Biology, 2018-12)
Biological functions of nuclear proteins are regulated by post-translational modifications (PTMs) that modulate gene expression and cellular physiology. However, the role of O-linked glycosylation (O-GalNAc) as a PTM of ...
Enzyme-mediated transglycosylation of rutinose (6-O-α-L-rhamnosyl-D-glucose) to phenolic compounds by a diglycosidase from Acremonium sp. DSM 24697
(Portland Press, 2019-01)
The structure of the carbohydrate moiety of a natural phenolic glycoside can have a significant effect on the molecular interactions and physicochemical and pharmacokinetic properties of the entire compound, which may ...