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Síntese de glicoaminoácidos de interesse biológico
(Sociedade Brasileira de Química, 2008)
This work describes the synthesis of the glycosylated amino acids αGlcNAc-Thr, βGlcNAc-Thr and αLacNAc-Thr by the glycosylation reaction of the amino acid threonine with the corresponding glycosyl donors ...
Differential O-3/O-4 selectivity in the glycosylation of N-dimethylmaleoyl-protected hexosamine acceptors: effect of a conformationally armed (superarmed) glycosyl donor
(Elsevier, 2013-10-18)
An assessment of the relative O-3/O-4 reactivities of both -methyl glycosides of N-dimethylmaleoyl (DMM) glucosamine and allosamine acceptors protected at O-6 with a benzyl group using a -glucopyranosyl conformationally ...
Regulation of self-glycosylation of reversibly glycosylated polypeptides from Solarum tuberosum
(Wiley Blackwell Publishing, Inc, 2004-04-13)
Reversibly glycosylated polypeptides (RGPs) belong to a family of self-glycosylating proteins believed to be involved in plant polysaccharide synthesis. The precise function of these enzymes remains to be elucidated. Our ...
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 ...
Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
(Elsevier, 2013-06-07)
With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl ...
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 ...
Conformationally restricted 3,5-O-(di-tert-butylsilylene)-D-galactofuranosyl thioglycoside donor for 1,2-cis a-D-galactofuranosylation
(Elsevier, 2014-08)
A conformationally restricted 2-O-benzyl-3,5-O-di-tert-butylsilylene-b-D-thiogalactofuranoside donor was prepared from benzyl alpha-D-galactofuranoside and its donor capability was studied for stereoselective 1,2-cis ...
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 ...