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Search for "monosaccharides" in Full Text gives 81 result(s) in Beilstein Journal of Organic Chemistry.
Triterpenoid saponins from the roots of Acanthophyllum gypsophiloides Regel
Beilstein J. Org. Chem. 2012, 8, 763–775, doi:10.3762/bjoc.8.87
- analyses. Compounds 1 and 2 were hydrolyzed with 2 M CF3CO2H (120 °C, 2 h) and the absolute configurations of the monosaccharides were determined by GLC of acetylated (S)-(+)-2-octyl glycosides according to the published method [29]. GLC was performed using an Agilent 7820A chromatograph equipped with an
Amine-linked diglycosides: Synthesis facilitated by the enhanced reactivity of allylic electrophiles, and glycosidase inhibition assays
Beilstein J. Org. Chem. 2011, 7, 1115–1123, doi:10.3762/bjoc.7.128
- , England 10.3762/bjoc.7.128 Abstract Diglycose derivatives, consisting of two monosaccharides linked at non-anomeric positions by a bridging nitrogen atom, have been synthesised. Conversion of one of the precursor monosaccharide coupling components into an unsaturated derivative enhances its
- glycosidase inhibitory activity. Keywords: amination; glycomimetics; glycosidases; Mitsunobu; pseudodisaccharides; Introduction We have been interested in synthesising molecules consisting of two monosaccharides linked by formal condensation without using the anomeric position [1]. Such molecules, termed
- investigations into this area [6] we found that the installation of amine linkages between primary–primary carbons of monosaccharides was relatively straightforward; this was achieved by Mitsunobu coupling between carbohydrate C-6 alcohols and carbohydrate C-6 sulfonamides. Primary–secondary linkages were more
Preparation of aminoethyl glycosides for glycoconjugation
Beilstein J. Org. Chem. 2010, 6, 699–703, doi:10.3762/bjoc.6.81
- Method A led to attempts to improve the method further and to use microwave irradiation as in method B. Method B also works well for monosaccharides and maltoside. Given the problems with purification, the use of azidoethanol as a glycosyl acceptor was also investigated. This reaction (Table 1) was much
New amphiphilic glycopolymers by click functionalization of random copolymers – application to the colloidal stabilisation of polymer nanoparticles and their interaction with concanavalin A lectin
Beilstein J. Org. Chem. 2010, 6, No. 58, doi:10.3762/bjoc.6.58
- and α-D-galactopyranosides, and shows no affinity at all towards β-D-monosaccharides [21]. Consequently, the addition of a tetravalent lectin to a suspension of nanoparticles covered with large amounts of its specific ligands should lead to agglutination of the particles, thus giving rise to
Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
Beilstein J. Org. Chem. 2010, 6, No. 24, doi:10.3762/bjoc.6.24
- , functionalized carbohydrates both in vitro and in vivo [2][3]. Acetylated monosaccharides, for example 2-azidoacetylamino-2-deoxy-1,3,4,6-tetraacetyl-β-D-glucopyranoside (Ac4GlcNAz, 16), are believed to permeate the cell membrane by diffusion processes [4]. Recently, it was reported that neuraminic acid
Recognition properties of receptors consisting of imidazole and indole recognition units towards carbohydrates
Beilstein J. Org. Chem. 2010, 6, No. 9, doi:10.3762/bjoc.6.9
- complexation between receptors 4 or 5 and the monosaccharides was evidenced by several changes in the NMR spectra (for examples, see Table 2 and Figure 5a and Figure 5b). The addition of the monosaccharides 6a, 7a or 8a to a CDCl3 solution of receptors 4 or 5 caused significant downfield shift of the amine NHA
- and 5 with these monosaccharides to be much more favorable than those with the α-anomers 7a and 9. The curve fitting of the titration data for 4 and β-glucoside 6a suggested the existence of 1:1 and 2:1 receptor–sugar complexes in CDCl3 solutions with a stronger association constant for 1:1 binding
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