Search results for "saccharide"
showing 10 items of 849 documents
Synthesis of Trisaccharides by Hetero-Diels–Alder Welding of Two Monosaccharide Units
2012
A new strategy for the synthesis of di- and trisaccharides based on the de novo synthesis of the linking saccharide unit is presented. In this strategy, functionalized monosaccharide building blocks already incorporating the glycosidic linkages are welded together using a metal-catalyzed hetero-Diels–Alder (HDA) reaction to generate a new monosaccharide unit between them. The highest yields and selectivities in the HDA reaction were obtained by using chiral Schiff base chromium complexes. Disaccharide products were accessible by reaction of Danishefsky's diene with acetyl- and benzyl-protected galactoside aldehydes. For the synthesis of trisaccharide products, acetyl-protected glucose or ga…
Glycoside synthesis via electrophile-induced activation of N-allyl carbamates
1993
Abstract O-Benzyl-, O-acyl-, N-acyl- and isopropylidene-protected glycosyl N-allylcarbamates, obtained from anomerically unprotected monosaccharides and allyl isocyanate, are activated by an electrophile-induced cyclisation and react with hydroxyl compounds to form the corresponding glycosides.
Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
2020
Abstract Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy‐protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy‐protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subse…
Noncovalent Saccharide Recognition by Means of a Tetrakis(bile acid)-Porphyrin Conjugate: Selectivity, Cooperation, and Stability
2010
Molecular recognition of Glu, Glc 2 -Glc 6 and Mal 3 by a tetrakis(bile acid)―porphyrin conjugate has been studied by using ESI-FTICR mass spectrometry. The bile acid conjugate was observed to form 1:1 noncovalent complexes with saccharides. The conjugate was found to have size-selectivity towards saccharides with three or more glucose residues. The Glc 3 and Glc 4 also formed kinetically the most stable complexes. The electron capture dissociation (ECD) experiments revealed that in complexation of an oligosaccharide three glucose residues interact with the bile acid conjugate, whereas additional glucose residues are susceptible to fragmentation. The ECD results also showed the significance…
Levan production byZymomonas mobilis cells. Attached to plaited spheres
1997
In this work, an immobilization method for polymer-levan production by a non-flocculating Z mobilis culture was developed. The extent of cell attachment to the stainless steel wire surface, culture growth and product synthesis were described. It was established that during short-term passive immobilization of non-flocculating Z mobilis cells on a stainless steel wire surface, sufficient amounts of biomass for proper levan and ethanol fermentation could not be obtained. Adherence of cells was improved by pressing the paste-like biomass within stainless steel spheres knitted from wire with subsequent dehydration. Biomass fixed in metal spheres was used for repeated batch fermentation of levan…
Xyloglucan-derived oligosaccharides induce ethylene synthesis in persimmon (Diospyros kaki L.) fruit
1998
In this work the effect of injection of xyloglucan-derived oligosaccharides (XGOs) into whole persimmon (Diospyros kaki L.) fruits on ethylene biosynthesis was investigated. Fruits collected during different ripening stages produced low levels of ethylene without a climacteric-like peak. Pretreatment of these fruits with 10 cm 3 C 2 H4 m -3 for 8 h stimulated little or no endogenous ethylene production. However, when persimmon fruits were injected with a mixture of XGOs a burst in ethylene production was observed compared with water-injected control fruits or fruits injected with different monosaccharide solutions. In order to study the influence of oligosaccharide structure and fruit ripen…
Perfluorocarbon functionalized hyaluronic acid derivatives as oxygenating systems for cell culture
2014
A set of new hyaluronic acid (HA) derivatives was obtained by binding fluorinated oxadiazole (OXA) moieties to an amino derivative of the polysaccharide (HA-EDA). The obtained HA-EDA-OXA biomaterials are potentially able to improve oxygenation into a scaffold for tissue engineering purposes. The oxygen solubility in aqueous dispersions of the obtained derivatives showed that polymers were able to improve oxygen uptake and maintenance in the medium. The HA-EDA-OXA was employed to form a hydrogel in situ by reaction with a vinyl sulphone derivative of inulin, under physiological conditions. The influence of the presence of OXA moieties on the mechanical properties of the obtained hydrogels as…
Hemocyanin from the keyhole limpetMegathura crenulata(KLH) carries a novel type of N-glycans with Gal(β1-6)Man-motifs
2002
Keyhole limpet (Megathura crenulata) hemocyanin (KLH), an extracellular respiratory protein, is widely used as hapten carrier and immune stimulant. Although it is generally accepted that the sugar constituents of this glycoprotein are likely to be implicated in the antigenicity and biomedical properties of KLH, knowledge of its carbohydrate structure is still limited. Therefore, we have investigated the N-linked oligosaccharides of KLH. Glycan chains were enzymatically liberated from tryptic glycopeptides, pyridylaminated and separated by two-dimensional HPLC. Only neutral oligosaccharides were obtained and characterized by carbohydrate constituent and methylation analyses, MALDI-TOF-MS, ES…
Studies on the Fibrous Components of the Test ofCiona intestinalisLinnaeus. I. Cellulose-like Polysaccharide
1977
Chemical, histochemical and electron microscopic studies on the fibrous polysaccharide component of the test of Ciona intestinalis L. were made. The results showed cellulose-like fibres to be present in the cuticle layer and in the ground substance. Bundles of fibres varying in diameter from 80 to 600 nm interweave to form a conspicuous network. The bundle appears to be formed of flat fibres, 10–13 nm in width, while the fibre is composed of fibrils 3.5–5 nm; the rectangular cross section of fibres can be supposed. The probable role of this polysaccharide is discussed.
Structure of a polysaccharide from the lipopolysaccharide of Vibrio vulnificus clinical isolate YJ016 containing 2-acetimidoylamino-2-deoxy-L-galactu…
2009
Abstract A polysaccharide isolated after mild acid degradation of the lipopolysaccharide of Vibrio vulnificus clinical isolate YJ016 was found to contain l -Fuc, d -GlcpNAc, 2,4-diacetamido-2,4,6-trideoxy- d -glucose (di-N-acetylbacillosamine, d -QuiNAc4NAc), and 2-acetimidoylamino-2-deoxy- l -galacturonic acid ( l -GalNAmA). The last sugar derivative was confirmed by correlations for nitrogen-linked protons in 2D TOCSY and ROESY spectra measured in a H2O–D2O mixture. The following structure of the polysaccharide was established by 1H and 13C NMR spectroscopy, including 2D ROESY and 1H,13C HMBC experiments: Download : Download full-size image where the degree of 6-O-acetylation of the later…