Synthesis and Antigenicity against Human Sera of a Biotin-Labeled Oligosaccharide Portion of a Glycosphingolipid from the Parasite &lt;i&gt;Echinococcus multilocularis&lt;/i&gt;

Hada, Noriyasu; Kitamura, Ayaka; Yamano, Kimiaki; Schweizer, Frank; Kiuchi, Fumiyuki

doi:10.1248/cpb.c16-00211

Cited by 5 publications

(2 citation statements)

References 32 publications

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“…Such glycans are highly immunogenic in infected patients with alveolar hydatid disease [ 74 ]. Biotinylated versions of these glycans have been synthesized recently and examined for recognition by antibodies in the sera of 60 patients with alveolar echinococcosis [ 75 ]. Among the biotinylated glycan tested, antibodies in the sera of alveolar echinococcosis patients differed in their recognition of the GSLs, raising the potential to use such glycans in diagnostics for this parasitemia.…”

Section: Gsls In Taenia Spp and Echinoco...mentioning

confidence: 99%

Glycosphingolipids in human parasites

Cummings

2023

FEBS Open Bio

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Glycosphingolipids (GSLs) are comprised of glycans (oligosaccharides) linked to a lipid containing a sphingosine moiety. They are major membrane components in cells of most animals, and importantly, they also occur in parasitic protozoans and worms that infect people. While the endogenous functions of the GSLs in most parasites are elusive, many of these GSLs are recognized by antibodies in infected human and animal hosts, and thus, their structures, biosynthesis, and functions are of great interest. Such knowledge of GSLs could lead to new drugs and diagnostics for treating infections, as well as novel vaccine strategies. The diversity of GSLs recently identified in such infectious organisms and aspects of their immune recognition are major topics of this review. It is not intended to be exhaustive but to highlight aspects of GSL glycans in human parasites.

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Section: Gsls In Taenia Spp and Echinoco...mentioning

confidence: 99%

Glycosphingolipids in human parasites

Cummings

2023

FEBS Open Bio

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“…In the course of our studies on natural oligosaccharides from invertebrate animal species, we are interested in the unique glycosphingolipids (GSLs) and glycoproteins (GPs) found in various Protostomia phyla and we have synthesized these oligosaccharides in order to elucidate biological functions [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 ]. In particular, our interests have been focused on the unique oligosaccharide structures of GSLs and GPs found in several parasites including Echinococcus multilocularis [ 2 , 7 , 8 , 11 , 12 , 13 , 15 ], Schistosoma mansoni [ 5 , 10 ], Ascaris suum [ 1 , 17 ], and Toxocara canis [ 6 ]. Among them, GSLs and GPs from E. multilocularis have attracted our special attention.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of the Carbohydrate Moiety of Glycoproteins from the Parasite Echinococcus granulosus and Their Antigenicity against Human Sera

et al. 2021

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Stereocontrolled syntheses of biotin-labeled oligosaccharide portions containing the carbohydrate moiety of glycoprotein from Echinococcus granulosus have been accomplished. Trisaccharide Galβ1-3Galβ1-3GalNAcα1-R (A), tetrasaccharide Galα1-4Galβ1-3Galβ1-3GalNAcα1-R (B), and pentasaccharide Galα1-4Galβ1-3Galβ1-3Galβ1-3GalNAcα1-R (C), (R = biotinylated probe) were synthesized by stepwise condensation and/or block synthesis by the use of 5-(methoxycarbonyl)pentyl 2-azido-4,6-O-benzylidene-2-deoxy-α-d-galactopyranoside as a common glycosyl acceptor. The synthesis of the tetrasaccharide and the pentasaccharide was improved from the viewpoint of reducing the number of synthetic steps and increasing the total yield by changing from stepwise condensation to block synthesis. Moreover, hexasaccharide E, which contains the oligosaccharide sequence which occurs in E. granulosus, was synthesized from trisaccharide D. We examined the antigenicity of these five oligosaccharides by an enzyme-linked immunosorbent assay (ELISA). Although compounds of C–E did not exhibit antigenicity against cystic echinococcosis (CE) patient sera, compounds B, D, and E showed good serodiagnostic potential for alveolar echinococcosis (AE).

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Analysis of Carbohydrates and Glycoconjugates by Matrix‐assisted Laser Desorption/Ionization Mass Spectrometry: An Update for 2015–2016

Harvey

2021

Mass Spectrometry Reviews

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This review is the ninth update of the original article published in 1999 on the application of matrix‐assisted laser desorption/ionization (MALDI) mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2016. Also included are papers that describe methods appropriate to analysis by MALDI, such as sample preparation techniques, even though the ionization method is not MALDI. Topics covered in the first part of the review include general aspects such as theory of the MALDI process, matrices, derivatization, MALDI imaging, fragmentation and arrays. The second part of the review is devoted to applications to various structural types such as oligo‐ and poly‐saccharides, glycoproteins, glycolipids, glycosides and biopharmaceuticals. Much of this material is presented in tabular form. The third part of the review covers medical and industrial applications of the technique, studies of enzyme reactions and applications to chemical synthesis. The reported work shows increasing use of combined new techniques such as ion mobility and the enormous impact that MALDI imaging is having. MALDI, although invented over 30 years ago is still an ideal technique for carbohydrate analysis and advancements in the technique and range of applications show no sign of deminishing. © 2020 Wiley Periodicals, Inc.

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Synthesis and Antigenicity against Human Sera of a Biotin-Labeled Oligosaccharide Portion of a Glycosphingolipid from the Parasite <i>Echinococcus multilocularis</i>

Cited by 5 publications

References 32 publications

Glycosphingolipids in human parasites

Glycosphingolipids in human parasites

Synthesis of the Carbohydrate Moiety of Glycoproteins from the Parasite Echinococcus granulosus and Their Antigenicity against Human Sera

Analysis of Carbohydrates and Glycoconjugates by Matrix‐assisted Laser Desorption/Ionization Mass Spectrometry: An Update for 2015–2016

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