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Stella A. Verkhnyatskaya Alex H. de Vries Elmatine Douma-de Vries Renze J. L. Sneep Dr. Marthe T. C. Walvoort 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(27):6722-6727
A straightforward glycosylation method is described to regio- and stereoselectively introduce two α-l -fucose moieties directly to the secondary rim of β-cyclodextrin. Using NMR and MS fragmentation studies, the nonasaccharide structure was determined, which was also visualized using molecular dynamics simulations. The reported glycosylation method proved to be robust on gram-scale, and may be generally applied to directly glycosylate β-cyclodextrins to make well-defined multivalent glycoclusters. 相似文献
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Andrs cs Lilla Turik gnes Rvsz Kroly Vkey Lszl Drahos 《Journal of mass spectrometry : JMS》2019,54(10):817-822
We have used tandem mass spectrometry (MS/MS)‐based analysis of glycopeptides in order to identify the composition and structure of rare glycoforms. The results illustrate utility of low‐energy MS/MS for structure identification. We have shown the presence of bifucosylated and trifucosylated glycoforms in human α‐1‐acid glycoprotein (AGP), a major plasma glycoprotein. Fucosylation in the case of AGP always occurs on the antennae; core fucosylation was not observed. 相似文献
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Modulating Cell‐Surface Receptor Signaling and Ion Channel Functions by In Situ Glycan Editing
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Dr. Hao Jiang Dr. Aimé López‐Aguilar Dr. Lu Meng Dr. Zhongwei Gao Dr. Yani Liu Xiao Tian Prof. Guangli Yu Dr. Ben Ovryn Prof. Kelley W. Moremen Prof. Peng Wu 《Angewandte Chemie (International ed. in English)》2018,57(4):967-971
Glycans anchored on cell‐surface receptors are active modulators of receptor signaling. A strategy is presented that enforces transient changes to cell‐surface glycosylation patterns to tune receptor signaling. This approach, termed in situ glycan editing, exploits recombinant glycosyltransferases to incorporate monosaccharides with linkage specificity onto receptors in situ. α2,3‐linked sialic acid or α1,3‐linked fucose added in situ suppresses signaling through epidermal growth factor receptor and fibroblast growth factor receptor. We also applied the same strategy to regulate the electrical signaling of a potassium ion channel–human ether‐à‐go‐go‐related gene channel. Compared to gene editing, no long‐term perturbations are introduced to the treated cells. In situ glycan editing therefore offers a promising approach for studying the dynamic role of specific glycans in membrane receptor signaling and ion channel functions. 相似文献
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Haidi Yin Jianhui Zhu Jing Wu Zhijing Tan Mingrui An Shiyue Zhou Yehia Mechref David M. Lubman 《Electrophoresis》2016,37(20):2624-2632
A MS‐based methodology has been developed for analysis of core‐fucosylated versus antennary‐fucosylated glycosites in glycoproteins. This procedure is applied to the glycoprotein alpha‐1‐antitrypsin (A1AT), which contains both core‐ and antennary‐fucosylated glycosites. The workflow involves digestion of intact glycoproteins into glycopeptides, followed by double digestion with sialidase and galactosidase. The resulting glycopeptides with truncated glycans were separated using an off‐line HILIC (hydrophilic interaction liquid chromatography) separation where multiple fractions were collected at various time intervals. The glycopeptides in each fraction were treated with PNGase F and then divided into halves. One half of the sample was applied for peptide identification while the other half was processed for glycan analysis by derivatizing with a meladrazine reagent followed by MS analysis. This procedure provided site‐specific identification of glycosylation sites and the ability to distinguish core fucosylation and antennary fucosylation via a double digestion and a mass profile scan. Both core and antennary fucosylation are shown to be present on various glycosites in A1AT. 相似文献
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2-Aminoethyl glycoside of the hexasaccharide chain of ganglioside Fuc-GM1 was synthesized by a [3+3] synthetic scheme. At the key step of the synthetic route, glycosylation of the only hydroxyl group
at C(4) of the galactose residue in an α-(N-acetylneuraminyl)-(2→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside derivative
with a peracetylated thioglycoside of α-L-fucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→3)-2-trichloroacetamido-2-deoxy-β-D-galactopyranose
gave a protected hexasaccharide in high yield. Subsequent removal of the protecting groups gave the target 2-aminoethyl glycoside
of the oligosaccharide chain of gan-glioside Fuc-GM1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 148–153, January, 2006. 相似文献
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