Academic literature on the topic 'Glycosylation method'

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Journal articles on the topic "Glycosylation method"

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Noyori, Ryoji, and Isao Kurimoto. "Electrochemical glycosylation method." Journal of Organic Chemistry 51, no. 22 (1986): 4320–22. http://dx.doi.org/10.1021/jo00372a050.

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Pal, Rita, Anupama Das, and Narayanaswamy Jayaraman. "One-pot oligosaccharide synthesis: latent-active method of glycosylations and radical halogenation activation of allyl glycosides." Pure and Applied Chemistry 91, no. 9 (2019): 1451–70. http://dx.doi.org/10.1515/pac-2019-0306.

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Abstract Chemical glycosylations occupy a central importance to synthesize tailor-made oligo- and polysaccharides of functional importance. Generation of the oxocarbenium ion or the glycosyl cation is the method of choice in order to form the glycosidic bond interconnecting a glycosyl moiety with a glycosyl/aglycosyl moiety. A number of elegant methods have been devised that allow the glycosyl cation formation in a fairly stream-lined manner to a large extent. The latent-active method provides a powerful approach in the protecting group controlled glycosylations. In this context, allyl glycosides have been developed to meet the requirement of latent-active reactivities under appropriate glycosylation conditions. Radical halogenation provides a newer route of activation of allyl glycosides to an activated allylic glycoside. Such an allylic halide activation subjects the glycoside reactive under acid catalysis, leading to the conversion to a glycosyl cation and subsequent glycosylation with a number of acceptors. The complete anomeric selectivity favoring the 1,2-trans-anomeric glycosides points to the possibility of a preferred conformation of the glycosyl cation. This article discusses about advancements in the selectivity of glycosylations, followed by delineating the allylic halogenation of allyl glycoside as a glycosylation method and demonstrates synthesis of a repertoire of di- and trisaccharides, including xylosides, with varied protecting groups.
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Hsu, Mei-Yuan, Sarah Lam, Chia-Hui Wu, Mei-Huei Lin, Su-Ching Lin, and Cheng-Chung Wang. "Direct Dehydrative Glycosylation Catalyzed by Diphenylammonium Triflate." Molecules 25, no. 5 (2020): 1103. http://dx.doi.org/10.3390/molecules25051103.

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Methods for direct dehydrative glycosylations of carbohydrate hemiacetals catalyzed by diphenylammonium triflate under microwave irradiation are described. Both armed and disarmed glycosyl-C1-hemiacetal donors were efficiently glycosylated in moderate to excellent yields without the need for any drying agents and stoichiometric additives. This method has been successfully applied to a solid-phase glycosylation.
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Pugalenthi, Ganesan, Varadharaju Nithya, Kuo-Chen Chou, and Govindaraju Archunan. "Nglyc: A Random Forest Method for Prediction of N-Glycosylation Sites in Eukaryotic Protein Sequence." Protein & Peptide Letters 27, no. 3 (2020): 178–86. http://dx.doi.org/10.2174/0929866526666191002111404.

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Background: N-Glycosylation is one of the most important post-translational mechanisms in eukaryotes. N-glycosylation predominantly occurs in N-X-[S/T] sequon where X is any amino acid other than proline. However, not all N-X-[S/T] sequons in proteins are glycosylated. Therefore, accurate prediction of N-glycosylation sites is essential to understand Nglycosylation mechanism. Objective: In this article, our motivation is to develop a computational method to predict Nglycosylation sites in eukaryotic protein sequences. Methods: In this article, we report a random forest method, Nglyc, to predict N-glycosylation site from protein sequence, using 315 sequence features. The method was trained using a dataset of 600 N-glycosylation sites and 600 non-glycosylation sites and tested on the dataset containing 295 Nglycosylation sites and 253 non-glycosylation sites. Nglyc prediction was compared with NetNGlyc, EnsembleGly and GPP methods. Further, the performance of Nglyc was evaluated using human and mouse N-glycosylation sites. Results: Nglyc method achieved an overall training accuracy of 0.8033 with all 315 features. Performance comparison with NetNGlyc, EnsembleGly and GPP methods shows that Nglyc performs better than the other methods with high sensitivity and specificity rate. Conclusion: Our method achieved an overall accuracy of 0.8248 with 0.8305 sensitivity and 0.8182 specificity. Comparison study shows that our method performs better than the other methods. Applicability and success of our method was further evaluated using human and mouse N-glycosylation sites. Nglyc method is freely available at https://github.com/bioinformaticsML/ Ngly.
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Yang, Weizhun, Bo Yang, Sherif Ramadan, and Xuefei Huang. "Preactivation-based chemoselective glycosylations: A powerful strategy for oligosaccharide assembly." Beilstein Journal of Organic Chemistry 13 (October 9, 2017): 2094–114. http://dx.doi.org/10.3762/bjoc.13.207.

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Most glycosylation reactions are performed by mixing the glycosyl donor and acceptor together followed by the addition of a promoter. While many oligosaccharides have been synthesized successfully using this premixed strategy, extensive protective group manipulation and aglycon adjustment often need to be performed on oligosaccharide intermediates, which lower the overall synthetic efficiency. Preactivation-based glycosylation refers to strategies where the glycosyl donor is activated by a promoter in the absence of an acceptor. The subsequent acceptor addition then leads to the formation of the glycoside product. As donor activation and glycosylation are carried out in two distinct steps, unique chemoselectivities can be obtained. Successful glycosylation can be performed independent of anomeric reactivities of the building blocks. In addition, one-pot protocols have been developed that have enabled multiple-step glycosylations in the same reaction flask without the need for intermediate purification. Complex glycans containing both 1,2-cis and 1,2-trans linkages, branched oligosaccharides, uronic acids, sialic acids, modifications such as sulfate esters and deoxy glycosides have been successfully synthesized. The preactivation-based chemoselective glycosylation is a powerful strategy for oligosaccharide assembly complementing the more traditional premixed method.
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Polonik, S. G. "Glycosylation of Shikonin by the Helferich method." Chemistry of Natural Compounds 45, no. 2 (2009): 247–48. http://dx.doi.org/10.1007/s10600-009-9286-1.

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Mastihubová, Mária, and Monika Poláková. "A selective and mild glycosylation method of natural phenolic alcohols." Beilstein Journal of Organic Chemistry 12 (March 15, 2016): 524–30. http://dx.doi.org/10.3762/bjoc.12.51.

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Several bioactive natural p-hydroxyphenylalkyl β-D-glucopyranosides, such as vanillyl β-D-glucopyranoside, salidroside and isoconiferin, and their glycosyl analogues were prepared by a simple reaction sequence. The highly efficient synthetic approach was achieved by utilizing acetylated glycosyl bromides as well as aromatic moieties and mild glycosylation promoters. The aglycones, p-O-acetylated arylalkyl alcohols, were prepared by the reduction of the corresponding acetylated aldehydes or acids. Various stereoselective 1,2-trans-O-glycosylation methods were studied, including the DDQ–iodine or ZnO–ZnCl2 catalyst combination. Among them, ZnO–iodine has been identified as a new glycosylation promoter and successfully applied to the stereoselective glycoside synthesis. The final products were obtained by conventional Zemplén deacetylation.
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Kochetkov, Nicolay K., Evgeny M. Klimov, Nelly N. Malysheva, and Alexey V. Demchenko. "Stereospecific 1,2-cis-glycosylation: a modified thiocyanate method." Carbohydrate Research 232, no. 1 (1992): C1—C5. http://dx.doi.org/10.1016/s0008-6215(00)91007-3.

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Al-Maharik, Nawaf, and Nigel P. Botting. "An Efficient Method for the Glycosylation of Isoflavones." European Journal of Organic Chemistry 2008, no. 33 (2008): 5622–29. http://dx.doi.org/10.1002/ejoc.200800803.

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Matwiejuk, Martin, and Joachim Thiem. "New Method for Regioselective Glycosylation Employing Saccharide Oxyanions." European Journal of Organic Chemistry 2011, no. 29 (2011): 5860–78. http://dx.doi.org/10.1002/ejoc.201100861.

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Dissertations / Theses on the topic "Glycosylation method"

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Pandey, Uddav. "An Alternate and Facile Method for the Synthesis of Precursors of 3- and 6- Aminosugar Donors and a One-Pot Glycosylation Approach." DigitalCommons@USU, 2019. https://digitalcommons.usu.edu/etd/7692.

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The synthesis of 3- and 6- aminosugars from the old route requires many synthetic steps and is challenging. An alternative approach is to utilize acid-catalyzed hydrolysis of kanamycin derivatives. The 3-and 6 aminosugar donor was synthesized in just two steps with excellent yield and cost-effective. The acidic hydrolysis of these aminoglycosides provided not only the 3-and 6-aminosugars, but the direct chemical glycosylation of these aminosugars was proven feasible using isopropanol and octanol as the acceptor.
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Strutton, Benjamin. "Engineering Escherichia coli to improve its N-linked glycosylation capabilities and the development of a new method of quantifying production." Thesis, University of Sheffield, 2016. http://etheses.whiterose.ac.uk/16492/.

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The field of recombinant glycoprotein production in Escherichia coli has advanced with an increase in the number of glycan structures that can be transferred to target proteins (Schwarz et al. 2010, Valderrama-Rincon et al. 2012, Wetter et al. 2013, Srichaisupakit et al. 2015). With various industrial and academic groups utilising a variety of the available structures, the need for a host strain of E. coli that can transfer a number of different glycans is evident. Here the bacterial oligosaccharyl transferase, pglB, known to transfer glycans of alternate content and structure, was chromosomally located creating an E. coli glycosylation host strain where the target protein, glycosyltransferases, and sugar synthesis genes could be switched to produce a glycoprotein of choice. To assess the glycoprotein producing capacity of the newly developed strain, a combined mass spectrometry and Western blot approach was developed to enable absolute quantification of target protein production. With pglB located on the chromosome glycosylation efficiency rose 85% with a 17% increase in glycoprotein production. In an attempt to further improve the efficiency of glycosylation, which is affected with the incorporation of glycosyltransferases from alternate organisms, a multitude of genes identified from previous exploratory studies were over expressed in combination. Certain combinations improved the glycosylation process with higher efficiency and a greater percentage of the desired diglycosylated product, although one gene, dxs, was found to hinder production. It is expected that the creation of the platform glycosylating strain of E. coli will enable users to more easily test and create novel recombinant glycoproteins. Alongside this the development of the combined mass spectrometry and Western approach will allow absolute quantification of the produced glycoforms, pushing towards a move away from purely Western blot analysis and relative protein production.
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Cueni, Leah. "A method for the qualitative and quantitative analysis of the glycosylation pattern of mouse soluble intercellular adhesion molecule-1 (sICAM-1) /." Zürich : ETH, Eidgenössische Technische Hochschule Zürich, Institute of Pharmaceutical Sciences, 2004. http://e-collection.ethbib.ethz.ch/show?type=dipl&nr=182.

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Taylor, Thomas Alex. "Investigations into novel enzymatic glycosylation methods." Thesis, University of Oxford, 2015. https://ora.ox.ac.uk/objects/uuid:3bfd1078-79d8-4c68-83a0-0bb5343583eb.

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Glycosylation is one of the most prevalent post-translational modifications found on human proteins. There is a great interest in developing new methodologies for the synthesis of glycoproteins, both to elucidate the functions of glycans on proteins and to exploit the beneficial properties they can confer on biotherapeutics. Here, research was carried out investigating enzymatic techniques to achieve the formation of homogenous glycoproteins. EndoS was the first enzyme investigated. EndoS natural activity is for the hydrolysis of glycans specifically from IgG, yet there has been research into its use for the opposite reaction and for glycan extension reactions. Here, a number of EndoS mutants were formed and investigated for this reaction, with a number of novel constructs giving a moderate yield of the glycosylated product. Structural investigations of EndoS were also conducted. In addition, research was conducted into the use of PglB in vitro for the direct glycosylation of an asparagine reside on a peptide with GlcNAc. Studies here demonstrate that it is possible to use far simpler glycan donor substrates with PglB. Additional studies showed that it was possible to conduct further enzymatic glycosylation reactions with GalT and EndoA after the initial PglB reaction. Further research was undertaken with EndoA, with it being desired to investigate whether it could catalyse the formation of a thioglycosidic linkage between two glycans, with the thiol bearing glycan acceptor to be attached to a peptide using PglB. After the successful synthesis of all the substrates, disappointingly, neither of the two enzymatic reactions were successful. Finally, the use of a glycal donor in an EndoA catalysed glycosylation was investigated. Unfortunately, no consumption of the glycan was observed in this reaction.
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Houdier, Stéphane. "Cycloisomaltodextrines : synthèse, stéréosélectivité, analyse conformationnelle." Grenoble 1, 1993. http://www.theses.fr/1993GRE10046.

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Au cours de ce travail nous avons prepare les premieres cycloisomaltodextrines (cid) possedant un enchainement glycosidique de type alpha (1-6) et composes analogues des cyclodextrines naturelles (cd). Les tri, tetra, et hexasaccharides cycliques symetriques perbenzyles ont ete synthetises. Deux autres composes cycliques (di et tri), mais non symetriques, ont egalement ete isoles. Amelioration de la stereoselectivite dans la glycosylation par la methode de fraser-reid et coll. Et modification de la methode de mukaiyama et coll. Ont ete les points de departs de cette synthese. Malgre la nature particuliere de la liaison impliquee et la forte contrainte de ces composes cycliques une bonne stereoselectivite pour la glycosylation lineaire et de bons rendements pour l'etape de cycloglycosylation ont pu etre obtenus. L'etude conformationnelle du tetrasaccharide cyclique perbenzyle a ete effectuee par rmn et par mecanique moleculaire. Cette etude a permis de mettre en evidence l'existence en solution de deux conformations privilegiees a basse temperature. Pour ce meme tetrasaccharide cyclique perbenzyle, alors que la spectrometrie de masse indique une interaction avec les cations alcalins, la complexation n'a pu etre mise en evidence par rmn du proton. Cette opposition recouvre peut-etre une difficulte conceptuelle dans l'appreciation de ces phenomenes de complexation, difficulte liee aux caracteres propres de chacune des methodes envisagees ici
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Wu, Huei-Ru [Verfasser], Herbert [Akademischer Betreuer] Waldmann, and Carsten [Gutachter] Strohmann. "Exploiting modern catalytic methods of C-glycosylation using the vinylogy concept / Huei-Ru Wu ; Gutachter: Carsten Strohmann ; Betreuer: Herbert Waldmann." Dortmund : Universitätsbibliothek Dortmund, 2019. http://d-nb.info/1201160847/34.

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Wiegandt, Alena [Verfasser], and Bernd [Akademischer Betreuer] Meyer. "New Methods for Characterization of N-type Glycosylation of Proteins by Integration of LC-MS/MS and NMR / Alena Wiegandt ; Betreuer: Bernd Meyer." Hamburg : Staats- und Universitätsbibliothek Hamburg, 2020. http://d-nb.info/1209272407/34.

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Tran, Thi Thuy. "Compact-disc microfluidic methods for characterization of therapeutic antibodies : Analysis of post-translational modifications." Doctoral thesis, Stockholms universitet, Institutionen för analytisk kemi, 2012. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-83355.

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Characterization of post-translational modifications (PTMs) of therapeutic proteins is very important during the bioprocess development to maintain desired product quality and during the submission process to regulatory authorities for product approval. Monitoring glycosylation in pharmacokinetic studies can be useful to evaluate the dependence of clearance rates on different glycoforms. The cost and efficiency of characterization affect the speed to market of biopharmaceutical proteins. A reduction in the number of manual processing steps, cost of reagents and consumption of sample, as well as the time required for chemical analysis, is therefore necessary. The research presented in this thesis is focused on the potential of using microfluidic discs for automated, miniaturized, parallel and rapid sample preparation for PTM characterization of therapeutic monoclonal antibodies. Paper I describes the method development for N-linked glycosylation profiling. Several sample preparation steps have been performed in an integrated process in the microfluidic compact disc (CD). Paper II demonstrates the use of the method presented in paper I in combination with multivariate statistics for discrimination of glycosylation profiles of different therapeutic antibodies and simulation of a real case of quality control. Paper III is focused on a method for monitoring changes in glycosylation profiles of therapeutic antibodies in serum over time by incubation with an exoglycosidase enzyme. Paper IV describes the method for peptide mapping of therapeutic antibodies. In addition, recent work (unpublished results) assesses the potential of this method for methionine oxidation detection. The developed methods were fast, robust with low sample/reagent consumption. Generation of glycosylation profile data for one sample was established in approximately 2 h. The amount of samples and antigens loaded into the CD platform for one replicate was less than 0.3 μg and approximately 0.06 μg, respectively. Furthermore, considering the parallel function of the CD, conducting the analysis for 54 samples can be completed within a day.<br><p>At the time of the doctoral defense, the following paper was unpublished and had a status as follows: Paper 3: Manuscript.</p>
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Issaree, Arisara. "Synthesis of Hetero-chitooligosaccharides." Phd thesis, Universität Potsdam, 2008. http://opus.kobv.de/ubp/volltexte/2008/1706/.

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Chitooligosaccharides are composed of linear β-(1→4)-linked 2-acetamido-2-deoxy-β-D-glucopyranose (GlcNAc) and/or 2-amino-2-deoxy-β-D-glucopyranose (GlcN). They are of interest due to their remarkable biological properties including antibacterial, antitumor, antifungal and elicitor activities. They can be obtained from the aminoglucan chitosan by chemical or enzymatic degradation which obviously affords rather heterogenous mixtures. On the other hand, chemical synthesis provides pure compounds with defined sequences of GlcNAc and GlcN monomers. The synthesis of homo- and hetero-chitobioses and hetero-chitotetraoses is described in this thesis. Dimethylmaleoyl and phthaloyl groups were used for protection of the amines. The donor was activated as the trichloroacetimidate in order to form the β-linkages. Glycosylation in the presence of trimethylsilyl trifluoromethanesulfonate, followed by N- and O-deprotection furnished chitobioses and chitotetraoses in good yields.<br>Chitooligosacchride bestehen aus linear β-(1→4)-verknüpften 2-acetamido-2-deoxy-β-D-glucopyranose (GlcNAc) and/or 2-amino-2-deoxy-β-D-glucopyranose (GlcN) Einheiten. Sie beanspruchen aufgrund ihrer bemerkenswerten biologischen Eigenschaften – u.a. antibakterielle, antitumor, antimykotische und Elicitor Aktivität - grosses Interesse. Sie sind durch chemischen oder enzymatischen Abbau von Chitosan zugänglich, wobei diese Methoden unausweichlich zu komplexen, sehr heterogenen Mischungen von Chiooligosacchariden führen. Chemische Synthesen von Chitooligosacchariden mit definierter Sequenz von GlcNAc und GlcN Einheiten sind daher von erheblichem Interesse. In der vorliegenden Arbeit werden Synthesen von partiell acetylierten Chitobiosen und –tetraosen beschrieben. Die Aminogruppen wurden als N-Dimethylmaleoyl- bzw. Phthaloylimide geschützt. Die Donoren wurden als Trichloacetimidate aktiviert, wobei aufgrund von Nachbargruppeneffekten ausschliesslich die β-Glycoside entstehen. Die Trimethylsilyltrifluoromethansulfonat-promovierte Glycosidierung geeigneter Akzeptoren lieferte schliesslich die Chitobiosen und die Chitotetraosen in guten Ausbeuten.
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Styslinger, Thomas James. "The Development and Application of Novel Methods for the Chemical Glycosylation of Therapeutic Proteins & A Chemical Approach to Understanding Glycosyltransferases and Their Application in the Synthesis of Complex Carbohydrates." The Ohio State University, 2011. http://rave.ohiolink.edu/etdc/view?acc_num=osu1313009079.

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Books on the topic "Glycosylation method"

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Bennett, Clay S., ed. Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.

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Walsh, Gary. Post-translational modification of protein biopharmaceuticals. Wiley-VCH, 2009.

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Bennett, Clay S. Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH, 2017.

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Bennett, Clay S. Selective Glycosylations: Synthetic Methods and Catalysts. Wiley & Sons, Incorporated, John, 2017.

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Bennett, Clay S. Selective Glycosylations: Synthetic Methods and Catalysts. Wiley & Sons, Incorporated, John, 2017.

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Glycosylation Engineering of Biopharmaceuticals Methods in Molecular Biology. Humana Press Inc., 2013.

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Glycosyltransferases Methods in Molecular Biology. Humana Press Inc., 2013.

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Book chapters on the topic "Glycosylation method"

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An, Hyun Joo, John Tillinghast, and Carlito B. Lebrilla. "An Automated Method for Determining Glycosylation and Site Diversity in Glycoproteins." In ACS Symposium Series. American Chemical Society, 2008. http://dx.doi.org/10.1021/bk-2008-0990.ch011.

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Taylor, Mark S. "Regioselective Glycosylation Methods." In Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.ch11.

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Ragains, Justin. "Photochemical Glycosylation." In Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.ch10.

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Sugrue, Richard J. "Viruses and Glycosylation." In Methods in Molecular Biology. Humana Press, 2007. http://dx.doi.org/10.1007/978-1-59745-393-6_1.

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Vavra, Ulrike, Christiane Veit, and Richard Strasser. "Hormone Receptor Glycosylation." In Methods in Molecular Biology. Springer New York, 2016. http://dx.doi.org/10.1007/978-1-4939-6469-7_17.

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Huet, Guillemette, Philippe Delannoy, Thécla Lesuffleur, Sylviane Hennebicq, and Pierre Degand. "Inhibition of Mucin Glycosylation." In Glycoprotein Methods and Protocols. Humana Press, 2000. http://dx.doi.org/10.1385/1-59259-048-9:261.

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Mong, KwoK-Kong Tony, Toshiki Nokami, Nhut Thi Thanh Tran, and Pham Be Nhi. "Solvent Effect on Glycosylation." In Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.ch3.

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Bohé, Luis, and David Crich. "Glycosylation with Glycosyl Sulfonates." In Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.ch6.

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Krištić, Jasminka, and Gordan Lauc. "Ubiquitous Importance of Protein Glycosylation." In Methods in Molecular Biology. Springer New York, 2016. http://dx.doi.org/10.1007/978-1-4939-6493-2_1.

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Hagen, Bas, Stefan van der Vorm, Thomas Hansen, Gijs A. van der Marel, and Jeroen D. C. Codée. "Stereoselective Glycosylations - Additions to Oxocarbenium Ions." In Selective Glycosylations: Synthetic Methods and Catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527696239.ch1.

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Conference papers on the topic "Glycosylation method"

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BOHNE, A., and C. W. VON DER LIETH. "GLYCOSYLATION OF PROTEINS: A COMPUTER BASED METHOD FOR THE RAPID EXPLORATION OF COMFORMATIONAL SPACE OF N-GLYCANS." In Proceedings of the Pacific Symposium. WORLD SCIENTIFIC, 2001. http://dx.doi.org/10.1142/9789812799623_0027.

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Shareef, Sarah J., Mihai Nita-Lazar, and Maria A. Kukuruzinska. "E-cadherin N-glycosylation Modulates the Strength of Adherens Junctions." In ASME 2010 First Global Congress on NanoEngineering for Medicine and Biology. ASMEDC, 2010. http://dx.doi.org/10.1115/nemb2010-13013.

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Metastasis, the spread of cancer cells throughout the body, claims 90% of solid tumor deaths. During metastasis, cancer cells undergo discohesion. An understanding of how to control and strengthen cell adhesion through junction formation could lead to methods for decreasing metastatic tendencies.
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