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4. Synthesis of a glycan hairpin

Author

Fittolani, Giulio, Tyrikos-Ergas, Theodore, Poveda, Ana, Yu, Yang, Yadav, Nishu, Seeberger, Peter H., Jiménez-Barbero, Jesús, and Delbianco, Martina

Published
2023
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7. Gut microbiota–specific IgA+ B cells traffic to the CNS in active multiple sclerosis

Author

Pröbstel, Anne-Katrin, Zhou, Xiaoyuan, Baumann, Ryan, Wischnewski, Sven, Kutza, Michael, Rojas, Olga L, Sellrie, Katrin, Bischof, Antje, Kim, Kicheol, Ramesh, Akshaya, Dandekar, Ravi, Greenfield, Ariele L, Schubert, Ryan D, Bisanz, Jordan E, Vistnes, Stephanie, Khaleghi, Khashayar, Landefeld, James, Kirkish, Gina, Liesche-Starnecker, Friederike, Ramaglia, Valeria, Singh, Sneha, Tran, Edwina B, Barba, Patrick, Zorn, Kelsey, Oechtering, Johanna, Forsberg, Karin, Shiow, Lawrence R, Henry, Roland G, Graves, Jennifer, Cree, Bruce AC, Hauser, Stephen L, Kuhle, Jens, Gelfand, Jeffrey M, Andersen, Peter M, Schlegel, Jürgen, Turnbaugh, Peter J, Seeberger, Peter H, Gommerman, Jennifer L, Wilson, Michael R, Schirmer, Lucas, and Baranzini, Sergio E

Subjects
Biomedical and Clinical Sciences, Immunology, Neurosciences, Multiple Sclerosis, Neurodegenerative, Microbiome, Brain Disorders, Autoimmune Disease, Aetiology, 2.1 Biological and endogenous factors, Neurological, Good Health and Well Being, Adult, Aged, Aged, 80 and over, B-Lymphocytes, Biomarkers, Biopsy, Brain, Case-Control Studies, Female, Gastrointestinal Microbiome, Humans, Immunity, Mucosal, Immunoglobulin A, Intestinal Mucosa, Longitudinal Studies, Magnetic Resonance Imaging, Male, Middle Aged, Clinical sciences
Abstract

Changes in gut microbiota composition and a diverse role of B cells have recently been implicated in multiple sclerosis (MS), a central nervous system (CNS) autoimmune disease. Immunoglobulin A (IgA) is a key regulator at the mucosal interface. However, whether gut microbiota shape IgA responses and what role IgA+ cells have in neuroinflammation are unknown. Here, we identify IgA-bound taxa in MS and show that IgA-producing cells specific for MS-associated taxa traffic to the inflamed CNS, resulting in a strong, compartmentalized IgA enrichment in active MS and other neuroinflammatory diseases. Unlike previously characterized polyreactive anti-commensal IgA responses, CNS IgA cross-reacts with surface structures on specific bacterial strains but not with brain tissue. These findings establish gut microbiota-specific IgA+ cells as a systemic mediator in MS and suggest a critical role of mucosal B cells during active neuroinflammation with broad implications for IgA as an informative biomarker and IgA-producing cells as an immune subset to harness for therapeutic interventions.

Published
2020

8. Click, Zoom, Explore: Interactive 3D ('i'-3D) Figures in Standard Teaching Materials (PDFs)

Author

Chatterjee, Sourav, Moon, Sooyeon, Rowlands, Amanda, Chin, Fr, Seeberger, Peter H., Merbouh, Nabyl, and Gilmore, Kerry

Abstract

While chemistry exists in three dimensions, it is presented in two. This down-conversion results in a significant loss in information and often necessitates multiple images/figures to convey the complexity, intricacy, and beauty of a given structure. Currently, three-dimensional models are built to allow students to interact with molecules. However, model building for students is time-consuming, has the potential for error, and requires the purchase of a model kit. Outlined herein is a concise, straightforward method for incorporating interactive three-dimensional ("i"-3D) figures into teaching aids in PDF format. These figures can be generated from a variety of sources and allow for structures, molecular orbitals, unit cells and crystal lattices, as well as biopolymers to be presented in the same information-rich format as they are created. These images can be seen and interacted with by anyone reading the file in the standard PDF software (Adobe Reader). It is time for chemical education to take advantage of the digital age.

Published
2021
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14. Generation of glycan-specific nanobodies

Author

Khilji, Sana Khan, Goerdeler, Felix, Frensemeier, Kristin, Warschkau, David, Lühle, Jost, Fandi, Zeinab, Schirmeister, Falko, Chen, Zhuo Angel, Turak, Onur, Mallagaray, Alvaro, Boerno, Stefan, Timmermann, Bernd, Rappsilber, Juri, Seeberger, Peter H., and Moscovitz, Oren

Published
2022
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20. Convergent synthesis of bicyclic boronates via a cascade regioselective Suzuki–Miyaura/cyclisation protocol.

Author

Marotta, Alessandro, Kortman, Hannah M., Interdonato, Chiara, Seeberger, Peter H., and Molloy, John J.

Subjects
DRUG discovery, REGIOSELECTIVITY (Chemistry), BORONIC esters, HETEROCYCLIC compounds
Abstract

Bicyclic boronates have recently emerged as promising candidates to invoke targeted biomolecular interactions, given their selectivity for specific functionalities. Despite this, the general stability of the C–B bond in vivo, for such heterocycles, remains an intractable challenge that can often preclude their utility in drug discovery. To address this challenge, de novo strategies that allow expedient access to strategically substituted boronates, that enable modulation of the C–B bond are urgently required. Herein we disclose an operationally simple, regioselective cross-coupling/cyclisation reaction of easily accessible vicinal boronic esters with 2-halophenols to rapidly forge 3-substituted bicyclic boronates. The utility of the platform was demonstrated via expedient access to Xeruborbactam derivatives, chemoselective manipulation of formed products and the convergent approach to bicyclic boronates with a pendent biomolecular probe. [ABSTRACT FROM AUTHOR]

Published
2024
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21. Advances in the Chemical Synthesis of Carbohydrates and Glycoconjugates

Author

Malik, Ankita, Seeberger, Peter H., Varón Silva, Daniel, Scheper, Thomas, Series Editor, Belkin, Shimshon, Editorial Board Member, Bley, Thomas, Editorial Board Member, Bohlmann, Jörg, Editorial Board Member, Gu, Man Bock, Editorial Board Member, Hu, Wei-Shou, Editorial Board Member, Mattiasson, Bo, Editorial Board Member, Olsson, Lisbeth, Editorial Board Member, Seitz, Harald, Editorial Board Member, Silva, Ana Catarina, Editorial Board Member, Ulber, Roland, Editorial Board Member, Zeng, An-Ping, Editorial Board Member, Zhong, Jian-Jiang, Editorial Board Member, Zhou, Weichang, Editorial Board Member, Rapp, Erdmann, editor, Reichl, Udo, editor, Alagesan, K., With Contri.By, Betenbaugh, M. J., With Contri.By, Butler, M., With Contri.By, Buyel, J. F., With Contri.By, Cajic, S., With Contri.By, Callewaert, N., With Contri.By, Can, Ö., With Contri.By, Cox, M. M. J., With Contri.By, DeLisa, M. P., With Contri.By, De Wachter, C., With Contri.By, Elling, L., With Contri.By, Fischer, R., With Contri.By, Flitsch, S. L., With Contri.By, Frohnmeyer, H., With Contri.By, Gottschalk, J., With Contri.By, Goyette-Desjardins, G., With Contri.By, Heffner, K. M., With Contri.By, Hizal, D. B., With Contri.By, Hoffmann, M., With Contri.By, Holland, T., With Contri.By, Jefferis, R., With Contri.By, Kolarich, D., With Contri.By, Laaf, D., With Contri.By, Lepenies, B., With Contri.By, Malik, A., With Contri.By, Martinez, J. E. R., With Contri.By, Mills, D. C., With Contri.By, Moeller, T. D., With Contri.By, Palomares, L. A., With Contri.By, Pralow, A., With Contri.By, RamÚrez, O. T., With Contri.By, Rapp, E., With Contri.By, Reichl, U., With Contri.By, Rexer, T., With Contri.By, Sack, M., With Contri.By, Schillberg, S., With Contri.By, Schön, K., With Contri.By, Seeberger, P. H., With Contri.By, Srivastava, I. K., With Contri.By, Stoger, E., With Contri.By, Thomas, B., With Contri.By, Twyman, R. M., With Contri.By, Van Landuyt, L., With Contri.By, Varón Silva, D., With Contri.By, Wang, Q., With Contri.By, Weyant, K. B., With Contri.By, and Yates, L. E., With Contri.By

Published
2021
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24. What comes next in glycobiology

Author

Seeberger, Peter H., primary, Ge, Yun, additional, Szymanski, Christine M., additional, Kolarich, Daniel, additional, Thaysen-Andersen, Morten, additional, Packer, Nicolle H., additional, Fadda, Elisa, additional, Davis, Benjamin, additional, Nishihara, Shoko, additional, Rabinovich, Gabriel A., additional, Kwong, Peter D., additional, and Strasser, Richard, additional

Published
2024
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26. VaporLIFT: On‐Chip Chemical Synthesis of Glycan Microarrays

Author

Tsouka, Alexandra, primary, Mende, Marco, additional, Heidepriem, Jasmin, additional, Dallabernardina, Pietro, additional, Garcia Ricardo, Manuel, additional, Schmidt, Tobias, additional, Bienert, Klaus, additional, Seeberger, Peter H., additional, and Loeffler, Felix F., additional

Published
2024
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33. Where is chemistry's moon? Highlights from the 1st conference for the Center of the Transformation of Chemistry (CTC) at Ringberg Castle 2023.

Author

Plutschack, Matthew B. and Seeberger, Peter H.

Subjects
*CONVENTION facilities, *CIRCULAR economy, *CASTLES, *NEW business enterprises
Abstract

In 2023, the Center for the Transformation of Chemistry (CTC) began a three-year start-up phase, aiming to draft its research program. The CTC-Conference at Ringberg brought scientists together to discuss their research and brainstorm a "moon-shot" program to align efforts, enable rapid discoveries, and move towards a sustainable circular economy. [ABSTRACT FROM AUTHOR]

Published
2024
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42. Microbe-focused glycan array screening platform

Author

Geissner, Andreas, Reinhardt, Anika, Rademacher, Christoph, Johannssen, Timo, Monteiro, João, Lepenies, Bernd, Thépaut, Michel, Fieschi, Franck, Mrázková, Jana, Wimmerova, Michaela, Schuhmacher, Frank, Götze, Sebastian, Grünstein, Dan, Guo, Xiaoqiang, Kandasamy, Jeyakumar, Leonori, Daniele, Martin, Christopher E., Parameswarappa, Sharavathi G., Pasari, Sandip, Schlegel, Mark K., Tanaka, Hidenori, Xiao, Guozhi, Yang, You, Pereira, Claney L., Anish, Chakkumkal, and Seeberger, Peter H.

Published
2019

43. Symbol Nomenclature for Graphical Representations of Glycans.

Author

Varki, Ajit, Cummings, Richard D, Aebi, Markus, Packer, Nicole H, Seeberger, Peter H, Esko, Jeffrey D, Stanley, Pamela, Hart, Gerald, Darvill, Alan, Kinoshita, Taroh, Prestegard, James J, Schnaar, Ronald L, Freeze, Hudson H, Marth, Jamey D, Bertozzi, Carolyn R, Etzler, Marilynn E, Frank, Martin, Vliegenthart, Johannes Fg, Lütteke, Thomas, Perez, Serge, Bolton, Evan, Rudd, Pauline, Paulson, James, Kanehisa, Minoru, Toukach, Philip, Aoki-Kinoshita, Kiyoko F, Dell, Anne, Narimatsu, Hisashi, York, William, Taniguchi, Naoyuki, and Kornfeld, Stuart

Subjects
Animals, Polysaccharides, Carbohydrate Conformation, Publishing, Terminology as Topic, Databases, Chemical, Biological Sciences, Medical and Health Sciences, Biochemistry & Molecular Biology
Published
2015

48. Automated radial synthesis of organic molecules

Author

Chatterjee, Sourav, Guidi, Mara, Seeberger, Peter H., and Gilmore, Kerry

Subjects
Automation -- Usage, Organic compounds -- Synthesis, Mechanization -- Usage, Technology application, Environmental issues, Science and technology, Zoology and wildlife conservation
Abstract

Automated synthesis platforms accelerate and simplify the preparation of molecules by removing the physical barriers to organic synthesis. This provides unrestricted access to biopolymers and small molecules via reproducible and directly comparable chemical processes. Current automated multistep syntheses rely on either iterative.sup.1-4 or linear processes.sup.5-9, and require compromises in terms of versatility and the use of equipment. Here we report an approach towards the automated synthesis of small molecules, based on a series of continuous flow modules that are radially arranged around a central switching station. Using this approach, concise volumes can be exposed to any reaction conditions required for a desired transformation. Sequential, non-simultaneous reactions can be combined to perform multistep processes, enabling the use of variable flow rates, reuse of reactors under different conditions, and the storage of intermediates. This fully automated instrument is capable of both linear and convergent syntheses and does not require manual reconfiguration between different processes. The capabilities of this approach are demonstrated by performing optimizations and multistep syntheses of targets, varying concentrations via inline dilutions, exploring several strategies for the multistep synthesis of the anticonvulsant drug rufinamide.sup.10, synthesizing eighteen compounds of two derivative libraries that are prepared using different reaction pathways and chemistries, and using the same reagents to perform metallaphotoredox carbon-nitrogen cross-couplings.sup.11 in a photochemical module--all without instrument reconfiguration. An automated synthesis instrument comprising a series of continuous flow modules that are radially arranged around a central switching station can achieve both linear and convergent syntheses., Author(s): Sourav Chatterjee [sup.1] , Mara Guidi [sup.1] [sup.2] , Peter H. Seeberger [sup.1] [sup.2] , Kerry Gilmore [sup.1] Author Affiliations: (1) Department of Biomolecular Systems, Max-Planck-Institute of Colloids and [...]

Published
2020
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