Publications

Publications

A selection of our most relevant scientific publications that form the basis of Asparia Glycomics technology and capacities.

Synthesis of oligosaccharides and glycoconjugates

FUT8-directed core fucosylation of N-glycans is regulated by the glycan structure and protein environment, García-García, Ana; Serna, Sonia; Yang, Zhang; Delso, Ignacio; Taleb, Victor; Hicks, Thomas; Artschwager, Raik; Vakhrushev, Sergey; Clausen, Henrik; Angulo, Jesus  ; Corzana, Francisco; Reichardt, Niels-Christian; Hurtado-Guerrero, Ramon, ACS Catalysis, 2021, in press

Structural basis for substrate specificity and catalysis of α1,6-fucosyltransferase
Ana García-García, Laura Ceballos-Laita, Sonia Serna, Raik Artschwager, Niels C. Reichardt, Francisco Corzana, Ramon Hurtado-Guerrero, Nature Communications, 11, Article number: 973 (2020)

Chemo-enzymatic Synthesis of S.mansoni O-glycans and their Evaluation as Ligands for C-type Lectin Receptors MGL, DC-SIGN and DC-SIGNR Julie Pham, Alvaro Hernandez, Anna Cioce, Silvia Achilli, Giulio Goti, Corinne Vivès, Michel Thepaut, Anna Bernardi, Franck Fieschi, Niels-Christian Reichardt, Chem. Eur. J. 2020, 6;26(56):12818-12830. doi: 10.1002/chem.202000291.

Chemoenzymatic Synthesis of N-glycan Positional Isomers and Evidence for Branch Selective Binding by Monoclonal Antibodies and Human C-type Lectin Receptors, B. Echeverria, S. Serna, S. Achilli, C. Vivès, J. Pham, M. Thépaut, C. H. Hokke, F. Fieschi, N.-C. Reichardt, ACS Chem. Bio., 2018, 10.1021/acschembio.8b0043

Towards the Solid-Phase Synthesis of Heparan Sulfate Oligosaccharides: Evaluation of Iduronic Acid and Idose Building Blocks. Guedes N., Czechura P., Echeverria B., Ruiz A., Michelena O., Martin-Lomas M. and Reichardt N.C.; J. Org. Chem. 78, 6911-6934 (2013).

Array-assisted characterisation of a fucosyltransferase required for the biosynthesis of complex core modifications of nematode N-glycans. Yan S., Serna S., Reichardt N.C, Paschinger K. and Wilson I. B. H.; J. Biol. Chem 288, 21015-21028 (2013).

Synthesis and Microarray-Assisted Binding Studies of Core Xylose and Fucose Containing N-Glycans. Brzezicka K., Echeverria B., Serna S.,Van Diepen A., Hokke C.H. and Reichardt N.C.; ACS Chem. Biol. 10, 1290 – 1302 (2015).

Solid-phase assembly of glycosaminoglycan oligosaccharide precursors. Guedes N., Kopitzki S., Echeverría B., Pazos R., Elosegui E., Calvo J. and Reichardt N.C.; RSC Adv. 5, 9325 – 9327 (2015).

Synthesis of 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α,β-D-glucopyranose and 2-azido-4,6-benzylidene-2-deoxy-α,β-D-glucopyranose. Ojeda R. , de Paz J. L., Lucas R., Reichardt N.-C., Liu L. and Martin-Lomas M.; Carbohydrate Chemistry. Proven Synthetic Methods (P. Kovac, Ed.) CRC Press 1, 205-211 (2011).

Fucosyltransferases as Synthetic Tools: Glycan Array Based Substrate Selection and Core Fucosylation of Synthetic N-Glycans. Serna S., Yan S., Martin-Lomas M., Wilson I.B.H and Reichardt N.C.; J. Am. Chem. Soc. 133, 16495-16502 (2011).

Experimental observations on the regioselectivity of glycosylation of a 4,6-diol system in the β-D-mannopyranosyl unit of a N-glycan pentasaccharide core structure. Ruiz N., Ferreira S., Padro D., Reichardt N.C., Martín-Lomas M.; Carbohyd. Res. 346, 1581-1591 (2011).

A New Linker for Solid-Phase Synthesis of Heparan Sulfate Precursors by Sequential Assembly of Monosaccharide Building Blocks. Czechura P., Guedes N., Kopitzki S., Vazquez N., Martin-Lomas M. and Reichardt N.C.; Chem. Commun. 47, 8 2390 – 2392 (2011).

Construction of N-Glycan Microarrays by Using Modular Synthesis and On-Chip Nanoscale Enzymatic Glycosylation. Serna S., Etxebarria J., Ruiz N., Martin-Lomas M. and Reichardt N.C.; Chem. Eur. J. 16, 13163 – 13175 (2010).

Synthesis of a core trisaccharide building block for the assembly of N-glycan neoconjugates. Serna S., Kardak B., Reichardt N.-C. and Martín-Lomas M.; Tetrahedron-Asymmetry 20, 851-856 (2009).

SIL standards, absolute glycan quantification and glycan analysis

NIST Interlaboratory Study on Glycosylation Analysis of Monoclonal Antibodies: Comparison of Results from Diverse Analytical Methods, Maria Lorna A. De Leoz , David L. Duewer, Adam Fung, Lily Liu, Hoi Kei Yau, Oscar Potter, Gregory O. Staples, Kenichiro Furuki, Ruth Frenkel, Yunli Hu, Zoran Sosic, Peiqing Zhang, View ORCID ProfileFriedrich Altmann, Clemens Gruber, Chun Shao, ProfileJoseph Zaia, Waltraud Evers, Stuart Pangelley, Detlev Suckau, Anja Wiechmann, Anja Resemann, Wolfgang Jabs, Alain Beck, John W Froehlich, ChunCui Huang, Yan Li, YaMing Liu, Shiwei Sun, Yaojun Wang, Youngsuk Seo, Hyun Joo An, Niels-Christian Reichardt, Juan Echevarria Ruiz, Stephanie Archer‑Hartmann, Parastoo Azadi, Len Bell, Zsuzsanna Lakos, Yanming An, John F Cipollo, Maja Pučić-Baković, Jerko Štambuk, Gordan Lauc, Xu Li,Peng George Wang, Andreas Bock, René Hennig, Erdmann Rapp, Marybeth Creskey, Terry Cyr, Miyako Nakano, Taiki Sugiyama, Pui‑King Amy Leung, Paweł Link‑Lenczowski, Jolanta Jaworek, Shuang Jake Yang, Hui Zhang, Tim Kelly, Song Klapoetke, Rui Cao, Jin Young Kim, Hyun Kyung Lee, Juyeon Lee, Jong Shin Yoo, Sa‑Rang Kim, Soo‑Kyung Suh, Noortje de Haan, David Falck, Guinevere S.M. Lageveen-Kammeijer, Manfred Wuhrer, Robert J. Emery, Radoslaw P. Kozak, Li Phing Liew, Louise Royle, Paulina A. Urbanowicz, Nicolle Packer, Xiaomin Song, Arun Everest-Dass, Erika Lattová, Samanta Cajic, Kathirvel Alagesan, Daniel Kolarich, Toyin Kasali, Viv Lindo, Yuetian Chen, Kudrat Goswami, Brian Gau, Ravi Amunugama, Richard Jones, Corné J. M. Stroop, Koichi Kato, Hirokazu Yagi, Sachiko Kondo, CT Yuen, Akira Harazono, Xiaofeng Shi, Paula Magnelli, Brian T Kasper, Lara K. Mahal, David J. Harvey, Roisin Majella O’Flaherty, Pauline Rudd, Radka Saldova, Elizabeth S. Hecht, David C. Muddiman, Jichao Kang, Prachi Bhoskar, Daniele Menard, Andrew Saati, Christine Merle, Steven Mast, Sam Tep, Jennie Truong, Takashi Nishikaze, Sadanori Sekiya, Aaron Shafer, Sohei Funaoka, Masaaki Toyoda, Peter de Vreugd, Cassie Caron, Pralima Pradhan, Niclas Chiang Tan, Yehia Mechref, Sachin Patil, Jeffrey S. Rohrer, Ranjan Chakrabarti, Disha Dadke, Mohammedazam Lahori, Chunxia Zou, auren D. Wu, Andras Guttman, Marton Szigeti, Benjamin G. Kremkow, Kelvin Lee, Carina Sihlbom, Barbara Adamczyk, Chunsheng Jin, Niclas G. Karlsson, Jessica Örnros, Göran Larson, Jonas Nilsson, Bernd Meyer, Alena Wiegandt, Emy Komatsu, Helene Perreault, Edward D Bodnar, Nassur Said, Yannis‑Nicolas Francois, Emmanuelle Leize-Wagner, Sandra Maier, Anne Zeck, Albert J. R. Heck, Yang Yang, Rob Haselberg, Ying Qing Yu, William Alley, Joseph W. Leone, Hua Yuan and Stephen E. Stein, Molecular & Cellular Proteomics October 7, 2019, mcp.RA119.001677;

Mass spectrometry for glycan biomarker discovery, O. Aizpurua-Olaizola, J. Sastre Toraño, J.M. Falcon-Perez, C. Williams, N. Reichardt, G.-J. Boons, TrAC Trends in Analytical Chemistry, Volume 100, March 2018, Pages 7-14

Carbohydrate-Binding Non-Peptidic Pradimicins for the Treatment of Acute Sleeping Sickness in Murine Models, Castillo-Acosta VM, Ruiz-Pérez LM, Etxebarria J, Reichardt NC, Navarro M, Igarashi Y, et al. (2016)  PLoS Pathog 12(9): e1005851. DOI:10.1371/journal.ppat.1005851

Methods for the absolute quantification of N-glycan biomarkers. Etxebarria J. and Reichardt N.C.; Biochim. Biophys Acta, 1860,8, 1676–1687 (2016)

Chemo-Enzymatic Synthesis of 13C Labeled Complex N-Glycans As Internal Standards for the Absolute Glycan Quantification by Mass Spectrometry. Echeverria B., Etxebarria J., Ruiz N., Hernandez A., Calvo J., Haberger M, Reusch D. and Reichardt N.C.; Anal. Chem. , 87 (22), 11460–11467 (2015)

Analysis of Microarrays by MALDI-TOF MS. Beloqui A., Calvo J., Serna S., Yan S., Wilson I. B. H, Martin-Lomas M. and Reichardt N.C.; Angew. Chem. Int. Ed. 52, 7477 -7481 (2013).

Profiling Glycosyltransferase Activities by Tritium Imaging of Glycan Microarrays . Serna S., Hokke C.H., Weissenborn M., Flitsch S., Martin-Lomas M. and Reichardt N.C.; ChemBioChem 14, 862-869 (2013).

Lectin arrays

Glycosylation Of Extracellular Vesicles: Current Knowledge, Tools And Clinical Perspectives, Charles Williams, Felix Royo, Oier Aizpurua-Olaizola, Raquel Pazos, Geert-Jan Boons, Niels-Christian Reichardt and Juan M Falcon-Perez, J. Extracell. Vesicles 2018; 7(1): 1442985.

Lectin-Array Blotting, Raquel Pazos, Juan Echevarria, Alvaro Hernandez, Niels-Christian Reichardt, Curr. Protocols in Cell Biol. 2017, DOI: 10.1002/cpcb.20

Influence of Core β-1,2-xylosylation on Glycoprotein Recognition by Murine C-type Lectin Receptors and its Impact on Dendritic Cell Targeting; Brzezicka K.;  Vogel U., Serna S., Johannssen T., Lepenies B.,  Reichardt N.C., ACS Chem. Biol., 2016, 11 (8), pp 2347–2356

Lectin-Array Blotting: Profiling Protein Glycosylation in Complex Mixtures. Etxebarria J., Calvo J., Martin-Lomas M. and Reichardt N.C; ACS Chem. Biol. 7, 1729-1737 (2012).

Microarray-Based Identification of Lectins for the Purification of Human Urinary Extracellular Vesicles Directly from Urine Samples. Echevarria J., Royo F., Pazos R., Salazar L., Falcon-Perez J.M. and Reichardt N.C.; ChemBioChem 15, 1621 – 1626 (2014).

Glycan arrays

Controlled Density Glycodendron Microarrays for Studying Carbohydrate-Lectin Interactions, Antonio Di Maio, Anna Cioce, Silvia Achilli, Michel Thépaut, Corinne Vivès, Franck Fieschi, Javier Rojo, Niels-C. Reichardt, OBC, 2021, 19, 7357-7362

Microarray assessment of N-glycan-specific IgE and IgG profiles associated with Schistosoma mansoni infection in rural and urban Uganda Gyaviira Nkurunungi, Angela van Diepen, Jacent Nassuuna, Richard E Sanya, Margaret Nampijja, Irene Nambuya, Joyce Kabagenyi, Sonia Serna, Niels-Christian Reichardt, Ronald van Ree, Emily L Webb, Alison M Elliott, Cornelis H Hokke, Maria Yazdanbakhsh, Scientific Reports, 2019 volume 9, Article number: 3522 (2019)

Glycan Microarray-Assisted Identification of IgG Subclass targets in Schistosmiasis, Y. Y. Michelle Yang, Angela van Diepen, Katarzyna Brzezicka, Niels-Christian Reichardt and Cornelis H. Hokke, Frontiers in Immunology, 2018, doi.org/10.3389/fimmu.2018.02331

On-chip screening of a glycomimetic library with C-type lectins reveals structural features responsible for preferential binding of dectin-2 over DC-SIGN/R and langerinLaura Medve, Silvia Achilli, Sonia Serna, Fabio Zuccotto, Norbert Varga, Michel Thépaut, Monica Civera, Corinne Vivès, Franck Fieschi, Niels Reichardt, and Anna Bernardi, Chemistry-A European Journal, 2018, https://doi.org/10.1002/chem.201802577

Identification of dominant anti-glycan IgE responses in school-children by glycan microarrayAbena S. Amoah, Elias K. Asuming-Brempong, Benedicta B. Obeng, Serge A. Versteeg, Irene A. Larbi, Yvonne Aryeetey, Thomas A.E. Platts-Mills, Adriano Mari, Katarzyna Brzezicka, Ben A. Gyan, Mohamed Mutocheluh, Daniel A. Boakye, Niels-Christian Reichardt, Ronald van Ree, Cornelis H. Hokke, Angela van Diepen, Maria Yazdanbakhsh,  J. Allergy Clin. Immunol. 2018, Volume 141, Issue 3, Pages 1130–1133 

Specific anti-glycan antibodies are sustained during and after parasite clearance in Schistosoma japonicum-infected rhesus macaques Y.Y. Michelle Yang, Xiao Hong Li, Katarzyna Brzezicka, Niels-Christian Reichardt, R. Alan Wilson, Angela van Diepen and Cornelis H. Hokke,  PLoS Neglected Tropical Diseases (2017), http://dx.doi.org/10.1371/journal.pntd.0005339

Algal lectin binding to core (α1-6) fucosylated N-glycans: Structural basis for specificity and production of recombinant protein. Do Nascimento A.S.F., Serna S., Beloqui A., Arda A., Sampaio A.H., Walcher J., Ott D., Unverzagt C., Reichardt N.C., Jimenez-Barbero J., Nascimento K.S., Imberty A., Cavada B.S. and Varrot A.; Glycobiology 25, 607 – 616 (2015).

Cross-platform comparison of glycan microarray formats. Wang L., Cummings R.D., Smith D.F., Huflejt M., Campbell C.T. Gildersleeve J.C. Gerlach J.Q., Kilcoyne M., Joshi L., Serna S., Reichardt N.C., Parera Pera N., Pieters R.J., Eng W. and Mahal L.K.; Glycobiology 24, 507 – 517 (2014).

MALDI-TOF Mass Spectrometric Analysis of Enzyme Activity and Lectin Trapping on an Array of N-Glycans. Sanchez-Ruiz A., Serna S., Ruiz N., Martin-Lomas M., and Reichardt N.C.; Angew. Chem. Int. Ed. 50, 1801-1804 (2011).

Glycoengineering

Fluorescent Neoglycoprotein Gold Nanoclusters: Synthesis and Applications in Plant Lectin Sensing and Cell Imaging Brzezicka, K.A., Serna, S. & Reichardt, N.C. Nanoscale Res Lett 13, 360 (2018). https://doi.org/10.1186/s11671-018-2772-2

Measuring bacterial glycosyl hydrolase activity with a soluble capture probe by mass spectrometry, Sonia Serna, María Ercibengoa, Jose María Marimón, Niels-Christian Reichardt*, Analytical Chemistry, 2018, DOI: 10.1021/acs.analchem.8b02434

Glycosylation Of Extracellular Vesicles: Current Knowledge, Tools And Clinical Perspectives, Charles Williams, Felix Royo, Oier Aizpurua-Olaizola, Raquel Pazos, Geert-Jan Boons, Niels-Christian Reichardt and Juan M Falcon-Perez, J. Extracell. Vesicles 2018; 7(1): 1442985.

Opportunities for Glyconanomaterials in Personalized Medicine, Reichardt, N.-C.; Martin-Lomas, M. ; Penades, S.; Chem. Commun., 2016, 52, 13430 – 13439

Biological Evaluation of Multivalent Lewis X-MGL-1 Interactions. Eriksson M., Serna S., Maglinao M., Schlegel M.K., Seeberger P.H., Reichardt N.C. and Lepenies B.; ChemBioChem 15, 844 – 851 (2014).

Glyconanotechnology. Reichardt N.C., Martín-Lomas M. and Penadés S.; Chem. Soc. Rev. 42, 4358-4376 (2013).

Three-Dimensional Arrays Using GlycoPEG Tags: Glycan Synthesis, Purification and Immobilisation. Etxebarria J., Serna S., Beloqui A., Martin-Lomas M. and Reichardt N.C.; Chem. Eur. J. 19, 4776-4785 (2013).