Publications
2024
98. The industrial application potential of sugar beet pulp derived monosaccharides D-Galacturonic acid and L-Arabinose.
L.M. Jansen, V.C.A. Hendriks, H. Bentlage, A. Ranoux, H.W.C. Raaijmakers and T.J. Boltje, ChemBioChem., 2024, http://dx.doi.org/10.1002/cbic.202400521
97. Investigation of Neighboring Group Participation in 3,4-Diacetylated Glycosyl Donors in the Gas Phase. F. ter Braak, K. Houthuijs, H. Elferink, A. Kromm, T. van Wieringen, G. Berden, J. Martens, J. Oomens, T.J. Boltje. Chem. Eur. J. 2024, https://doi.org/10.1002/chem.202402584
96. Sialylation Inhibition Can Partially Revert Acquired Resistance to Enzalutamide in Prostate Cancer Cells. E. Goode, M. Orozco-Moreno,K. Hodgson, A. Nabilah, M. Murali, Z. Peng, J. Merx, E. Rossing, J.F. A. Pijnenborg, T.J. Boltje, N. Wang, D.J. Elliott and J. Munkley. Cancers 2024, 16 (17), 2953; https://doi.org/10.3390/cancers16172953
95. Sialic acid blockade inhibits the metastatic spread of prostate cancer to bone. K. Hodgson, M. Orozco-Moreno, E. Archer Goode, M. Fisher, R. Garnham, R. Beatson, H. Turner, K. Livermore, Y. Zhou, L. Wilson, E.A. Visser, J.F.A. Pijnenborg, N. Eerden, S.J. Moons, E. Rossing, G. Hysenaj, R. Krishna, Z. Peng, K. Putri Nangkana, E.N. Schmidt, A. Duxfield, E.P. Dennis, R. Heer, M.A. Lawson, M. Macauley, D.J. Elliott, C. Büll, E.Scott, T.J. Boltje, R.R. Drake, N. Wang, J. Munkley, eBioMedicine, 104: 105163, 2024, https://doi.org/10.1016/j.ebiom.2024.105163
94. Synthesis and Performance of Bio-Based Amphoteric Surfactants. Laura Maria Jansen, Pieter den Bakker, Niek Venbrux, Kim van Rijbroek, Dimphna Johanna Klaassen-Heshof, Wouter Lenferink, Sebastian Lücker, Adeline Ranoux, Harry Raaijmakers, Thomas Jan Boltje, Chem. Eur. J., 2024, https://doi.org/10.1002/chem.202400986
93. Characterization of Elusive Rhamnosyl Dioxanium Ions and Their Application in Complex Oligosaccharide Synthesis. Peter H. Moons, Floor ter Braak, Frank F. J. de Kleijne, Bart Bijleveld, Sybren J. R. Corver, Kas J. Houthuijs, Hero R. Almizori, Giel Berden, Jonathan Martens, Jos Oomens, Paul B. White, Thomas J. Boltje, Nature Communications, 2024, https://doi.org/10.1038/s41467-024-46522-2
92. Gram-scale chemical synthesis of galactosyllactoses and their impact on infant gut microbiota in vitro. Evy Meeusen, Linqiu Cao, Dianne J. Delsing, Andre Groeneveld, Margreet Heerikhuisen, Frank Schuren and Thomas J. Boltje, 2024, https://doi.org/10.1039/D3OB02069J
91. Two Receptor Binding Strategy of SARS-CoV-2 Is Mediated by Both the N-Terminal and Receptor-Binding Spike Domain. Michele Monti, Edoardo Milanetti, Myrthe T. Frans, Mattia Miotto, Lorenzo Di Rienzo, Maksim V. Baranov, Giorgio Gosti, Arun Kumar Somavarapu, Madhu Nagaraj, Thaddeus W. Golbek, Emiel Rossing, Sam J. Moons, Thomas J. Boltje, Geert van den Bogaart, Tobias Weidner, Daniel E. Otzen, Gian Gaetano Tartaglia, Giancarlo Ruocco, and Steven J. Roeters. J. Phys. Chem. B 2024, 128, 2, 451–464, https://doi.org/10.1021/acs.jpcb.3c06258
90. Anomeric Triflates versus Dioxanium Ions: Different Product-Forming Intermediates from 3-Acyl Benzylidene Mannosyl and Glucosyl Donors. Wouter A. Remmerswaal, Hidde Elferink, Kas J. Houthuijs, Thomas Hansen, Floor ter Braak, Giel Berden, Stefan van der Vorm, Jonathan Martens, Jos Oomens, Gijsbert A. van der Marel, Thomas J. Boltje, and Jeroen D. C. Codée* The Journal of Organic Chemistry, 2024, https://doi.org/10.1021/acs.joc.3c02262
2023
89. Solid-Phase Synthesis of Caged Luminescent Peptides via Side Chain Anchoring. Daan Sondag, Jurriaan J. A. Heming, Dennis W. P. M. Löwik, Elena Krivosheeva, Denise Lejeune, Mark van Geffen, Cornelis van’t Veer, Waander L. van Heerde, Marjolijn C. J. Beens, Brian H. M. Kuijpers, Thomas J. Boltje, and Floris P. J. T. Rutjes. 2023, https://doi.org/10.1021/acs.bioconjchem.3c00381
88. Detection and Characterization of Rapidly Equilibrating Glycosylation Reaction Intermediates Using Exchange NMR. Frank F. J. de Kleijne, Floor ter Braak, Dimitrios Piperoudis, Peter H. Moons, Sam J. Moons, Hidde Elferink, Paul B. White, and Thomas J. Boltje. J. Am. Chem. Soc., 2023, https://doi.org/10.1021/jacs.3c08709
87. Synthesis and Performance of Biobased Surfactants Prepared by the One-Pot Reductive Amination of l-Arabinose and d-Galacturonic Acid. Laura M. Jansen, Kim W. M. van Rijbroek, Pieter C. den Bakker, Dimphna J. Klaassen-Heshof, Wiert J. B. Kolkman, Niek Venbrux, Vienna Migchielsen, Joost Hutzezon, Wouter B. Lenferink, Sebastian Lücker, Adeline Ranoux, Harry W. C. Raaijmakers, and Thomas J. Boltje ACS.Sustainable Chemistry, 2023, https://doi.org/10.1021/acssuschemeng.3c03753
86. Targeting aberrant sialylation and fucosylation in prostate cancer cells using potent metabolic inhibitors. Margarita Orozco-Moreno, Eline A Visser, Kirsty Hodgson, Agnes L Hipgrave Ederveen, Kayla Bastian, Emily Archer Goode, Özden Öztürk, Johan F A Pijnenborg, Nienke Eerden, Sam J Moons, Emiel Rossing, Ning Wang, Noortje Haan, Christian Büll, Thomas J Boltje, Jennifer Munkley, Glycobiology, 2023, https://doi.org/10.1093/glycob/cwad085
85. Synthesis and Evaluation of Glycosyl Luciferins. Daan Sondag, Frank F. J. de Kleijne, Sam Castermans, Isa Chatzakis, Mark van Geffen, Cornelis van ’t Veer, Waander L. van Heerde, Thomas Jan Boltje, Floris P. J. T. Rutjes. Chemistry a European Journal, 2023, https://doi.org/10.1002/chem.202302547
84. Sialic acid biosynthesis pathway blockade disturbs neuronal network formation in human iPSC-derived excitatory neurons. Rachel Mijdam, Chantal Bijnagte-Schoenmaker, Emma Dyke, Sam J. Moons, Thomas J. Boltje, Nael Nadif Kasri & Dirk J. Lefeber.Journal of Neurochemistry., 2023. https://doi.org/10.1111/jnc.15934
83. Succinic semialdehyde dehydrogenase deficiency in mice and in humans: An untargeted metabolomics perspective. Tessa M. A. Peters, Udo F. H. Engelke, Siebolt de Boer, Joris T. G. Reintjes, Jean-Baptiste Roullet, Sanne Broekman, Erik de Vrieze, Erwin van Wijk, Mirjam M. C. Wamelink, Rafael Artuch, Ivo Barić, Jona Merx, Thomas J. Boltje, Jonathan Martens, Michèl A. A. P. Willemsen, Marcel M. Verbeek, Ron A. Wevers, K. Michael Gibson & Karlien L. M. Coene. J Inherit Metab Dis., 2023. https://doi.org/10.1002/jimd.12657
82. A photoaffinity glycan labeling approach to investigate immunoglobulin glycan binding partners. M D Holborough-Kerkvliet, G Mucignato, S J Moons, V Psomiadou, R S K Konada, N J Pedowitz, M R Pratt, T Kissel, C A M Koeleman, R T N Tjokrodirijo, P A van Veelen, T Huizinga, K A J van Schie, M Wuhrer, J J Kohler, K M Bonger, T J Boltje & R E M Toes. Glycobiology, 2023. https://doi.org/10.1093/glycob/cwad055
81. Engineering the sialome of mammalian cells with sialic acid mimetics. Daniël L.A.H. Hornikx, Eline A. Visser, Venetia Psomiadou, Christian Büll & Thomas J. Boltje. STAR Protocols, 2023. https://doi.org/10.1016/j.xpro.2023.102330
80. Distinguishing Oligosaccharide Isomers Using Far-Infrared Ion Spectroscopy: Identification of Biomarkers for Inborn Errors of Metabolism. Rianne E. van Outersterp, Pieter C. Kooijman, Jona Merx, Udo F.H. Engelke, Nematollah Omidikia, Mei-Lan H. Tonneijck, Kas J. Houthuijs, Giel Berden, Tessa M.A. Peters, Dirk J. Lefeber, Michel A. A. P. Willemsen, Jasmin Mecinovic, Jeroen J. Jansen, Karlien L.M. Coene, Ron A. Wevers, Thomas J. Boltje, Jos Oomens, & Jonathan Martens. Anal. Chem., 2023. https://doi.org/10.1021/acs.analchem.3c00363
79. UV light-induced spatial loss of sialic acid capping using a photoactivatable sialyltransferase inhibitor. Sam J. Moons, Daniël L.A.H. Hornikx, Mikkel M. Andersen, Johan F.A. Pijnenborg, Matteo Calzari, Paul B. White, Yoshiki Narimatsu, Henrik Clausen, Hans H. Wandall, Thomas J. Boltje & Christian Büll. RCS Chem. Biol., 2023. https://doi.org/10.1039/D3CB00006K
78. GlycoCAP: A Cell-Free, Bacterial Glycosylation Platform for Building Clickable Azido-Sialoglycoproteins. Ariel Helms Thames, Sam J. Moons, Derek A. Wong, Thomas J. Boltje, Bruce S. Bochner & Michael C. Jewett. ACS Synth. Biol., 2023. https://doi.org/10.1021/acssynbio.3c00017
77. Identification of global inhibitors of cellular glycosylation. Daniel Madriz Sørensen, Christian Büll, Thomas D. Madsen, Erandi Lira-Navarrete, Thomas Mandel Clausen, Alex E. Clark, Aaron F. Garretson, Richard Karlsson, Johan F. A. Pijnenborg, Xin Yin, Rebecca L. Miller, Sumit K. Chanda, Thomas J. Boltje, Katrine T. Schjoldager, Sergey Y. Vakhrushev, Adnan Halim, Jeffrey D. Esko, Aaron F. Carlin, Ramon Hurtado-Guerrero, Roberto Weigert, Henrik Clausen & Yoshiki Narimatsu. Nat. Commun., 2023. https://doi.org/10.1038/s41467-023-36598-7
2022
76. Activity Sensing of Coagulation and Fibrinolytic Proteases. Daan Sondag, Stijn Verhoeven, Dennis W. P. M. Löwik, Mark van Geffen, Cornelis van ‘t Veer, Waander L. van Heerde, Thomas Jan Boltje, Floris P. J. T. Rutjes. Chem. Eur. J., 2022. https://doi.org/10.1002/chem.202203473
75. Readily Accessible Strained Difunctionalized trans-Cyclooctenes with Fast Click and Release Capabilities. Daan Sondag, Luuk Maartense, Heleen de Jong, Frank F. J. de Kleijne, Dr. Kimberly M. Bonger, Dr. Dennis W. P. M. Löwik, Dr. Thomas J. Boltje, Jan Dommerholt, Dr. Paul B. White, Dr. Daniel Blanco-Ania, Prof. Dr. Floris P. J. T. Rutjes. Chem. Eur. J., 2022. https://doi.org/10.1002/chem.202203375
74. Investigation of in vitro histone H3 glycosylation using H3 tail peptides. Jona Merx, Jordi C. J. Hintzen, Giordano Proietti, Hidde Elferink, Yali Wang, Miriam R. B. Porzberg, Daan Sondag, Nurgül Bilgin, Jin Park, Jasmin Mecinović & Thomas J. Boltje. Scientific Reports, 2022. https://doi.org/10.1039/D2CC04275D
73. Chemical Tools to Track and Perturb the Expression of Sialic acid and Fucose Monosaccharides. Emiel Rossing Johan F. A. Pijnenborg and Thomas J. Boltje. Chemcomm, 2022. https://doi.org/10.1039/D2CC04275D
72. Identification of Δ-1-pyrroline-5-carboxylate derived biomarkers for hyperprolinemia type II. Jona Merx, Rianne E. van Outersterp, Udo F. H. Engelke, Veronique Hendriks, Ron A. Wevers, Marleen C. D. G. Huigen, Huub W. A. H. Waterval, Irene M. L. W. Körver-Keularts, Jasmin Mecinović, Floris P. J. T. Rutjes, Jos Oomens, Karlien L. M. Coene, Jonathan Martens and Thomas J. Boltje. Commun Biol, 2022. https://doi.org/10.1038/s42003-022-03960-2
71. Initial Steps towards Spatiotemporal Signaling through Biomaterials Using Click-to-Release Chemistry. Merel Gansevoort, Jona Merx, Elly M. M. Versteeg, Isidora Vuckovic, Thomas J. Boltje, Toin H. van Kuppevelt and Willeke F. Daamen. Pharmaceutics, 2022. https://doi.org/10.3390/pharmaceutics14101991
70. Polysialic Acid Sustains the Hypoxia-Induced Migration and Undifferentiated State of Human Glioblastoma Cells. Paolo Rosa, Sofia Scibetta, Giuseppe Pepe, Giorgio Mangino, Luca Capocci, Sam J. Moons, Thomas J. Boltje, Francesco Fazi, Vincenzo Petrozza, Alba Di Pardo, Vittorio Maglione and Antonella Calogero. Int. J. Mol. Sci., 2022. https://doi.org/10.3390/ijms23179563
69. Novel CSF biomarkers of GLUT1 deficiency syndrome: implications beyond the brain’s energy deficit. Tessa M. A. Peters, Jona Merx, Pieter C. Kooijman, Marek Noga, Siebolt de Boer, Loes A. van Gemert, Guido Salden, Udo F. H. Engelke, Dirk J. Lefeber, Rianne E. van Outersterp, Giel Berden, Thomas J. Boltje, Rafael Artuch, Leticia Pías, Ángeles García-Cazorla, Ivo Barić, Beat Thöny, Jos Oomens, Jonathan Martens, Ron A. Wevers, Marcel M. Verbeek, Karlien L. M. Coene, Michèl A. A. P. Willemsen. J Inherit Metab Dis., 2022. https://doi.org/10.1002/jimd.12554
68. Competing C-4 and C-5-Acyl Stabilization of Uronic Acid Glycosyl Cations. Hidde Elferink, Wouter A. Remmerswaal, Kas J. Houthuijs, Oscar Jansen, Thomas Hansen, Anouk M. Rijs, Giel Berden, Jonathan Martens, Jos Oomens, Jeroen D. C. Codée and Thomas J. Boltje. Chem. Eur. J., 2022, https://doi.org/10.1002/chem.202201724
67. Selective N-Deacetylation and Functionalization of Aminosugars. Sam J. Moons, Alexander D. Robertson and Thomas J. Boltje. Eur. J. Org. Chem., 2022, https://doi.org/10.1002/ejoc.202200659
66. Stabilization of Glucosyl Dioxolenium Ions by “Dual Participation” of the 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Protection Group for 1,2-cis-Glucosylation. Wouter A. Remmerswaal, Kas J. Houthuijs, Roel van de Ven, Hidde Elferink, Thomas Hansen, Giel Berden, Herman S. Overkleeft, Gijsbert A. van der Marel, Floris P. J. T. Rutjes, Dmitri V. Filippov, Thomas J. Boltje, Jonathan Martens, Jos Oomens, and Jeroen D. C. Codée. J. Org. Chem., 2022, https://doi.org/10.1021/acs.joc.2c00808
65. Luminescent Assay for the Screening of SARS-CoV-2 MPro Inhibitors. Daan Sondag, Jona Merx, Emiel Rossing, Thomas J. Boltje, Dennis W. P. M. Löwik, Frank H. T. Nelissen, Mark van Geffen, Cornelis van ‘t Veer, Waander L. van Heerde and Floris P. J. T. Rutjes. ChemBioChem., 2022, https://doi.org/10.1002/cbic.202200190
64. Characterization of Elusive Reaction Intermediates Using Infrared Ion Spectroscopy: Application to the Experimental Characterization of Glycosyl Cations. Floor ter Braak, Hidde Elferink, Kas J. Houthuijs, Jos Oomens, Jonathan Martens and Thomas J. Boltje. Acc. Chem. Res., 2022, https://doi.org/10.1021/acs.accounts.2c00040
63. Structure−Activity Relationship of Metabolic Sialic Acid Inhibitors and Labeling Reagents. Sam J. Moons, Emiel Rossing, Mathilde A. C. H. Janssen, Torben Heise, Christian Büll, Gosse J. Adema and Thomas J. Boltje. ACS Chem. Biol., 2022, https://doi.org/10.1021/acschembio.1c00868
62. Sialic acid blockade in dendritic cells enhances CD8+ T cell responses by facilitating high-avidity interactions. N. Balneger, L.A.M. Cornelissen, M. Wassink, S. J. Moons, T. J. Boltje, Y. E. Bar-Ephraim, K. K. Das, J. N. Søndergaard, C. Büll and G. J. Adema. Cellular and Molecular Life Sciences, 2022, https://doi.org/10.1007/s00018-021-04027-x
61. Chloromethyl Glycosides as Versatile Synthons to Prepare Glycosyloxymethyl-Prodrugs. Dr. Hidde Elferink, Willem H. C. Titulaer, Maik G. N. Derks, Dr. Gerrit H. Veeneman, Prof. Dr. Floris P. J. T. Rutjes and Dr. Thomas J. Boltje. Chem. Eur. J., 2022, https://doi.org/10.1002/chem.202103910
2021
60. Dynamic tracing of sugar metabolism reveals the mechanisms of action of synthetic sugar analogs. Monique van Scherpenzeel, Federica Conte, Christian Büll, Angel Ashikov, Esther Hermans, Anke Willems, Walinka van Tol, Else Kragt, Ed E. Moret, Torben Heise, Jeroen D. Langereis, Emiel Rossing, Michael Zimmermann, M. Estela Rubio-Gozalbo, Marien I. de Jonge, Gosse J. Adema, Nicola Zamboni, Thomas Boltje and Dirk J. Lefeber. Glycobiology, 2021, https://doi.org/10.1093/glycob/cwab106
59. Characterization of Cyclic N-Acyliminium Ions by Infrared Ion Spectroscopy. Jona Merx, Kas Houthuijs, Hidde Elferink, Eva Witlox, Jasmin Mecinovic, Jos Oomens, Jonathan Martens, Thomas Boltje and Floris P. J. T. Rutjes. Chem. Eur. J., 2021, https://doi.org/10.1039/D1OB02191E
58. Amide-Derived Lysine Analogues as Substrates and Inhibitors of Histone Lysine Methyltransferases and Acetyltransferases. Jordi Hintzen, Jona Merx, Marijn Maas, Sabine Langens, Paul White, Thomas Boltje & Jasmin Mecinović. Org. Biomol. Chem., 2021, https://doi.org/10.1039/D1OB02191E
57. Fluorinated rhamnosides inhibit cellular fucosylation. Johan F. A. Pijnenborg, Emiel Rossing, Jona Merx, Marek J. Noga, Willem H. C. Titulaer, Nienke Eerden, Raisa Veizaj, Paul B. White, Dirk J. Lefeber & Thomas J. Boltje. Nature Communications, 2021, https://doi.org/10.1038/s41467-021-27355-9
56. Metabolite Identification Using Infrared Ion Spectroscopy─Novel Biomarkers for Pyridoxine-Dependent Epilepsy. Rianne E. van Outersterp, Udo F.H. Engelke, Jona Merx, Giel Berden, Mathias Paul, Thomas Thomulka, Albrecht Berkessel, Marleen C.D.G. Huigen, Leo A.J. Kluijtmans, Jasmin Mecinović, Floris P.J.T. Rutjes, Clara D.M. van Karnebeek, Ron A. Wevers, Thomas J. Boltje, Karlien L.M. Coene, Jonathan Martens & Jos Oomens. Anal. Chem, 2021, https://doi/10.1021/acs.analchem.1c02896
55. Sialic acids in gynaecological cancer development and progression: impact on diagnosis and treatment. Anna Y. Berghuis, Johan FA Pijnenborg, Thomas J. Boltje & Johanna MA. Pijnenborg. International Journal of Cancer, 2021, https://doi/10.1002/ijc.33866
54. Characterization of Mannosyl Dioxanium Ions in Solution Using Chemical Exchange Saturation Transfer NMR. Frank F. J. de Kleijne, Hidde Elferink, Sam J. Moons, Paul B. White & Thomas J. Boltje. Angew. Chem. Int. Ed., 2021, https://doi.org/10.1002/anie.202109874
53. Untargeted metabolomics and infrared ion spectroscopy identify biomarkers for pyridoxine-dependent epilepsy. Engelke UF, van Outersterp RE, Merx J, van Geenen FA, van Rooij A, Berden G, Huigen MC, Kluijtmans LA, Peters TM, Al-Shekaili HH & Leavitt BR. The Journal of Clinical Investigation, 2021, https://doi.org/10.1172/JCI148272
52. Sialic acid O-acetylation: From biosynthesis to roles in health and disease. Eline A. Visser, Sam J. Moons, Suzanne B.P.E. Timmermans, Heleen de Jong, Thomas J. Boltje & Christian Büll. Journal of Biological Chemistry, 2021, https://doi.org/10.1016/j.jbc.2021.100906
51. Probing the binding specificities of human Siglecs by cell-based glycan arrays. Christian Büll, Rebecca Nason, Lingbo Sun, Julie Van Coillie, Daniel Madriz Sørensen, Sam J. Moons, Zhang Yang, Steven Arbitman, Steve M. Fernandes, Sanae Furukawa, Ryan McBride, Corwin M. Nycholat, Gosse J. Adema, James C. Paulson, Ronald L. Schnaar, Thomas J. Boltje, Henrik Clausen, & Yoshiki Narimatsu. PNAS, 2021, https://doi.org/10.1021/acs.bioconjchem.1c00194
50. Structure–Activity Relationship of Fluorinated Sialic Acid Inhibitors for Bacterial Sialylation. Sam J. Moons, Emiel Rossing, Jurriaan J. A. Heming, Mathilde A. C. H. Janssen, Monique van Scherpenzeel, Dirk J. Lefeber, Marien I. de Jonge, Jeroen D. Langereis & Thomas J. Boltje. Bioconjugate Chem, 2021, https://doi.org/10.1021/acs.bioconjchem.1c00194
49. Amadori rearrangement product as potential biomarkers for inborn errors of amino-acid metabolism. Rianne E. van Outersterp, Sam J. Moons, Udo F. H. Engelke, Herman Bentlage, Tessa M. A. Peters, Arno van Rooij, Marleen C. D. G. Huigen, Siebolt de Boer, Ed van der Heeft, Leo A. J. Kluijtmans, Clara D. M. van Karnebeek, Ron A. Wevers , Giel Berden, Jos Oomens, Thomas J. Boltje, Karlien L. M. Coene & Jonathan Martens. Communications Biology, 2021, https://doi.org/10.1038/s42003-021-01909-5
2020
48. Fine-tuning of lysine side chain modulates the activity of histone lysine methyltransferases. Abbas H. K. Al Temimi, Jona Merx, Christian J. van Noortwijk, Giordano Proietti, Romano Buijs, Paul B. White, Floris P. J. T. Rutjes, Thomas J. Boltje & Jasmin Mecinović. Scientific Reports, 2020, https://doi.org/10.1038/s41598-020-78331-0
47. Cellular fucosylation inhibitors based on fluorinated fucose‐1‐phosphates. Johan F.A. Pijnenborg, Eline A. Visser, Marek Noga, Emiel Rossing, Raisa Veizaj, Dirk J. Lefeber, Christian Büll, Thomas Jan Boltje. Chem. Eur. J., 2020, https://doi.org/10.1002/chem.202005359
46. Essential Functions of Glycans in Human Epithelia Dissected by a CRISPR-Cas9-Engineered Human Organotypic Skin Model. Sally Dabelsteen, Emil M.H. Pallesen, Irina N. Marinova, Mathias I. Nielsen, Maria Adamopoulou, Troels B. Rømer, Asha Levann, Mikkel M. Andersen, Zilu Ye, David Thein, Eric P. Bennett, Christan Büll, Sam J. Moons, Thomas Boltje, Henrik Clausen, Sergey Y. Vakhrushev, Ieva Bagdonaite, Hans H. Wandall. Developmental Cell, 2020, https://doi.org/10.1016/j.devcel.2020.06.039
45. A comprehensive overview of substrate specificity of glycoside hydrolases and transporters in the small intestine. Hidde Elferink, Jeroen P. J. Bruekers, Gerrit H. Veeneman & Thomas J. Boltje. Cell. Mol. Life Sci., 2020, https://doi.org/10.1007/s00018-020-03564-1.
44. Characterization of glycosyl dioxolenium ions and their role in glycosylation reactions. Thomas Hansen, Hidde Elferink, Jacob M. A. van Hengst, Kas J. Houthuijs, Wouter A. Remmerswaal, Alexandra Kromm, Giel Berden, Stefan van der Vorm, Anouk M. Rijs, Hermen S. Overkleeft, Dmitri V. Filippov, Floris P. J. T. Rutjes, Gijsbert A. van der Marel, Jonathan Martens, Jos Oomens, Jeroen D. C. Codée, Thomas J. Boltje. Nature Communications, 11, 2020, https://doi.org/10.1038/s41467-020-16362-x.
43. Growth on Carbohydrates from Carbonaceous Meteorites Alters the Immunogenicity of Environment-Derived Bacterial Pathogens. Jorge Domínguez-Andrés., Boltje T.J.*, Marc Eleveld., Georgios Renieris., Thomas J. Boltje., Rob J. Mesman., Laura van Niftrik., Sam J. Moons., Petra Rettberg., Jos W.M. van der Meer., Evangelos J. Giamarellos-Bourboulis., Huub J.M. Op den Camp., Marien I. de Jonge., Mihai G. Netea., Astrobiology, 20, 10, 2020, https://doi.org/10.1089/ast.2019.2173.
42. C-2 auxiliaries for stereoselective glycosylation based on common additive functional groups. de Kleijne F. J., Moons S. J., White P. B., Boltje T.J.*, Org. Biomol. Chem. 2020, https://doi.org/10.1039/C9OB02700A.
2019
41. Synthesis and cellular uptake of carbamoylated mannose derivatives. Elferink H., Geurts K., Jue S., MacCormick S., Veeneman G., Boltje T.J.*, Carbohydr. Res. 2019, 15, 67-71.
40. The Glycosylation Mechanisms of 6,3-Uronic Acid Lactones. Elferink H., Mensink. R.A., Castelijns W.W.A., Jansen O., Bruekers J.P.J., Marten J., Oomens J., Rijs A.M.*, Boltje T.J.*, Angew. Chem. Int. Ed., 2019, 58, 8746-8751.
39. Chemoenzymatic Synthesis of Sialic Acid Derivatives Using Immobilized N-Acetylneuraminate Lyase in a Continuous Flow Reactor. Bloemendal V.R.L.J., Moons S.J., Heming J.J.A., Chayua M., Niesink O., van Hest J.C.M., Boltje T.J., Rutjes F.P.J.T.*, Adv. Synth. Catal. Doi.org/10.1002/adsc.201900146.
38. Uptake of sialic acid by non-typeable Haemophilus influenzae increases complement resistance through decreasing IgM-dependent complement activation. Oerlemans M.M.P., Moons S.J., Heming J.J.A, Boltje T.J., de Jonge M.I., Langereis J.D* Infect. Immun. 10.1128/IAI.00077-19
37. A Revised Modular Approach to (-)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki-Miyaura Cross-Coupling Reactions. Bloemendal V.R.L.J., Sondag D., Elferink H., Boltje T.J., van Hest J.C.M., Rutjes F.P.J.T., Eur. J. Org. Chem., 2019, https://doi.org/10.1002/ejoc.201900059.
36. Sialic Acid Glycoengineering Using N-Acetylmannosamine and Sialic Acid Analogues. Moons S.J., Adema G.J., Derks M.T.G.M., Boltje T.J., Bull C., Glycobiology, 2019, 10.1093/glycob/cwz026.
35. α-Selective Glycosylation with β-Sulfonium ions Prepared via Intramolecular Alkylation. Moons S.J., Mensink R.A., Bruekers J.P.J., Vercammen M.L.A., Jansen L.M., Boltje T.J*., J. Org. Chem., 2019, 10.1021/acs.joc.9b00022.
34. Modular Synthesis and Immunological Evaluation of Suspected Allergenic Galactooligosaccharides. Elferink H., Rossing E., Huang C.H., Lee B.W., Cao L., Delsing D.J., Groeneveld A., Boltje T.J*., Org. Biomol. Chem., 2019,10.1039/c9ob00108e.
33. Combined Sialic Acid and HDAC Inhibitor Treatment Upregulates the Neuroblastoma Antigen GD2. van den Bijgaart R.J.E., Kroesen M., Wassink M., Brok I.C., Kers-Rebel E.D., Boons L., Heise T., van Scherpenzeel M., Lefeber D.J., Boltje T.J., van den Brok M.H., Hoogerbrugge P.M., Bull C., Adema G.J.*, J. Biol. Chem., 2019, 10.1074/jbc.RA118.002763.
2018
32. Potent Sialylation Inhibitors Based on C-5 Modified Fluorinated Sialic Acids. Heise T., Pijnenborg J.F.A., Bull C., van Hilten N., Kers-Rebel E.D., Balneger N., Elferink H., Adema G.J.*, Boltje T.J.*, J. Med. Chem., 2018,10.1021/acs.jmedchem.8b01757
31. Selective Inhibition of Sialic Acid-Based Molecular Mimicry in Haemophilus Influenzae Abrogates Serum Resistance. Heise T., Langereis J.D*., Rossing E., de Jonge M.I., Adema G.J., Bull C., Boltje T.J*, Cell. Chem. Biol., 2018, 25, 1-7. https://doi.org/10.1016/j.chembiol.2018.05.018.
30. Direct experimental characterization of glycosyl cations by infrared ion spectroscopy. Elferink H., Severijnen M.E., Martens J., Mensink R.A., Berden G., Oomens J., Rutjes F.P.J.T., Rijs A.M.*, Boltje T.J.*, J. Am. Chem. Soc., 2018, 140, 6034-6038. 10.1021/jacs.8b01236.
29. Sialic acid blockade suppresses tumor growth by enahcning T cell-mediated tumor immunity. Bull C., Boltje T.J., Balneger N., Weicher S.M., van Gemst J.J., Bloemendal V.R.J.L., Boon L., van der Vlag J., Heise T., den Brok M.H., Adema G.J.*, Cancer Res. 2018,10.1158/0008-5472.CAN-17-3376
2017
28. Peptide-appended permethylated β-cyclodextrins with hydrophilic and hydrophobic spacers. Al Temimi A.H.K., Boltje T.J., Zollinger D., Rutjes F.P.J.T., and Feiters M.C.*, Bioconjugate Chem. 2017,10.1021/acs.bioconjchem.7b00319.
27. Advances in stereoselective glycosylation using chiral auxiliaries. R.A. Mensink and T.J. Boltje*, Chemistry a European Journal, 2017, 10.1002/chem.201700908
26. Metabolic Oligosaccharide Engineering with Alkyne Sialic Acids Confers Neuraminidase Resistance and Inhibits Influenza Reproduction. T. Heise, C. Büll, D.M. Beurskens, E. Rossing, M.I. de Jonge, G.J. Adema, T.J. Boltje* and J.D. Langereis*, Bioconjugate Chem. 2017, 10.1021/acs.bioconjchem.7b00224.
25. Steering sialic acid-Siglec interactions of living cells using bioorthogonal chemistry. Christian Büll, Torben Heise, Niek van Hilten, Johan F.A. Pijnenborg, Victor Bloemendal, Lotte Gerrits, Esther D. Kers-Rebel, Tina Ritschel, Martijn H. den Brok, Gosse J. Adema*& Thomas J. Boltje *, Angewandte Chemie, 2017, 56, 3309-3313.
2016
24. Metabolic sialic acid blockade lowers the activation threshold of moDCs for TLR stimulation. Christian Büll, Estel Collado-Camps, Esther D Kers-Rebel, Torben Heise, Jonas N Søndergaard, Martijn H den Brok, Barbara M Schulte, Thomas J Boltje and Gosse J Adema* Immunology and Cell Biology, 2016, 95, 408-415, doi:10.1038/icb.2016.105.
23. A Study on Stereoselective Glycosylations via Sulfonium Ion Intermediates. Mensink R.A., Elferink H., White P.B. Pers, N., Rutjes F.P.J.T., and Boltje T.J.*; European Journal of Organic Chemistry. 2016, 27,4656-4667.
22. Stereoselective beta-Mannosylation via Neighboring Group Participation. Elferink H., Mensink R.A., White P.B. and Boltje T.J.*; Angewandte Chemie International Edition. 2016, 55, 37, 11217-11220, doi:10.1002/anie.201604358.
21. Bioengineered Kidney Tubules Efficiently Excrete Uremic Toxins. Jansen J., Fedecostante M., Wilmer M.J., Peters J.G., Kreuse U.M., van den Broek P.H., Mensink R.A., Boltje T.J., Stamatialis D., Wetzels J.F., van den Heuvel L.P., Hoenderop J.G., Masereeuw R.*. Scientific Reports, 2016, doi:10.1038/srep26715.
20. NANS-mediated synthesis of sialic acid is required for brain and skeletal development. C.D.M. van Karnebeek, L. Bonafé, X-Y. Wen, M.T. Graovac, S. Balzano, B. Royer-Bertrand, A. Ashikov, L. Garavelli, I. Mammi, L. Turolla, C. Breen, D. Donnai, V. Cormier, D. Heron, G. Nishimura, S. Uchikawa, B. Campos-Xavier, A. Rossi, T. Hennet, K. Brand-Arzamendi, J. Rozmus, K. Harshman, B.J. Stevenson, E. Girardi, G. Superti-Furga, T. Dewan, A. Collingridge, J. Halparin, C.J. Ross, M.I. Van Allen, A. Rossi, U.F. Engelke, L.A.J. Kluijtmans, E. van der Heeft, H. Renkema, A. de Brouwer, K. Huijben, F. Zijlstra, T. Heise, T.J. Boltje, W.W. Wasserman, C. Rivolta, S. Unger, D.J. Lefeber, R.A. Wevers & A. Superti-Furga; Nature Genetics 2016, doi:10.1038/ng.3578.
19. Sialic Acid Mimetics to Target the Sialic Acid-Siglec Axis. Büll C., Heise T., Adema G.J.*, Boltje T.J.*; Trends in Biochemical Science. 2016, vol 41, issue 6, 519-531, http://dx.doi.org/10.1016/j.tibs.2016.03.007.
2015
18. Sialic Acid Glycoengineering Using an Unnatural Sialic Acid for the detection of Sialoglycan Biosynthesis Defects and On-Cell Synthesis of Siglec Ligands. Büll C., Heise T., Beurskens D.M.H., Riemersma M., Ashikov A., Rutjes F.P.J.T., van Kuppevelt T.H., Lefeber D.J., den Brok M.H., Adema G.J.*, Boltje T.J.*; Chem. Biol. 2015, 10, 2353-2363.
17. Targeted Delivery of a Sialic Acid-Blocking Glycomimetic to Cancer Cells Inhibits Metastatic Spread. Büll C, Boltje T.J., van Dinther E., Peters T., de Graaf A.M.A., Leusen J.H., Kreutz M., Figdor C.G., den Brok M.H., Adema G.J.*; ACS Nano. 2015, 9, 733-745.
16. Disease Mutations in CMP-Sialic Acid Transporter SLC35A1 Result in Abnormal a-dystroglycan O-Mannosylation, Independent from Sialic Acid. Riemersma M., Sandrock J., Boltje T.J., Büll C., Heise T., Ashikov A., Adema G.J., van Bokhoven J., Lefeber D.J.; Mol. Genet. 2015, 24, 2241-2246.
2013
15. A Divergent Method to Prepare 5-Amino, 5-N-Acetamido and 5-N-Glycolyl Sialosides. Boltje T.J.*, Heise T., Rutjes F.P.J.T., van Delft F.L. J. Org. Chem. 2013, 24, 5257-5261.
14. Targeting Aberrant Sialylation in Cancer Cells Using A Fluorinated Sialic Acid Analogue Impairs Adhesion, Migration and In Vivo Tumor Growth. Büll C, Boltje T.J., Wassink M, de Graaf A.M.A, van Delft F.L., den Brok H., Adema G.J.*; Mol. Cancer Ther. 2013, 12, 1935-1946.
2012
13. Chemical Synthesis and Immunological Evaluation of the Inner-Core Oligosaccharide of Francisella tularensis. Boltje T.J., Zhong W., Park J., Wolfert M.A., Wangxue C, and Boons G.J.*, Am. Chem. Soc. 2012, 134, 14255-14262.
12. The C-2 (S)-(phenylthiomethyl)benzyl Ether: A Highly Selective Chiral Auxiliary for the Stereoselective Synthesis of 1,2-cis Boltje T.J., Benedict R., Boons G.J.*, Carbohydrate Chemistry: Proven Methods, Volume 2, accepted for publication, Editors: Paul Kovac, Jeroen Codée and Gijsbert van der Marel.
2011
11. Diphenylsulfoxide-Trifluoromethanesulfonic Anhydride: a Potent Activator for Thioglycosides. Codée J.D.C., Boltje T.J., van der Marel G.A.*, Carbohydrate Chemistry: Proven Methods, Volume 1, 2011, Editor: Paul Kovac.
10. Stereoelectronic Effects that Determine Oxa-carbenium vs b-Sulfonium Ion Mediated Glycosylation. Boltje T.J., Kim J-H., Park J., Boons G.J.*, Lett. 2011, 13, 284-287.
9. Metal Free Sequential [3+2]-Dipolar Cycloadditions using Cyclooctynes and 1,3-Dipoles of Different Reactivity. Sanders B.C., Friscourt F., Ledin P., Arumugam S., Guo J., Boltje T.J., Popik V., Boons G.J.*, Am. Chem. Soc, 2011, 133, 949-957.
2010
8. Versatile Set of Orthogonal Protecting Groups for the Preparation of Highly Branched Oligosaccharides. Boltje T.J., Li. C., Boons, G.J.*, Org. Lett. 2010, 12, 4636-4639.
7. Chiral-auxiliary-mediated 1,2-cis-glycosylations for the solid-supported synthesis of a biologically important branched a-glucan. Boltje T.J., Kim. J-H., Park. J., Boons. G.J.*, Nature Chemistry. 2010, 2, 552-557.
6. Synthesis and Evaluation of Lipophilic Aza-C-glycosides as Inhibitor of Glucosylceramide Metabolism. T., van den Berg. R.J.B.H.N., Boltje. T.J., et. al. Eur. J. Org. Chem. 2010, 7, 1258-1283.
2009
5. Opportunities and Challenges in Synthetic Oligosaccharide and Glycoconjugate Research. T.J., Buskas. T., Boons. G.J.*, Nature Chemistry. 2009, 1, 611-622.
2008
4. Direct and Stereoselective Synthesis of Alpha-linked 2-Deoxyglycoside. J., Boltje. T.J., Boons. G.J.*, Org. Lett. 2008, 19, 4367-4370.
2007
3. Synthetic Study Toward the PSA1 Tetrasaccharide Repeating Unit. Van den Bos. L.J., Boltje. T.J., Provoost. T., et. al. Letters. 2007, 48, 2697-2700.
2006
2. An Efficient Synthesis of the Natural Tetrahydrofuran Pachastrissamine Starting from d-ribo-phytosphingosine. Van den Berg. R.J.B.H.N., Boltje. T.J., Verhagen C.P., et. al. Org. Chem. 2006, 71, 836-839.
2004
1. Thioglycuronides: Synthesis an Application in the Assembly of Acidic Oligosaccharides. Van den Bos. L.J., Codee. J.D.C., van der Toorn. C., Boltje. T.J., et. al. Org. Lett. 2004, 13, 2165-2168.
