Publications

An overview of publications from the Wennekes Lab is also available here.

*: Corresponding author; #: equally contributing first authors

2015

39)  Hoogenboom, J.; Zuilhof, H.; Wennekes, T.* (2015): Versatile Scope of a Masked Aldehyde Nitrone in 1,3-Dipolar Cycloadditions. Organic Letters 17, 22, 5550 – 5553. http://dx.doi.org/10.1021/acs.orglett.5b02662.

38)  Debrassi, A.; Roeven, E.; Thijssen, S.; Scheres, L.; de Vos, W. M.; Wennekes, T.*; Zuilhof, H.* (2015): Versatile (bio)functionalization of bromo-terminated phosphonate-modified porous aluminum oxide. Langmuir 31, 20, 5633 – 5644. http://dx.doi.org/10.1021/acs.langmuir.5b00853.

37)  van den Berg, R. J.; van Rijssel, E. R.; Ferraz, M. J.; Houben, J.; Strijland, A.; Donker-Koopman, W. E.; Wennekes, T.; Bonger, K. M.; Ghisaidoobe, A. B.; Hoogendoorn, S.; van der Marel, G. A.; Codee, J. D.; Overkleeft, H. S.; Aerts, J. M. (2015): Synthesis and Evaluation of Hybrid Structures Composed of Two Glucosylceramide Synthase Inhibitors. ChemMedChem 10, 12, 2042 – 2062. http://dx.doi.org/10.1002/cmdc.201500407.

36)  Debrassi, A.; de Vos, W. M.; Zuilhof, H.; Wennekes, T.* (2015): Carbohydrate‐presenting self‐assembled monolayers: preparation, analysis, and appliations in microbiology. In Carbohydrate Nanotechnology, Stine, K. J., ed. (Wiley & Sons), pp 1 – 52.

35)  van den Berg, S. A.; Frijns, R. A.; Wennekes, T.*; Zuilhof, H.* (2015): Continuous-Flow Alcohol Protection and Deprotection Reactions Catalyzed by Silica-Supported Sulfonic Acid. Journal of Flow Chemistry 5, 2, 95 – 100. http://dx.doi.org/10.1556/1846.2015.00006.

 

2014

34)  van den Berg, S. A.; Alonso, J. M.; Wadhwa, K.; Franssen, M. C.; Wennekes, T.*; Zuilhof, H.* (2014): Microwave-assisted formation of organic monolayers from 1-alkenes on silicon carbide. Langmuir 30, 35, 10562 – 10565. http://dx.doi.org/10.1021/la502197q.

33)  Ghisaidoobe, A. T.; van den Berg, R. J.; Butt, S. S.; Strijland, A.; Donker-Koopman, W. E.; Scheij, S.; van den Nieuwendijk, A. M.; Koomen, G. J.; van Loevezijn, A.; Leemhuis, M.; Wennekes, T.; van der Stelt, M.; van der Marel, G. A.; van Boeckel, C. A.; Aerts, J. M.; Overkleeft, H. S. (2014): Identification and development of biphenyl substituted iminosugars as improved dual glucosylceramide synthase/neutral glucosylceramidase inhibitors. Journal of Medicinal Chemistry 57, 21, 9096 – 9104. http://dx.doi.org/10.1021/jm501181z.

32)  Bhairamadgi, N. S.; Pujari, S. P.; Trovela, F. G.; Debrassi, A.; Khamis, A. A.; Alonso, J. M.; Al Zahrani, A. A.; Wennekes, T.; Al-Turaif, H. A.; van Rijn, C.; Alhamed, Y. A.; Zuilhof, H. (2014): Hydrolytic and thermal stability of organic monolayers on various inorganic substrates. Langmuir 30, 20, 5829 – 5839. http://dx.doi.org/10.1021/la500533f.

31)  Manova, R. K.; Joshi, S.; Debrassi, A.; Bhairamadgi, N. S.; Roeven, E.; Gagnon, J.; Tahir, M. N.; Claassen, F. W.; Scheres, L. M.; Wennekes, T.; Schroen, K.; van Beek, T. A.; Zuilhof, H.; Nielen, M. W. (2014): Ambient surface analysis of organic monolayers using direct analysis in real time Orbitrap mass spectrometry. Analytical Chemistry 86, 5, 2403 – 2411. http://dx.doi.org/10.1021/ac4031626.

30)  Debrassi, A.; Ribbera, A.; de Vos, W. M.; Wennekes, T.*; Zuilhof, H.* (2014): Stability of (Bio)Functionalized Porous Aluminum Oxide. Langmuir 30, 5, 1311 – 1320. http://dx.doi.org/10.1021/La403525z.

29)  Branson, T. R.; McAllister, T. E.; Garcia-Hartjes, J.; Fascione, M. A.; Ross, J. F.; Warriner, S. L.; Wennekes, T.; Zuilhof, H.; Turnbull, W. B. (2014): A protein-based pentavalent inhibitor of the cholera toxin B-subunit. Angewandte Chemie-International Edition 53, 32, 8323 – 8327. http://dx.doi.org/10.1002/anie.201404397.

28)  Kallemeijn, W. W.; Witte, M. D.; Wennekes, T.; Aerts, J. M. F. G.; Derek, H. (2014): Chapter 4 – Mechanism-Based Inhibitors of Glycosidases: Design and Applications. In Advances in Carbohydrate Chemistry and Biochemistry. (Academic Press), pp 297 – 338.

27)  van den Berg, S. A.; Tu, J.; Sliedregt, K. M.; Kros, A.; Wennekes, T.*; Zuilhof, H.* (2014): Clickable Mesoporous Silica via Functionalization with 1,ω-Alkenes. Advanced Materials Interfaces 1, 3. http://dx.doi.org/10.1002/admi.201300061.

 

2013

26)  Kim, J. H. #; Resende, R. #; Wennekes, T.#; Chen, H. M. #; Bance, N.; Buchini, S.; Watts, A. G.; Pilling, P.; Streltsov, V. A.; Petric, M.; Liggins, R.; Barrett, S.; McKimm-Breschkin, J. L.; Niikura, M.; Withers, S. G. (2013): Mechanism-Based Covalent Neuraminidase Inhibitors with Broad-Spectrum Influenza Antiviral Activity. Science 340, 6128, 71 – 75. http://dx.doi.org/10.1126/science.1232552.

25)  Garcia-Hartjes, J.; Dommerholt, J.; Wennekes, T.; van Delft, F. L.; Zuilhof, H. (2013): Electronic Effects versus Distortion Energies During Strain-Promoted Alkyne-Azide Cycloadditions: A Theoretical Tool to Predict Reaction Kinetics. European Journal of Organic Chemistry, 18, 3712 – 3720. http://dx.doi.org/10.1002/ejoc.201201627.

24)  Bernardi, A.; Jiménez-Barbero, J.; Casnati, A.; De Castro, C.; Darbre, T.; Fieschi, F.; Finne, J.; Funken, H.; Jaeger, K.-E.; Wennekes T.; Lahmann, M. et al. (2013): Multivalent glycoconjugates as anti-pathogenic agents. Chemical Society Reviews 42, 11, 4709 – 4727. http://dx.doi.org/10.1039/C2CS35408J.

23)  Garcia-Hartjes, J.; Bernardi, S.; Weijers, C. A. G. M.; Wennekes, T.; Gilbert, M.; Sansone, F.; Casnati, A.; Zuilhof, H. (2013): Picomolar inhibition of cholera toxin by a pentavalent ganglioside GM1os-calix[5]arene. Organic & Biomolecular Chemistry 11, 26, 4340 – 4349. http://dx.doi.org/10.1039/C3ob40515j.

22)  Mattarella, M.; Garcia-Hartjes, J.; Wennekes, T.; Zuilhof, H.; Siegel, J. S. (2013): Nanomolar cholera toxin inhibitors based on symmetrical pentavalent ganglioside GM1os-sym-corannulenes. Organic & Biomolecular Chemistry 11, 26, 4333 – 4339. http://dx.doi.org/10.1039/C3ob40438b.

 

2012

21)  Wennekes, T.#; Bonger, K. M.#; Vogel, K.; van den Berg, R. J. B. H. N.; Strijland, A.; Donker-Koopman, W. E.; Aerts, J. M. F. G.; van der Marel, G. A.; Overkleeft, H. S. (2012): The Development of an Aza-C-Glycoside Library Based on a Tandem Staudinger/Aza-Wittig/Ugi Three-Component Reaction. European Journal of Organic Chemistry, 32, 6420 – 6454. http://dx.doi.org/10.1002/ejoc.201200923.

20)  Thompson, A. J.; Williams, R. J.; Hakki, Z.; Alonzi, D. S.; Wennekes, T.; Gloster, T. M.; Songsrirote, K.; Thomas-Oates, J. E.; Wrodnigg, T. M.; Spreitz, J.; Stutz, A. E.; Butters, T. D.; Williams, S. J.; Davies, G. J. (2012): Structural and mechanistic insight into N-glycan processing by endo-alpha-mannosidase. Proceedings of the National Academy of Sciences of the United States of America 109, 3, 781 – 786. http://dx.doi.org/10.1073/pnas.1111482109.

 

2011

19)  van den Berg, R. J. B. H. N.; Wennekes, T.; Ghisaidoobe, A.; Donker-Koopman, W. E.; Strijland, A.; Boot, R. G.; van der Marel, G. A.; Aerts, J. M. F. G.; Overkleeft, H. S. (2011): Assessment of Partially Deoxygenated Deoxynojirimycin Derivatives as Glucosylceramide Synthase Inhibitors. Acs Medicinal Chemistry Letters 2, 7, 519 – 522. http://dx.doi.org/10.1021/Ml200050s.

18)  Aerts, J. M.; Boot, R. G.; van Eijk, M.; Groener, J.; Bijl, N.; Lombardo, E.; Bietrix, F. M.; Dekker, N.; Groen, A. K.; Ottenhoff, R.; van Roomen, C.; Aten, J.; Serlie, M.; Langeveld, M.; Wennekes, T.; Overkleeft, H. S. (2011): Glycosphingolipids and Insulin Resistance. Sphingolipids and Metabolic Disease 721, 99 – 119. http://dx.doi.org/10.1007/978-1-4614-0650-1.

17)  Dekker, N.; Voorn-Brouwer, T.; Verhoek, M.; Wennekes, T.; Narayan, R. S.; Speijer, D.; Hollak, C. E.; Overkleeft, H. S.; Boot, R. G.; Aerts, J. M. (2011): The cytosolic β-glucosidase GBA3 does not influence type 1 Gaucher disease manifestation. Blood Cells, Molecules, and Diseases 46, 1, 19 – 26. http://dx.doi.org/10.1016/j.bcmd.2010.07.009.

16)  Pukin, A. V.; Florack, D. E. A.; Brochu, D.; van Lagen, B.; Visser, G. M.; Wennekes, T.; Gilbert, M.; Zuilhof, H. (2011): Chemoenzymatic synthesis of biotin-appended analogues of gangliosides GM2, GM1, GD1a and GalNAc-GD1a for solid-phase applications and improved ELISA tests. Organic & Biomolecular Chemistry 9, 16, 5809 – 5815. http://dx.doi.org/10.1039/C1ob00009h.

 

2010

15)  Dinkelaar, J.; Duivenvoorden, B. A.; Wennekes, T.; Overkleeft, H. S.; Boot, R. G.; Aerts, J. M. F. G.; Codee, J. D. C.; van der Marel, G. A. (2010): A Preparative Synthesis of Human Chitinase Fluorogenic Substrate (4′-Deoxychitobiosyl)-4-methylumbelliferone. European Journal of Organic Chemistry, 13, 2565 – 2570. http://dx.doi.org/10.1002/ejoc.201000080.

14)  Wennekes, T.; van den Berg, R. J. B. H. N.; Boltje, T. J.; Donker-Koopman, W. E.; Kuijper, B.; van der Marel, G. A.; Strijland, A.; Verhagen, C. P.; Aerts, J. M. F. G.; Overkleeft, H. S. (2010): Synthesis and Evaluation of Lipophilic Aza-C-glycosides as Inhibitors of Glucosylceramide Metabolism. European Journal of Organic Chemistry, 7, 1258 – 1283. http://dx.doi.org/10.1002/ejoc.200901208.

13)  Wennekes, T.; Meijer, A. J.; Groen, A. K.; Boot, R. G.; Groener, J. E.; van Eijk, M.; Ottenhoff, R.; Bijl, N.; Ghauharali, K.; Song, H.; O’Shea, T. J.; Liu, H. L.; Yew, N.; Copeland, D.; van den Berg, R. J.; van der Marel, G. A.; Overkleeft, H. S.; Aerts, J. M. (2010): Dual-Action Lipophilic Iminosugar Improves Glycemic Control in Obese Rodents by Reduction of Visceral Glycosphingolipids and Buffering of Carbohydrate Assimilation. Journal of Medicinal Chemistry 53, 2, 689 – 698. http://dx.doi.org/10.1021/Jm901281m.

12)  Goddard-Borger, E. D.; Wennekes, T.; Withers, S. G. (2010): MOLECULAR PROBES Getting lucky in the lysosome. Nature Chemical Biology 6, 12, 881 – 883. http://dx.doi.org/10.1038/Nchembio.470.

 

2009

11)  Wennekes, T.; van den Berg, R. J. B. H. N.; Bonger, K. M.; Donker-Koopman, W. E.; Ghisaidoobe, A.; van der Marel, G. A.; Strijland, A.; Aerts, J. M. F. G.; Overkleeft, H. S. (2009): Synthesis and evaluation of dimeric lipophilic iminosugars as inhibitors of glucosylceramide metabolism. Tetrahedron-Asymmetry 20, 6-8, 836 – 846. http://dx.doi.org/10.1016/j.tetasy.2009.02.043.

10)  Wennekes, T.; van den Berg, R. J. B. H. N.; Boot, R. G.; van der Marel, G. A.; Overkleeft, H. S.; Aerts, J. M. F. G. (2009): Glycosphingolipids-Nature, Function, and Pharmacological Modulation. Angewandte Chemie-International Edition 48, 47, 8848 – 8869. http://dx.doi.org/10.1002/anie.200902620.

 

2008

9)    Wennekes, T.; Lang, B.; Leeman, M.; van der Marel, G. A.; Smits, E.; Weber, M.; van Wiltenburg, J.; Wolberg, M.; Aerts, J. M. F. G.; Overkleeft, H. S. (2008): Large-scale synthesis of the glucosylceramide synthase inhibitor N[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin. Organic Process Research & Development 12, 3, 414 – 423. http://dx.doi.org/10.1021/Op700295x.

8)    Bonger, K. M.#; Wennekes, T.#; Filippov, D. V.; Lodder, G.; van der Marel, G. A.; Overkleeft, H. S. (2008): The effect of Lewis acids on the stereochemistry in the Ugi three-component reaction with D-lyxo-pyrroline. European Journal of Organic Chemistry 2008, 21, 3678 – 3688. http://dx.doi.org/10.1002/ejoc.200800340.

 

2007

7)    Aerts, J. M.; Ottenhoff, R.; Powlson, A. S.; Grefhorst, A.; van Eijk, M.; Dubbelhuis, P. F.; Aten, J.; Kuipers, F.; Serlie, M. J.; Wennekes, T.; Sethi, J. K.; O’Rahilly, S.; Overkleeft, H. S. (2007): Pharmacological inhibition of glucosylceramide synthase enhances insulin sensitivity. Diabetes 56, 5, 1341 – 1349. http://dx.doi.org/10.2337/Db06-1619.

6)    Bussink, A. P.; van Swieten, P. F.; Ghauharali, K.; Scheij, S.; van Eijk, M.; Wennekes, T.; van der Marel, G. A.; Boot, R. G.; Aerts, J. M.; Overkleeft, H. S. (2007): N-azidoacetylmannosamine-mediated chemical tagging of gangliosides. Journal of Lipid Research 48, 6, 1417 – 1421. http://dx.doi.org/10.1194/jlr.C700006-JLR200.

5)    Boot, R. G.; Verhoek, M.; Donker-Koopman, W.; Strijland, A.; van Marle, J.; Overkleeft, H. S.; Wennekes, T.; Aerts, J. M. F. G. (2007): Identification of the non-lysosomal glucosylceramidase as beta-glucosidase 2. Journal of Biological Chemistry 282, 2, 1305 – 1312. http://dx.doi.org/10.1074/jbc.M610544200.

4)    Wennekes, T.; van den Berg, R. J. B. H. N.; Donker, W.; van der Marel, G. A.; Donker, W.; van der Marel, G. A.; Strijland, A.; Aerts, J. M. F. G.; Overkleeft, H. S. (2007): Development of adamantan-1-yl-methoxy-functionalized 1-deoxynojirimycin derivatives as selective inhibitors of glucosylceramide metabolism in man. Journal of Organic Chemistry 72, 4, 1088 – 1097. http://dx.doi.org/10.1021/Jo061280p.

 

2006

3)    Bonger, K. M.#; Wennekes, T.#; de Lavoir, S. V. P.; Esposito, D.; den Berg, R. J. B. H. N.; Litjens, R. E. J. N.; van der Marel, G. A.; Overkleeft, H. S. (2006): Transformation of carbohydrate derived 4-azidopentanals into highly functionalized pyrrolidines Via a tandem Staudinger/aza-Wittig/Ugi multicomponent reaction. Qsar & Combinatorial Science 25, 5-6, 491 – 503. http://dx.doi.org/10.1002/qsar.200540198.

 

2004

2)    Verhelst, S. H. L.; Magnee, M. E.; Wennekes, T.; Wiedenhof, W.; van der Marel, G. A.; Overkleeft, H. S.; van Boeckel, C. A. A.; van Boom, J. H. (2004): Glycosylation of cyclitols: Synthesis of neamine-type aminoglycosides. European Journal of Organic Chemistry, 11, 2404 – 2410. http://dx.doi.org/10.1002/ejoc.200400020.

1)    Verhelst, S. H. L.; Wennekes, T.; van der Marel, G. A.; Overkleeft, H. S.; van Boeckel, C. A. A.; van Boom, J. H. (2004): Synthesis of orthogonally protected 2-deoxystreptamine stereoisomers. Tetrahedron 60, 12, 2813 – 2822. http://dx.doi.org/10.1016/j.tet.2004.01.063.

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