Ing. A.J. (Arwin) Brouwer

Onderzoeks- en onderwijsmedewerker
Chemical Biology and Drug Discovery
a.j.brouwer@uu.nl

Publicaties

2021

Wetenschappelijke publicaties

Schuurmans, C. C. L., Brouwer, A. J., Jong, J. A. W., Boons, G-J. P. H., Hennink, W. E., & Vermonden, T. (2021). Hydrolytic (In)stability of Methacrylate Esters in Covalently Cross-Linked Hydrogels Based on Chondroitin Sulfate and Hyaluronic Acid Methacrylate. ACS Omega, 6(40), 26302-26310. https://doi.org/10.1021/acsomega.1c03395

2020

Wetenschappelijke publicaties

Verpalen, E. C. J. M., Brouwer, A. J., & Boons, G. J. (2020). Synthesis of monophosphoryl lipid A using 2-naphtylmethyl ethers as permanent protecting groups. Carbohydrate Research, 498, [108152]. https://doi.org/10.1016/j.carres.2020.108152

2018

Wetenschappelijke publicaties

Guardiola, S., Prades, R., Mendieta, L., Brouwer, A. J., Streefkerk, J., Nevola, L., Tarragó, T., Liskamp, R. M. J., & Giralt, E. (2018). Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics. Cell Chemical Biology, 25(8), 1031-1037.e4. https://doi.org/10.1016/j.chembiol.2018.04.013
Artschwager, R., Ward, D. J., Gannon, S., Brouwer, A. J., van de Langemheen, H., Kowalski, H., & Liskamp, R. M. J. (2018). Potent and Highly Selective Inhibitors of the Proteasome Trypsin-like Site by Incorporation of Basic Side Chain Containing Amino Acid Derived Sulfonyl Fluorides. Journal of Medicinal Chemistry, 61(12), 5395-5411. https://doi.org/10.1021/acs.jmedchem.8b00685

2017

Wetenschappelijke publicaties

Shi, J., Tomašič, T., Sharif, S., Brouwer, A. J., Anderluh, M., Ruijtenbeek, R., & Pieters, R. J. (2017). Peptide Microarray Analysis of the Cross-talk Between O-GlcNAcylation and Tyrosine Phosphorylation. FEBS Letters, 591(13), 1872-1883. https://doi.org/10.1002/1873-3468.12708

2016

Wetenschappelijke publicaties

Brouwer, A. J., Herrero Álvarez, N., Ciaffoni, A., van de Langemheen, H., & Liskamp, R. M. J. (2016). Proteasome inhibition by new dual warhead containing peptido vinyl sulfonyl fluorides. Bioorganic and Medicinal Chemistry, 24(16), 3429-3435. https://doi.org/10.1016/j.bmc.2016.05.042

2015

Wetenschappelijke publicaties

Pukin, A. V., Brouwer, A. J., Koomen, L., Quarles van Ufford, H. C., Kemmink, J., de Mol, N. J., & Pieters, R. J. (2015). Thiourea-based spacers in potent divalent inhibitors of Pseudomonas aeruginosa virulence lectin LecA. Organic & Biomolecular Chemistry, 13(44), 10923-10928. https://doi.org/10.1039/c5ob01452b

2014

Wetenschappelijke publicaties

Brouwer, A. J., Van De Langemheen, H., & Liskamp, R. M. J. (2014). Expedient synthesis of a novel asymmetric selectively deprotectable derivative of the ATAC scaffold. Tetrahedron, 70(26), 4002-4007. https://doi.org/10.1016/j.tet.2014.04.084
Brouwer, A. J., van de Langemheen, H., Ciaffoni, A., Schilder, K. E., & Liskamp, R. M. J. (2014). Synthesis of the TACO scaffold as a new selectively deprotectable conformationally restricted triazacyclophane based scaffold. Organic Letters, 16(11), 3106-3109. https://doi.org/10.1021/ol5012218
Dubiella, C., Cui, H., Gersch, M., Brouwer, A. J., Sieber, S. A., Krüger, A., Liskamp, R. M. J., & Groll, M. (2014). Selective inhibition of the immunoproteasome by ligand-induced crosslinking of the active site. Angewandte Chemie-International Edition, 53(44), 11969-11973. https://doi.org/10.1002/anie.201406964

2013

Wetenschappelijke publicaties

Vosyka, O., Vinothkumar, K. R., Wolf, E. V., Brouwer, A. J., Liskamp, R. M. J., & Verhelst, S. H. L. (2013). Activity-based probes for rhomboid proteases discovered in a mass spectrometry-based assay. Proceedings of the National Academy of Sciences of the United States of America, 110, 2472-2477. https://doi.org/10.1073/pnas.1215076110
Tschan, S., Brouwer, A. J., Werkhoven, P. R., Jonker, A. M., Wagner, L., Knittel, S., Aminake, M. N., Pradel, G., Joanny, F., Liskamp, R. M. J., & Mordmuller, B. (2013). Broad-spectrum antimalarial activity of peptido sulfonyl fluorides, a new class of proteasome inhibitors. Antimicrobial Agents and Chemotherapy, 57, 3576-3584. https://doi.org/10.1128/AAC.00742-12
Mulder, G. E., Quarles van Ufford, H. C., van Ameijde, J., Brouwer, A. J., Kruijtzer, J. A. W., & Liskamp, R. M. J. (2013). Scaffold optimization in discontinuous epitope containing protein mimics of gp120 using smart librariers. Organic & Biomolecular Chemistry, 11, 2676-2684. https://doi.org/10.1039/c3ob27470e

2012

Wetenschappelijke publicaties

Brouwer, A. J., Jonker, A., Werkhoven, P., Kuo, E., Li, N., Gallastegui, N., Kemmink, J., Florea, B. I., Groll, M., Overkleeft, H. S., & Liskamp, R. M. J. (2012). Peptido sulfonyl fluorides as new powerful proteasome inhibitors. Journal of Medicinal Chemistry, 55(24), 10995-11003. https://doi.org/10.1021/jm301443r
van de Langemheen, W., Brouwer, A. J., Kemmink, J., Kruijtzer, J. A. W., & Liskamp, R. M. J. (2012). Synthesis of cyclic peptides containing a thioester handle for native chemical ligation. Journal of Organic Chemistry, 77, 10058-10064.

2011

Wetenschappelijke publicaties

Brouwer, A. J., & Liskamp, R. M. J. (2011). A simple large-scale synthesis of Cbz-protected taurylsulfonyl azide. Synlett, 15, 2228-2230.
Brouwer, A. J., Ceylan, T., Jonker, A. M., van der Linden, T., & Liskamp, R. M. J. (2011). Synthesis and biological evaluation of novel irreversible serine protease inhibitors using amino acid based sulfonyl fluorides as an electrophilic trap. Bioorganic & Medicinal Chemistry, 19, 2397-2406.

2010

Wetenschappelijke publicaties

Rijkers, D. T. S., Merkx, R., Yim, C-B., Brouwer, A. J., & Liskamp, R. M. J. (2010). 'Sulfo-click' for ligation as well as for site-specific conjugation with peptides, fluorophores, and metal chelators. Journal of Peptide Science, 16(1), 1-5. https://doi.org/10.1002/psc.1197

Overige resultaten

Liskamp, R. M. J., Yim, C. B., Merkx, N. S. M., Elgersma, R. C., van Dijk, M., Brouwer, A. J., Boerman, O., van Nostrum, C. F., Hennink, W. E., Pieters, R. J., Kruijtzer, J. A. W., & Rijkers, D. T. S. (2010). Click chemistry in the synthesis of large peptide molecular constructs and peptide-based polymers. 27-28. Abstract from Unknown event.

2009

Wetenschappelijke publicaties

Brouwer, A. J., Ceylan, T., van der Linden, T., & Liskamp, R. M. J. (2009). Synthesis of beta-aminoethanesulfonyl fluorides or 2-substituted taurine sulfonyl fluorides as potential protease inhibitors. Tetrahedron Letters, 50, 3391-3393.

2008

Wetenschappelijke publicaties

Brouwer, A. J., Elgersma, R. C., Jagodzinska, M., Rijkers, D. T. S., & Liskamp, R. M. J. (2008). Delayed fibril formation of amylin(20-29) by incorporation of alkene dipeptidosulfonamide isosteres obtained by solid phase olefin cross metathesis. Bioorganic and Medicinal Chemistry Letters, 18(1), 78-84. https://doi.org/10.1016/j.bmcl.2007.11.009
Brouwer, A. J., Elgersma, R. C., Jagodzinska, M., Rijkers, D. T. S., & Liskamp, R. M. J. (2008). Delayed frbril formation of amylin(20-29) by incorporation of alkene dipeptidosulfonamide isosteres obtained by solid phase olefin cross metathesis. Bioorganic & Medicinal Chemistry Letters, 18, 78-84.

Overige resultaten

Brouwer, A. J., Elgersma, R. C., Rijkers, D. T. S., & Liskamp, R. M. J. (2008). Solid phase synthesis of alkene dipeptidosulfonamide isosteres using olefin cross metathesis and the incorporation into amyloidogenic amylin(20-29). 13. Abstract from The 30th European Peptide Symposium.

2007

Wetenschappelijke publicaties

Dijkgraaf, I., Rijnders, A. Y., Soede, A., Dechesne, A. C., van Esse, G. W., Brouwer, A. J., Corstens, F. H., Boerman, O. C., Rijkers, D. T. S., & Liskamp, R. M. J. (2007). Synthesis of DOTA-conjugated multivalent cyclic-RGD peptide dendrimers via 1,3-dipolar cycloaddition and their biological evaluation: implications for tumor targeting and tumor imaging purposes. Organic & Biomolecular Chemistry, 5, 935-944.
Brouwer, A. J., Bunschoten, A., & Liskamp, R. M. J. (2007). Synthesis and evaluation of chloromethyl sulfoxides as a new class of selective irreversible cysteine protease inhibitors. Bioorganic & Medicinal Chemistry, 15, 6985-6993.

2006

Wetenschappelijke publicaties

Brouwer, A. J., Merkx, R., Dabrowska, K., Rijkers, D. T. S., & Liskamp, R. M. J. (2006). Synthesis and applications of β-aminoethanesulfonyl azides. Synthesis, (3), 455-460. https://doi.org/10.1055/s-2006-926273
Elgersma, R. C., Meijneke, T., De Jong, R., Brouwer, A. J., Posthuma, G., Rijkers, D. T. S., & Liskamp, R. M. J. (2006). Synthesis and structural investigations of N-alkylated β-peptidosulfonamide-peptide hybrids of the amyloidogenic amylin(20-29) sequence: Implications of supramolecular folding for the design of peptide-based bionanomaterials. Organic and Biomolecular Chemistry, 4(19), 3587-3597. https://doi.org/10.1039/b606875h
Elgersma, R. C., Meijneke, T., de Jong, R., Brouwer, A. J., Posthuma, G., Rijkers, D. T. S., & Liskamp, R. M. J. (2006). Synthesis and structural investigations of N-alkylated ß-peptidosulfonamide-peptode hybrids of the amyloidogenic amylin(20-29) sequence: implications of supramolecular folding for the design of peptide-based bionanomaterials. Organic & Biomolecular Chemistry, 4, 3587-3597.
Brouwer, A. J., Merkx, N. S. M., Dabrowska, K., Rijkers, D. T. S., & Liskamp, R. M. J. (2006). Synthesis and applications of ß-aminoethanesulfonyl azides. Synthesis-Stuttgart, (3), 455-460.

2005

Wetenschappelijke publicaties

Joosten, J. A. F., Tholen, N. T. H., Ait El Maate, F., Brouwer, A. J., Wilma Van Esse, G., Rijkers, D. T. S., Liskamp, R. M. J., & Pieters, R. J. (2005). High-yielding microwave-assisted synthesis of triazole-linked glycodendrimers by copper-catalyzed [3+2] cycloaddition. European Journal of Organic Chemistry, (15), 3182-3185. https://doi.org/10.1002/ejoc.200500216
Merkx, R., Brouwer, A. J., Rijkers, D. T. S., & Liskamp, R. M. J. (2005). Highly efficient coupling of β-substituted aminoethane sulfonyl azides with thio acids, toward a new chemical ligation reaction. Organic Letters, 7(6), 1125-1128. https://doi.org/10.1021/ol0501119
Rijkers, D. T. S., van Esse, G. W., Merkx, N. S. M., Brouwer, A. J., Jacobs, J. J. F., Pieters, R. J., & Liskamp, R. M. J. (2005). Efficient microwave-assisted synthesis of multivalent dendrimeric peptides using cycloaddition reaction (click) chemistry. Chemical Communications, 4581-4583.
Merkx, N. S. M., Brouwer, A. J., Rijkers, D. T. S., & Liskamp, R. M. J. (2005). Highly efficient coupling of ß-substituted aminoethane sulfonyl azides with thio acids, toward a new chemical ligation reaction. Organic Letters, 7, 1125-1128.
Joosten, J. A. F., Tholen, N. T. H., ait el Maate, F., Brouwer, A. J., van Esse, G. W., Rijkers, D. T. S., Liskamp, R. M. J., & Pieters, R. J. (2005). High-yielding microwave-assisted synthesis of triazole-linked glycodendrimers via copper-catalyzed [3+2] cycloaddition. European Journal of Organic Chemistry, 3182-3185.
Brouwer, A. J., & Liskamp, R. M. J. (2005). Synthesis of novel dendrimeric systems containing NLO ligands. European Journal of Organic Chemistry, 487-495.

Overige resultaten

Liskamp, R. M. J., Rijkers, D. T. S., Pieters, R. J., Brouwer, A. J., & Joosten, J. A. F. (2005). Dendrimers multivalenty substituted with active groups as pharmaceutical or diagnostic agents. (Patent No. 05076421.6).

2004

Wetenschappelijke publicaties

Monnee, M. C. F., Brouwer, A. J., & Liskamp, R. M. J. (2004). Synthesis, screening and evaluation of a combined library of tweezer- and tripodal synthetic receptors. QSAR & Combinatorial Science, 23, 546-559.
Brouwer, A. J., & Liskamp, R. M. J. (2004). Synthesis of cyclic peptidosulfonamides by ring-closing metathesis. Journal of Organic Chemistry, 69, 3662-3668.

2001

Wetenschappelijke publicaties

Brouwer, A. J., Mulders, S. J. E., & Liskamp, R. M. J. (2001). Convergent synthesis and diversity of amino acid based dendrimers. European Journal of Organic Chemistry, 1903-1915.
Monnee, M. C. F., Brouwer, A. J., Verbeek, L. M., van Wageningen, A. M. A., & Liskamp, R. M. J. (2001). Bio-inspired synthetic receptor molecules towards mimicry of Vancomycin. Bioorganic & Medicinal Chemistry Letters, 11, 1521-1525.

Overige resultaten

Liskamp, R. M. J., Kruijtzer, J. A. W., Hofmeyer, L. J. F., Boeijen, A., Brouwer, A. J., & Monnee, M. C. F. (Accepted/In press). Peptide transformation and synthesis of oligopeptidomimetics. Abstract from Unknown event, Asilomar, USA.

2000

Wetenschappelijke publicaties

Brouwer, A. J., van der Linden, H. J., & Liskamp, R. M. J. (2000). Combinatorial chemistry for ligand development in catalysis: synthesis and catalysis screening of peptidosulfonamide tweezers on the solid phase. European Journal of Organic Chemistry, 65, 1750-1757.
Monnee, M. C. F., Marijne, M. F., Brouwer, A. J., & Liskamp, R. M. J. (2000). A practical solid phase synthesis of oligopeptidosulfonamide foldamers. Tetrahedron Letters, 41, 7991-7995.
Brouwer, A. J., Monnee, M. C. F., & Liskamp, R. M. J. (2000). An efficient synthesis of N-protected beta-aminoethanesulfonyl chlorides: versatile building blocks for the synthesis of oligopeptidosulfonamides. Synthesis-Stuttgart, 11, 1579-1584.

1999

Wetenschappelijke publicaties

Gossage, R. A., Jastrzebski, J. T. B. H., Van Ameijde, J., Mulders, S. J. E., Brouwer, A. J., Liskamp, R. M. J., & Van Koten, G. (1999). Synthesis and catalytic application of amino acid based dendritic macromolecules. Tetrahedron Letters, 40(7), 1413-1416. https://doi.org/10.1016/S0040-4039(98)02622-7

1998

Wetenschappelijke publicaties

Löwik, D. W. P. M., Weingarten, M. D., Broekema, M., Brouwer, A. J., Still, W. C., & Liskamp, R. M. J. (1998). Tweezers with different bite: increasing the affinity of synthetic receptors by varying the hinge part. Angewandte Chemie-International Edition, 37, 1846-1850.
Mulders, S. J. E., Brouwer, A. J., Kimkes, P., Sudhölter, E. J. R., & Liskamp, R. M. J. (1998). Sizing of amino acid based dendrimers in Langmuir monolayers. Journal of the Chemical Society. Perkin transactions II, physical organic chemistry, 1535-1538.

1997

Wetenschappelijke publicaties

Mulders, S. J. E., Brouwer, A. J., Meer, P. G. J., & Liskamp, R. M. J. (1997). Synthesis of a novel amino acid based dendrimer. Tetrahedron Letters, 38, 631-634.
Mulders, S. J. E., Brouwer, A. J., & Liskamp, R. M. J. (1997). Molecular diversity of novel amino acid based dendrimers. Tetrahedron Letters, 38, 3085-3088.

1996

Overige resultaten

Mulders, S. J. E., Brouwer, A. J., & Liskamp, R. M. J. (1996). Synthsis of dendrimers. 296-296. Abstract from Unknown event, Asilomar, USA.