TU LogoTechnische Universität Wien

Group Leader

Hannes MIKULA
Dipl.-Ing. Dr.techn.

Address:
Institute of Applied Synthetic Chemistry, TU Wien
Getreidemarkt 9
1060 Vienna
Austria

Contact:
phone: +43-1-58801-163721
hannes.mikula@tuwien.ac.at

PUBLICATIONS

[*corresponding author, #equal contributions]

ORCID

2020

Schwarz, M.; Skrinjar, P.; Fink, M.; Kronister, S.; Mechtler, T.; Koukos, P. I.; Bonvin, A.; Kasper, D.; Mikula, H.*, A click-flipped enzyme substrate boosts the performance of the diagnostic screening for Hunter syndrome.
Chem. Sci. 202011, 12671-12676, doi: 10.1039/D0SC04696E

Wilkovitsch, M.; Haider, M.; Sohr, B.; Herrmann, B.; Klubnick, J.; Weissleder, R.; Carlson, J. C. T.; Mikula, H.*, A Cleavable C2-Symmetric trans-Cyclooctene Enables Fast and Complete Bioorthogonal Disassembly of Molecular Probes.
J. Am. Chem. Soc. 2020, 142, 19132-19141, doi: 10.1021/jacs.0c07922.

Colón-Berríos, A. R.; McGinn, C. K.; Cavallari, M. R.; Bahamonde, J. A.; Yelavik, N.; Mikula, H.; Bintinger, J.; Kymissis, I., Improved Cyclohexanone Vapor Detection via Gravimetric Sensing.
IEEE J. Microelectromech. S. 2020, 5, 1253-1263, doi: 10.1109/JMEMS.2020.3010463

Johann, K.; Svatunek, D.; Seidl, C.; Rizzelli, S.; Bauer, T. A.; Braun, L.; Koynov, K.; Mikula, H.; Barz, M., Tetrazine- and trans-cyclooctene-functionalised polypept(o)ides for fast bioorthogonal tetrazine ligation.
Polymer Chem. 2020, 11, 4396-4407, doi: 10.1039/D0PY00375A

Pavicich, M. A.; De Boevre, M.; Vidal, A.; Iturmendi, F.; Mikula, H.; Warth, B.; Marko, D.; De Saeger, S.; Patriarca, A., Fate of free and modified Alternaria mycotoxins during the production of apple concentrates.
Food Control 2020, 118, 107388, doi: 10.1016/j.foodcont.2020.107388

Stéen, E. J. L.; Jørgensen, J. T.; Johann, K.; Nørregaard, K.; Sohr, B.; Svatunek, D.; Birke, A.; Shalgunov, V.; Edem, P. E.; Rossin, R.; Seidl, C.; Schmid, F.; Robillard, M. S.; Kristensen, J. L.; Mikula, H.; Barz, M.; Kjær, A.; Herth, M. M., Trans-Cyclooctene-Functionalized PeptoBrushes with Improved Reaction Kinetics of the Tetrazine Ligation for Pretargeted Nuclear Imaging. 
ACS Nano 2020, 14, 568-584, doi: 10.1021/acsnano.9b06905

Svatunek, D.; Eilenberger, G.; Denk, C.; Lumpi, D.; Hametner, C.; Allmaier, G.; Mikula, H.*, Live Monitoring of Strain‐Promoted Azide Alkyne Cycloadditions in Complex Reaction Environments by Inline ATR‐IR Spectroscopy.
Chem. Eur. J. 2020, 26, 9851-9854 (Young Chemists Issue), doi: 10.1002/chem.201905478

2019

Weber, J.; Svatunek, D.; Tegl, G.; Hametner, C.; Kosma, P.; Mikula, H.*, 2-O-Benzyloxycarbonyl protected glycosyl donors: a revival of carbonate-mediated anchimeric assistance for diastereoselective glycosylation.
Chem. Commun. 201955, 12543-12546, doi: 10.1039/C9CC07194F

Kramer, S.; Svatunek, D.; Alberg, I.; Gräfen, B.; Schmitt, S.; Braun, L.; van Onzen, A. H. A. M.; Rossin, R.; Koynov, K.; Mikula, H.; Zentel, R., HPMA-Based Nanoparticles for Fast, Bioorthogonal iEDDA Ligation.
Biomacromolecules 201920, 3786-3797, doi: 10.1021/acs.biomac.9b00868 

Denk, C.; Wilkovitsch, M.; Aneheim, E.; Herth, M. M.; Jensen, H.; Lindegren, H.; Mikula, H.*, Multifunctional clickable reagents for rapid bioorthogonal astatination and radio-crosslinking.
ChemPlusChem 201984, 775-778 (Early Career Series), doi: 10.1002/cplu.201900114

Rosecker, V.; Denk, C.; Maurer, M.; Wilkovitsch, M.; Mairinger, S.; Wanek, T.; Mikula, H.*, Cross‐Isotopic Bioorthogonal Tools as Molecular Twins for Radiotheranostic Applications.
ChemBioChem 2019, 20, 1530-1535 (ChemBioTalents issue), doi: 10.1002/cbic.201900042

Levandowski, B. J.#; Svatunek, D.#; Sohr, B.; Mikula, H.; Houk, K. N., Secondary Orbital Interactions Enhance the Reactivity of Alkynes in Diels-Alder Cycloadditions.
J. Am. Chem. Soc. 2019141, 2224-2227, doi: 10.1021/jacs.8b13088

Svatunek, D.; Houszka, N.; Hamlin, T. A.; Bickelhaupt, F. M.; Mikula, H.*, Chemoselectivity of Tertiary Azides in Strain-Promoted Alkyne-Azide Cycloadditions.
Chem. Eur. J. 201925, 754-758, doi: 10.1002/chem.201805215

Stéen, E. J. L.; Shalgunov, V.; Denk, C.; Mikula, H.; Kjær, A.; Kristensen, J. L.; Herth, M. M., Convenient Entry to 18F‐Labeled Amines through the Staudinger Reduction.
Eur. J. Org. Chem. 20198, 1722-1725, doi: 10.1002/ejoc.201801457

2018

Skrinjar, P.; Schwarz, M.; Lexmüller, S.; Mechtler, T. P.; Zeyda, M.; Greber-Platzer, S.; Trometer, J.; Kasper, D. C.; Mikula, H.*, Rapid and Modular Assembly of Click Substrates To Assay Enzyme Activity in the Newborn Screening of Lysosomal Storage Disorders.
ACS Cent. Sci. 2018, 4, 1688-1696, doi: 10.1021/acscentsci.8b00668

Miller, M. A.#; Mikula, H.#; Luthria, G.; Li, R.; Kronister, S.; Prytyskach, M.; Kohler, R. H., Mitchison, T.; Weissleder, R., Modular Nanoparticulate Prodrug Design Enables Efficient Treatment of Solid Tumors Using Bioorthogonal Activation.
ACS Nano 2018, 12, 12814-12826, doi: 10.1021/acsnano.8b07954

Pineda, J. J,; Miller, M. A.; Song, Y.; Kuhn, H.; Mikula, H.; Tallapragada, N.; Weissleder, R.; Mitchison, T. J., Site occupancy calibration of taxane pharmacology in live cells and tissues.
PNAS 2018, 115, E11406-E11414, doi: 10.1073/pnas.1800047115

Weber, J.; Krauter, S.; Schwarz, T.; Hametner, C.; Mikula, H.*; (2-Benzyloxyphenyl)acetyl (BnPAc): A Participating Relay Protecting Group for Diastereoselective Glycosylation and the Synthesis of 1,2-trans Glycosyl Esters.
Synlett 2018, 29, 2265-2268, doi: 10.1055/s-0037-1610255

Kronister, S.; Svatunek, D.; Denk, C.; Mikula, H.*, Acylation-Mediated ‘Kinetic Turn-On’ of 3-Amino-1,2,4,5-tetrazines.
Synlett 2018, 29, 1297-1302 (Young Investigator Issue; highlighted in SynForm), doi: 10.1055/s-0036-1591764

Puntscher, H.; Kütt, M. L.; Skrinjar, P.; Mikula, H.; Podlech, J.; Marko, D.; Warth, B., Tracking emerging mycotoxins in food: development of an LC-MS/MS method for free and modified Alternaria toxins.
Anal. Bioanal. Chem. 2018410, 4481-4494, doi: 10.1007/s00216-018-1105-8

Weber, J.; Schwarz, M.; Schiefer, A.; Hametner, C.; Häubl, G.; Fröhlich, J.; Mikula H.*, Chemical Glucosylation of Labile Natural Products Using a (2-Nitrophenyl)acetyl-Protected Glucosyl Acetimidate Donor.
Eur. J. Org. Chem. 201820-21, 2701-2706, doi: 10.1002/ejoc.201800260

Weber, J.; Vaclavikova, M.; Wiesenberger, G.; Haider, M.; Hametner, C.; Fröhlich, J.; Berthiller, F.; Adam, G.; Mikula, H.; Fruhmann, P., Chemical synthesis of culmorin metabolites and their biologic role in culmorin and acetyl-culmorin treated wheat cells.
Org. Biomol. Chem. 201816, 2043-2048, doi: 10.1039/C7OB02460F

Carlson, J. C. T.#; Mikula, H.#; Weissleder, R., Unraveling Tetrazine-Triggered Bioorthogonal Elimination Enables Chemical Tools for Ultrafast Release and Universal Cleavage.
J. Am. Chem. Soc. 2018, 140, 3603-3612, doi: 10.1021/jacs.7b11217

Dellafiora, L.; Warth, B.; Schmidt, V.; Del Favero, G.; Mikula, H.; Fröhlich, J.; Marko, D., An integrated in silico/in vitro approach to assess the xenoestrogenic potential of Alternaria mycotoxins and metabolites.
Food Chem. 2018, 248, 253-261, doi: 10.1016/j.foodchem.2017.12.013

Svatunek, D.; Denk, C.; Mikula, H.*, A computational model to predict the Diels–Alder reactivity of aryl/alkyl-substituted tetrazines.
Chemical Monthly (Monatsh. Chem.) 2018149, 833-837 (invited), doi: 10.1007/s00706-017-2110-x

2015-2017

Weber, J.; Fruhmann, P.; Hametner, C.; Schiessl, A.; Häubl, G.; Fröhlich, J.; Mikula, H.*, Synthesis of isotope labeled deoxynivalenol-15-O-glycosides.
Eur. J. Org. Chem. 2017, 47, 7012-7018, doi: 10.1002/ejoc.201700934

Mikula, H.; Stapleton, S.; Kohler, R. H.; Vinegoni, C.; Weissleder, R., Design and Development of Fluorescent Vemurafenib Analogs for In Vivo Imaging.
Theranostics 2017, 7, 1257-1265, doi: 10.7150/thno.18238

Miller, M. A.; Askevold, B.; Mikula, H.; Kohler, R. H.; Pirovich, D.; Weissleder, R.; Nano-palladium is a cellular catalyst for in vivo chemistry.
Nat. Commun. 2017, 8, 15906, doi: 10.1038/ncomms15906

Denk, C.; Wilkovitsch, M.; Skrinjar, P.; Svatunek, D.; Mairinger, S.; Kuntner, C.; Filip, T.; Fröhlich, J.; Wanek, T.; Mikula, H.*, [18F]Fluoroalkyl azides for rapid radiolabeling and (re)investigation of their potential towards in vivo click chemistry.
Org. Biomol. Chem. 2017, 15, 5976-5982, doi: 10.1039/C7OB00880E

Bintinger, J.; Yang, S.; Fruhmann, P.; Holzer, B.; Stöger, B.; Svirkova, A.; Marchetti-Deschmann, M.; Horkel, E.; Hametner, C.; Fröhlich, J.; Kymissis, I.; Mikula, H., Synthesis, characterization and printing application of alkylated indolo[3,2-b]carbazoles.
Synth. Met. 2017, 228, 9-17, doi: 10.1016/j.synthmet.2017.04.003

Tiessen, C.; Ellmer, D.; Mikula, H.; Pahlke, G.; Warth, B.; Gehrke, H.; Zimmermann, K.; Heiss, E.; Fröhlich, J.; Marko, D., Impact of phase I metabolism on uptake, oxidative stress and genotoxicity of the emerging mycotoxin alternariol and its monomethyl ether in esophageal cells.
Arch. Toxicol. 2017, 91, 1213-1226, doi: 10.1007/s00204-016-1801-0

Meimetis, L. G.; Giedt, R. J.; Mikula, H.; Carlson, J. C.; Kohler, R. H.; Pirovich, D. B.; Weissleder, R., Fluorescent vinblastine probes for live cell imaging.
Chem. Commun. 2016, 52, 9953-9956, doi: 10.1039/c6cc04129a

Denk, C.; Svatunek, D.; Mairinger, S.; Stanek, J.; Filip, T.; Matscheko, D.; Kuntner, C.; Wanek, T.; Mikula, H.*, Design, Synthesis, and Evaluation of a Low-Molecular-Weight 11C-Labeled Tetrazine for Pretargeted PET Imaging Applying Bioorthogonal in Vivo Click Chemistry.
Bioconjugate Chem. 2016, 27, 1707-1712, doi: 10.1021/acs.bioconjchem.6b00234

Svatunek, D.; Denk, C.; Rosecker, V.; Sohr, B.; Hametner, C.; Allmaier, G.; Froehlich, J.; Mikula, H.*, Efficient low-cost preparation of trans-cyclooctenes using a simplified flow setup for photoisomerization.
Monatsh. Chem. (Chemical Monthly) 2016, 147, 579-585 (invited), doi: 10.1007/s00706-016-1668-z

Walravens, J.; Mikula, H.; Rychlik, M.; Asam, S.; Devos, T.; Njumbe Ediage, E.; Diana Di Mavungu, J.; Jacxsens, L.; Van Landschoot, A.; Vanhaecke, L.; De Saeger, S., Validated UPLC-MS/MS Methods To Quantitate Free and Conjugated Alternaria Toxins in Commercially Available Tomato Products and Fruit and Vegetable Juices in Belgium.
J. Agric. Food Chem. 2016, 64, 5101-5109, doi: 10.1021/acs.jafc.6b01029

Kim, E.; Yang, K. S.; Kohler, R. H.; Dubach, J. M.; Mikula, H.; Weissleder, R., Optimized Near-IR Fluorescent Agents for in Vivo Imaging of Btk Expression.
Bioconjugate Chem. 2015, 26, 1513-1518, doi: 10.1021/acs.bioconjchem.5b00152

2014

Denk, C.; Svatunek, D.; Filip, T.; Wanek, T.; Lumpi, D.; Froehlich, J.; Kuntner, C.; Mikula, H.*, Development of a 18F-Labeled Tetrazine with Favorable Pharmacokinetics for Bioorthogonal PET Imaging.
Angew. Chem. Int. Ed. 2014, 53, 9655-9659, doi: 10.1002/anie.201404277

Walravens, J.; Mikula, H.; Rychlik, M.; Asam, S.; Ediage, E. N.; Di Mavungu, J. D.; Van Landschoot, A.; Vanhaecke, L.; De Saeger, S., Development and validation of an ultra-high-performance liquid chromatography tandem mass spectrometric method for the simultaneous determination of free and conjugated Alternaria toxins in cereal-based foodstuffs.
J. Chromatogr. A 2014, 1372, 91-101, doi: 10.1016/j.chroma.2014.10.083

Fruhmann, P.; Skrinjar, P.; Weber, J.; Mikula, H.; Warth, B.; Sulyok, M.; Krska, R.; Adam, G.; Rosenberg, E.; Hametner, C.; Froehlich, J., Sulfation of deoxynivalenol, its acetylated derivatives, and T2-toxin. 
Tetrahedron 201470, 5260-5266, doi: 10.1016/j.tet.2014.05.064

Fruhmann, P.; Weigl-Pollack, T.; Mikula, H.*; Wiesenberger, G.; Adam, G.; Varga, E.; Berthiller, F.; Krska, R.; Hametner, C.; Froehlich, J., Methylthiodeoxynivalenol (MTD): Insight into the chemistry, structure and toxicity of thia-Michael adducts of trichothecenes. 
Org. Biomol. Chem. 201412, 5144-5150, doi: 10.1039/C4OB00458B

Mikula, H.*; Weber, J.; Svatunek, D.; Skrinjar, P.; Adam, G.; Krska, R.; Hametner, C.; Froehlich, J., Synthesis of zearalenone-16-beta,D-glucoside and zearalenone-16-sulfate: A tale of protecting resorcylic acid lactones for regiocontrolled conjugation.
Beilstein J. Org. Chem. 201410, 1129-1134, doi: 10.3762/bjoc.10.112

Mikula, H.*; Svatunek, D.; Skrinjar, P.; Horkel, E.; Hametner, C.; Froehlich, J., DFT study of the Lewis acid mediated synthesis of 3-acyltetramic acids.
J. Mol. Model. 2014, 20, 2181, doi: 10.1007/s00894-014-2181-0

Fruhmann, P.#; Mikula, H.#; Wiesenberger, G.; Varga, E.; Lumpi, D.; Stoeger, B.; Haeubl, G.; Lemmens, M.; Berthiller, F.; Krska, R.; Adam, G.; Hametner, C.; Froehlich, J., Isolation and Structure Elucidation of Pentahydroxyscirpene, a Trichothecene Fusarium Mycotoxin.
J. Nat. Prod. 2014, 77, 188-192, doi: 10.1021/np4008365

Fruhmann, P.; Hametner, C.; Mikula, H.; Adam, G.; Krska, R.; Froehlich, J., Stereoselective Luche Reduction of Deoxynivalenol and Three of Its Acetylated Derivatives at C8.
Toxins 2014, 6, 325-336, doi: 10.3390/toxins6010325

before 2014

Mikula, H.*; Skrinjar, P.; Sohr, B.; Ellmer, D.; Hametner, C.; Froehlich, J., Total synthesis of masked Alternaria mycotoxins-sulfates and glucosides of alternariol (AOH) and alternariol-9-methyl ether (AME).
Tetrahedron 2013, 69, 10322-10330, doi: 10.1016/j.tet.2013.10.008

Weber, J.; Mikula, H.*; Fruhmann, P.; Hametner, C.; Varga, E.; Berthiller, F.; Krska, R.; Froehlich, J., Gentiobiosylation of beta-Resorcylic Acid Esters and Lactones: First Synthesis and Characterization of Zearalenone-14-beta,D-Gentiobioside.
Synlett 2013, 24, 1830-1834, doi: 10.1055/s-0033-1339338

Mikula, H.*; Hametner, C.; Froehlich, J., Zearalenone Mimics: Synthesis Of (E)-6-(1-Alkenyl)-Substituted beta-Resorcylic Acid Esters.
Synth. Commun. 2013, 43, 1939-1946, doi: 10.1080/00397911.2012.681827

Mikula, H.*; Sohr, B.; Skrinjar, P.; Weber, J.; Hametner, C.; Berthiller, F.; Krska, R.; Adam, G.; Fröhlich, J., Sulfation of beta-resorcylic acid esters-first synthesis of zearalenone-14-sulfate.
Tetrahedron Lett. 2013, 54, 3290-3293, doi: 10.1016/j.tetlet.2013.04.059

Mikula, H.*; Weber, J.; Lexmueller, S.; Bichl, G.; Schwartz, H.; Varga, E.; Berthiller, F.; Hametner, C.; Krska, R.; Froehlich, J., Simultaneous preparation of alpha/beta-zearalenol glucosides and glucuronides.
Carbohydr. Res. 2013, 373, 59-63, doi: 10.1016/j.carres.2013.03.002

Mikula, H.*; Horkel, E.; Hans, P.; Hametner, C.; Froehlich, J., Structure and tautomerism of tenuazonic acid - A synergetic computational and spectroscopic approach.
J. Hazard. Mat. 2013, 250, 308-317, doi: 10.1016/j.jhazmat.2013.02.006

Mikula, H.*; Matscheko, D.; Schwarz, M.; Hametner, C.; Froehlich, J., Improved and large-scale synthesis of different protected D-glucuronals.
Carbohydr. Res. 2013, 370, 19-23, doi: 10.1016/j.carres.2013.01.007

Mikula, H.*; Svatunek, D.; Lumpi, D.; Gloecklhofer, F.; Hametner, C.; Froehlich, J., Practical and Efficient Large-Scale Preparation of Dimethyldioxirane.
Org. Proc. Res. Dev. 2013, 17, 313-316, doi: 10.1021/op300338q

Mikula, H.*; Hametner, C.; Berthiller, F.; Warth, B.; Krska, R.; Adam, G.; Fröhlich, J., Fast and reproducible chemical synthesis of zearalenone-14-β,D- glucuronide. 
World Mycotoxin J. 20125, 289-296, doi: 10.3920/WMJ2012.1404

Warth, B.; Sulyok, M.; Fruhmann, P.; Mikula, H.; Berthiller, F.; Schuhmacher, R.; Hametner, C.; Abia, W. A.; Adam, G.; Fröhlich, J.; Krska, A., Development and validation of a rapid multi-biomarker liquid chromatography/tandem mass spectrometry method to assess human exposure to mycotoxins. 
Rapid Commun. Mass Spectrom. 201226, 1533-1540, doi: 10.1002/rcm.6255

Pfeiffer, E.; Hildebrand, A.; Mikula, H.; Metzler, M., Glucuronidation of Zearalenone, zeranol, and four metabolites in vitro: formation of glucuronides by various microsomes and humad UDP-glucuronosyltransferase isoforms. 
Mol. Nutr. Food Res. 201054, 1468-1476, doi: 10.1002/mnfr.200900524