Supramolecular Motion Enables Chondrogenic Bioactivity of a Cyclic Peptide Mimetic of Transforming Growth Factor-β1. (Yuan, S. C.; Alvarez, Z.; Lee, S. R.; Pavlovic, R. Z.; Yuan, C. H.; Singer, E.; Weigand, S. J.; Palmer, L. C.; Stupp, S. I.) J Am Chem Soc 2024, 146 (31), 21555-21567. DOI: 10.1021/jacs.4c05170. Highlited in C&EN News 2024. Molecules move in the 4th dimension
Supramolecular dynamics key to bioactivity in peptide-based regenerative therapies
On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents (Pavlovic, R. Z.*; Kop, T. J.; Nešić, M.; Stepanović; O.; Wang, X.; Todorović, N.; Rodić, V. M.; Šmit, B. M.*, J. Org. Chem. 2023, 88, 10946-10959).
Fluorinated piperidines play a key role in developing novel therapies and agrochemicals. Installing a stereodefined C–F bond can improve the metabolic stability of a drug candidate (A), introduce new specific noncovalent drug-receptor interactions (B), and induce the conformational bias (C), useful for new catalyst and drug design (D).
Sustained-release losartan from peptide nanofibers promotes chondrogenesis. (Yamaura, K.; Sather, N. A.; Metlushko, A.; Nishimura, H.; Pavlovic, R. Z.; Hambright, S.; Ravuri, S. K.; Philippon, M. J.; Stupp, S. I.; Bahney, C. S.; et al.) Front Bioeng Biotech 2023, 11. DOI: ARTN 1122456 10.3389/fbioe.2023.1122456.
We designed injectable PA nanofibers for sustained losartan delivery, enhancing retention, reducing inflammation, and promoting cartilage regeneration—offering a promising osteoarthritis treatment.
Supramolecular polymers: Dynamic assemblies of “dancing” monomers. (Pavlovic, R. Z.; Egner, S. A.; Palmer, L. C.; Stupp, S. I. ) J. Polym. Sci. 2023. 61, 870–880. DOI: 10.1002/pol.20230115.
Harnessing Supramolecular Dynamics: Exploring how peptide amphiphile supramolecular polymers could unlock new bioactive functions through controlled motion.
Toward Functional Supramolecular Materials: Investigating how dynamic behavior in self-assembled polymers may contribute to addressing complex biomedical challenges, including paralysis.
Rapid Access to Chiral and Tripodal Cavitands from β-Pinene. (Wang, X. Z.;* Pavlovic, R. Z.;* Finnegan, T. J.; Karmakar, P.; Moore, C. E.; Badjic, J. D.; *Co-first author) Chem. Eur. J. 2022, 28 (72). DOI: 10.1002/chem.202202416.
Cross-reactive binding versus selective phosphate sensing in an imine macrocycle sensor. (Radujevic, A.; Penavic, A.; Pavlovic, R. Z.; Badjic, J. D.; Anzenbacher, P.) Chem 2022, 8 (8), 2228-2244. DOI: 10.1016/j.chempr.2022.05.010.
Toward Smarter Sensing: Exploring how a single sensor can capture diverse phosphate species, with implications for biological and pharmaceutical monitoring.
Closed Aromatic Tubes-Capsularenes. (Pavlovic, R. Z.; Lei, Z. Q.; Finnegan, T. J.; Waudby, C. A.; Wang, X. Z.; Gunawardana, V. W. L.; Zhu, X. R.; Wong, C. M.; Hamby, T.; Moore, C. E.; et al). Angew. Chem. Int. Edit. 2022, 61 (41). DOI: ARTN e202211304 10.1002/anie.202211304. Picked by Nature Synthesis as their “synthesis of the week”.
A computational study of competing conformational selection and induced fit in an abiotic system. (Lalisse, R. F.; Pavlović, R. Z.; Hadad, C. M.; Badjić, J. D.) Phys. Chem. Chem. Phys., 2022, 24, 507–511.
Enantioselective Construction of Modular and Asymmetric Baskets, Angew. Chemie – Int. Ed. 2021, 60, 25075–25081. Hot paper. (Gunther, M. J.; Pavlović, R. Z.; Finnegan, T. J.; Wang, X.; Badjić, J. D.) Highlighted in the piece “Cavitands with Controllable Side Walls” by Prof. Timothy M. Swager and Qilin He of MIT.
From Selection to Instruction and Back: Competing Conformational Selection and Induced Fit Pathways in Abiotic Hosts. (Pavlović, R. Z.; Lalisse, R. F.; Hansen, A. L.; Waudby, C. A.; Lei, Z.; Güney, M.; Wang, X.; Hadad, C. M.; Badjić, J. D.). Angew. Chemie – Int. Ed. 2021, 43210, 19942–19948. Selected as a Very Important Paper and highlighted in Nature Chemistry in the feature “Analyzing Allostery.” Cited in Supramolecular Nanotechnology: Advanced Design of Self-Assembled Functional Materials, Chapter 17: Dynamic Self-Assembled Supramolecular Catalysts.
A Hexapodal Capsule for the Recognition of Anions (Xie, H.; Finnegan, T. J.; Liyana Guanawardana, V. W.; Pavlović, R. Z.; Moore, C. E.; Badjić, J. D.), J. Am. Chem. Soc. 2021, 143, 3874-3880.
A Molecular Capsule with Revolving Doors Partitioning its Inner Space, (Lei, Z.; Finnegan, T. J.; Liyana Gunawardana, V. W.; Xie, H.; Pavlović, R. Z.; Moore, C. E.; Badjić, J. D.), Chem. Eur. J., 2020, 26, 16480-16485.
A Highly Diastereoselective Synthesis of Deep Molecular Baskets. (Lei, Z.; Gunther, M. J.; Liyana Gunawardana, V. W.; Pavlović, R. Z.; Xie, H.; Zhu, X.; Keenan, M.; Riggs, A.; Badjić, J. D.), Chem. Commun. 2020, 3, 10243–10246.
Photoinduced interruption of interannular cooperativity for delivery of cationic guests in water (Pavlović, R. Z.; Border, S. E.; Li, Y.; Li, X.; Badjić, J. D.), Chem. Commun., 2020, 56, 2987-2990. This article is part of the themed collection: Chemical Communications HOT Articles.
Twist–Turn–Twist Motif Chaperoned Inside Molecular Baskets, (Pavlović, R. Z.; Border, S. E.; Finnegan, T. J.; Zhiquan, L.; Gunther, M. J.; Munoz, E.; Moore, C. E.; Hadad, C. M.; Badjić, J. D.), J. Am. Chem. Soc. 2019, 141, 16600-16604.
Multivalent C–H⋅⋅⋅Cl/Br–C Interactions Directing the Resolution of Dynamic and Twisted Capsules, (Pavlović, R. Z.; Zhiquan, L.; Güney, M.; Lalisse, R. F.; Hopf, R. G.; Gallucci, J.; Moore, C.; Xie, H.; Hadad, C. M.; Badjić, J. D.), Chem. Eur. J., 2019, 25, 13124-13130. The article was featured on the front cover and received a personal cover page.
Stackable Molecular Chairs (Xie, H.; Zhiquan, L.; Pavlović, R. Z.; Gallucci, J.; Badjić, J. D. ) Chem. Commun., 2019, 55, 5479-5482.
Stereo- and Regioselective Synthesis of Molecular Baskets (Gunther, M. J.; Pavlović, R. Z.; Fernandez, J. P.; Zhiquan, L.; Gallucci, J.; Hadad, C. M.; Badjić, J. D.) J. Org. Chem., 2019, 84, 4392-4401.
Photo-induced formation of organic nanoparticles possessing enhanced affinities for complexing nerve agent mimics. (Border, S. E.; Pavlović, R. Z.; Zhiquan, L.; Gunther, M. J.; Wang, H.; Cui, H.; Badjić, J. D.) Chem. Commun., 2019, 55, 1987-1990.
Light-Triggered Transformation of Molecular Baskets into Organic Nanoparticles. (Border, S. E.*; Pavlović, R. Z.*; Zhiquan, L.; Gunther, M. J.; Wang, H.; Cui, H.; Badjić, J. D.) Chem. Eur. J., 2019, 25, 273-279. Seleceted as a “Hot Paper” and highlighted in Angew. Chem. Int. Ed. 2018, 57, 15306-15310 and Chem. Eng. Prog. Magazine. (*Co-first author).
A Stimuli-Responsive Molecular Capsule with Switchable Dynamics, Chirality, and Encapsulation Characteristics. (Zhiquan, L.; Xie, H.; Border, S. E.; Gallucci, J.; Pavlović, R. Z.; Badjić, J. D. ). J. Am. Chem. Soc. 2018, 140, 11091-11100.
Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C2v−Symmetrical Pentakisadduct of C60. (Pavlović, R. Z.; Mitrović, A.; Coldren, W. H.; Bjelaković, M. S.; Hadad, C. M.; Maslak, V. R.; Milić, D. R. ) J. Org. Chem. 2018, 83, 2166-2172. Cited in: Nanomaterials Synthesis, Design, Fabrication and Applications
Removal of Nerve Agent Simulants from Water Using Light-Responsive Molecular Baskets. (Border, S. E.; Pavlović, R. Z.; Zhiquan, L.; Badjić, J. D.), J. Am. Chem. Soc. 2017, 139, 18496-18499. Highlighted in Ohio State and C&EN News 2018.
Novel Seleno-Hydantoin Palladium(II) Complex – Antimigratory, Cytotoxic and Prooxidative Potential on Human Colon HCT-116 and Breast MDA-MB-231 Cancer Cells. (Živanović, M. N.; Košarić, J. V.; Šmit, B.; Šeklić, D. S.; Pavlović, R. Z.; Marković, S. D.) Gen. Physiol. Biophys. 2017, 36, 187-196, doi: 10.4149/gpb_2016036.
Stereo- and Regioselective Halogenation of Norbornenes Directed by Neighboring Group Participation. (Pavlović, R. Z.; Border, S. E.; Gallucci, J.; Badjić, J. D.) Tetrahedron Lett. 2016, 57, 5584-5587, doi: 10.1016/j.tetlet.2016.10.105. Cited in book: Organic Reaction Mechanisms · 2016: An annual survey covering the literature dated January to December 2016.
Diamide-based fullerosteroidal and disteroidal [2]rotaxanes: solvent−induced macrocycle translocation and/or unthreading. (Pavlović, R. Z.; Bjelaković, M. S.; Milić, D. R.) RSC Adv. 2016, 6, 37246-37253.
Synthesis of Angularly Fused (Homo)Triquinane-Type Hydantoins as Precursors of Bicyclic Prolines. (Šmit, B.*; Rodić, M.; Pavlović, R. Z.*) Synth. 2015, 48, 387-393, doi:10.1055/s-0035-1561285. (*Co-corresponding author) – Highlighted in ChemInfrom Abstract.
Mechanism, Kinetics and Selectivity of Selenocyclization of 5-Alkenylhydantoins: An Experimental and Computational Study. Beilstein J. Org. Chem. 2015, 11, 1865–1875. (Šmit, B. M.; Pavlovic, R. Z.; Milenkovic, D. A.; Markovic, Z. S. ), Cited in book: Organic Reaction Mechanisms 2016: An annual survey covering the literature dated January to December 2016, Chapter: Addition Reactions: Polar Addition.
Three-Step Synthetic Pathway to Fused Bicyclic Hydantoins Involving a Selenocyclization Step. (Šmit, B. M.; Pavlović, R. Z.), Tetrahedron 2015, 71, 1101-1108.
Stabilization of Long-Chain Intermediates in Solution. Tridecyl Radicals and Cations. (Teodorović, A. V.; Badjuk, D. M.; Stevanović, N.; Pavlović, R. Z.) J. Mol. Struct. 2015, 1083, 357-363.
The Molecular Mechanisms of Apoptosis Induced by Allium flavum L. and Synergistic Effects with New‐Synthesized Pd(II) Complex on Colon Cancer Cells. (Milutinović, M.; Stanković, M.; Cvetković, D.; Maksimović, V.; Šmit, B. M.; Pavlović, R. Z.; Marković, S. D. ) J. Food Biochem. 2015, 39, 238-250.
Stabilization of Long-Chain Intermediates in Solution. Octyl Radicals and Cations. (Teodorović, A. V.; Badjuk, D. M.; Stevanović, N.; Pavlović, R. Z.), J. Mol. Struct. 2013, 1040, 19–24.
Synthesis, Characterization and Cytotoxicity of a Palladium(II) Complex of 3-[(2-hydroxybenzylidene)Amino]-2-Thioxoimidazolidin-4-One. (Šmit, B.; Pavlović, R. Z.; Radosavljević-Mihailović, A.; Došen, A.; Ćurčić, M. G.; Šeklić, D. S.; Živanović, M. N.), J. Serbian Chem. Soc.2013, 78, 217–227.