Maksim (Max) Royzen research into applications of bio-orthogonal chemistry for in vivo imaging and RNA synthesis.
Maksim Royzen, Max Royzen, RNA imaging, live cell imaging, TCO, tetrazine, trans-cyclooctene, UAlbany Chemistry, RNA Institute, bio-orthogonal, bioorthogonal, MNP, nanoparticle, HMT, hydrogel, soft tissue sarcoma, STS, doxorubicin, dox-TCO, RNA-protein interactions, PRE, paramagnetic NMR, RNA synthesis, drug delivery
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2. Handbook of Chemical Biology of Nucleic Acids. Springer2023. Vol 1, Part IX, Chapter 80. McClain, I.; Dagci, H.; Royzen, M. Nonchromatographic Purification of Synthetic RNA. DOI: 10.1007/978-981-16-1313-5_84-1

1. Handbook of In Vivo Chemistry in Mice: From Lab to Living System. Wiley2020. Chapter 9. Royzen, M.; Yee, N.; Mejia Oneto, J. M. In vivo bioconjugation using bio-orthogonal chemistry. ISBN: 978-3-527-34432-1


25. Hoy, A.; Zheng, Y. Y.; Sheng, J. Royzen, M. Bio-orthogonal chemistry conjugation strategy facilitates investigation of N-methyladenosine and thiouridine guide RNA modifications on CRISPR activity. CRISPR J. 2022, 5, 787. DOI: 10.1089/crispr.2022.0065

24. Pandit, B.; J. Royzen, M. Recent development of prodrugs of gemcitabine. Genes. 2022, 13, 466. DOI: 10.3390/genes13030466

23. He, M.; Wu, X.; Mao, S.; Haruehanroengra, P.; Khan, I.; Sheng, J. Royzen, M. Non-chromatographic purification of synthetic RNA using bio-orthogonal chemistry. Curr. Protoc. 2021, 1, e247. DOI: 10.1002/cpz1.247

22. Wu, K.; Royzen, M. Chemiluminescent probe for the detection of inverse electron demand Diels-Alder reaction between tetrazine and trans-cyclooctene. Bioorg. Med. Chem. 2021, 47, 116400-116406. DOI: 10.1016/j.bmc.2021.116400

21. He, M.; Wu, X.; Mao, S; Haruehanroengra, P.; Khan, I.; Sheng, J.; Royzen, M. Bio-orthogonal chemistry enables solid phase synthesis and HPLC & gel-free purification of long RNA oligonucleotides. Chem. Commun. 2021, 57, 4263-4266. DOI: 10.1039/D1CC00096A

20. Wu, K.; Yee, N. A.; Srinivasan, S.; Mahmoodi, A.; Zakharian, M.; Mejia Oneto, J. M.; Royzen, M. Click chemistry activated prodrugs against cancer platform to increase the therapeutic potential of chemotherapy through local capture and activation. Chem. Sci. 2021, 12, 1259-1271. DOI: 10.1039/D0SC06099B

19. Srinivasan, S.; Yee, N. A.; Wu, K.; Mahmoodi, A.; Royzen, M.; Mejia Oneto, J. M. SQ3370 activates cytotoxic drug via click chemistry at tumor and elicits sustained responses in injected and non-injected lesions. Adv. Ther. 2021, 4, 2000243. DOI: 10.1002/adtp.202000243

18. Czuban, M.; Kulka, M, W.; Wang, L.; Koliszak, A.; Achazi, K.; Schlaich, C.; Donskyi, I. S.; Di Luka, M.; Mejia Oneto, J. M.; Royzen, M.; Haag, R.; , Trampuz, A. Titanium coating with mussel-inspired polymer and bio-orthogonal chemistry enhances antimicrobial activity against S. aureus. Mat. Sci. Eng. C, 2020, 116, 111109. DOI: 10.1021/acscentsci.8b00344

17. Wu, X.; Wu, K.; Gaye, F.; Royzen, M. Bond-breaking bio-orthogonal chemistry efficiently uncages fluorescent and therapeutic compounds under physiological conditions. Org. Lett. 2020, 22, 6041-6044. DOI: 10.1021/acs.orglett.0c02129

16. He, M.; Nadhu, N.; Uyar, B. T.; Royzen, M.; Yigit, M. Small molecule-induced DNA hydrogel with encapsulation and release properties. Chem. Commun. 2020, 56, 7313-7316. DOI: 10.1039/D0CC03439H

15. Marcias-Contreras, M.; He, H.; Little, K. N.; Lee, J. P.; Campbell, R. P.; Royzen, M.; Zhu, L. SNAP/CLIP-Tags and Strain-Promoted Azide-Alkyne Cycloaddition (SPAAC)/Inverse Electron Demand Diels-Alder (IEDDA) for Intracellular Orthogonal/Biorthogonal Labeling. Bioconj. Chem. 2020, 31, 1370-1381. DOI: 10.1021/acs.bioconjchem.0c00107

14. Uyar, T. B.; Wu, K.; He, M.; Khan, I.; Royzen, M.; Yigit, M. Switchable fluorescence of doxorubicin for label-free imaging of bioorthogonal drug release. ChemMedChem, 2020, 15, 988-994. DOI: 10.1002/cmdc.202000065

13. Kenderdine, T.; Nemati, R.; Baker, A.; Palmer, M.; Ujma, J.; Fitzgibbon, M.; Deng, L.; Royzen, M.; Langridge, J.; Fabris, D. High-Resolution Ion Mobility Spectrometry-Mass Spectrometry of Isomeric/Isobaric Ribonucleotide Variants. J. Mass Spec. 2020, 55, e4465. DOI: 10.1002/jms.4465

12. Wu, K.; He, M.; Asare Okai, P. N.; Lin, Q.; Fuchs, G.; Royzen, M. Bio-orthogonal chemistry-based method for fluorescent labelling of ribosomal RNA in live mammalian cells. Chem. Commun. 2019, 55, 10456-10459. DOI: 10.1039/C9CC05346H

11. Dai, Y.; Weng, J.; George, J.; Chen, H.; Lin, Q.; Wang, J.; Royzen, M.; Zhang, Q. Three-Component Protein Modification Using Mercaptobenzaldehyde Derivatives. Org. Lett. 2019, 21, 3828-3833. DOI: 10.1021/acs.orglett.9b01294

10. Czuban, M.; Srinivasan, S.; Yee, N. A.; Agustin, E.; Koliszak, A.; Miller, E.; Khan, I.; Quinones, I.; Noory, H.; Motola, C.; Volkmer, R.; Di Luca, M.; Trampuz, A.; Royzen, M.; Mejia Oneto, J. M. Bio-orthogonal chemistry and reloadable biomaterial enable local activation of antibiotic prodrugs and enhance treatments against Staphylococcus aureus infections. 2018, ACS Cent. Sci. 4, 1624-1632. DOI: 10.1021/acscentsci.8b00344
9. Khan, I.; Seebald, L. M.; Robertson, N.; Yigit, M. V.; Royzen, M. Controlled in-cell activation of RNA therapeutics using bond-cleaving bio-orthogonal chemistry. Chem. Sci. 2017, 8, 5705-5712. DOI: 10.1039/C7SC01380A

8. Robertson, N.; Yang, Y.; Khan, I.; LaMantia, V. E. Royzen, M.; Yigit, M. V. Single-trigger dual-responsive nanoparticles for controllable and sequential prodrug activation. Nanoscale, 2017, 9, 10020-10030. DOI: 10.1039/C7NR04138A

7. Seebald, L. M.; DeMott, C. M.; Ranganathan, S.; Asare Okai, P. N.; Glazunova, A.; Chen, A.; Shekhtman, A.; Royzen, M. Cu(II)-Based Paramagnetic Probe to Study RNA-Protein Interactions by NMR. Inorg. Chem. 2017, 56, 3773-3780. DOI: 10.1021/acs.inorgchem.6b02286

6. Seebald, L. M.; DeMott, C. M.; Ranganathan, S.; Asare Okai, P. N.; Glazunova, A.; Chen, A.; Shekhtman, A.; Royzen, M. Cobalt-based paramagnetic probe to study RNA-protein interactions by NMR. J. Inorg. Biochem. 2017, 170, 202-208. DOI: 10.1016/j.jinorgbio.2017.02.024

5. Steiger, A. K.; Yang, Y.; Royzen, M.; Pluth, M. D. Bio-orthogonal “Click and Release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S). Chem. Commun. 2017, 53, 1378-1380. DOI: 10.1039/C6CC09547J

4. Mejia Oneto, J. M.; Khan, I.; Seebald, L.; Royzen, M. In vivo bioorthogonal chemistry enables local hydrogel and systemic pro-drug to treat soft tissue sarcoma. ACS Cent. Sci. 2016, 2, 476-482. DOI: 10.1021/acscentsci.6b00150

3. Khan, I.; Agris, P. F.; Yigit, Y. V.; Royzen, M. In situ activation of a doxorubicin prodrug using imaging-capable nanoparticles. Chem. Commun. 2016, 52, 6174-6177. DOI: 10.1039/C6CC01024E

2. Agustin, E.; Asare-Okai, P. N.; Khan, I.; Miller, M. R.; Wang, R.; Sheng, J.; Royzen, M. Fast click-slow release strategy towards solid phase synthesis of RNA. Chem. Commun. 2016, 52, 1405-1408. DOI: 10.1039/C5CC05392G

1. Asare-Okai, P. N.; Agustin, E.; Fabris, D.; Royzen, M. Site-specific fluorescence labeling of RNA using bio-orthogonal reaction of trans-cyclooctene and tetrazine. Chem. Commun. 2014, 50, 7844-7847. DOI: 10.1039/C4CC02435D


14. Song, Y.; Suntharalingam, K.; Yeung, J.; Royzen, M.; Lippard, S. J. Synthesis and characterization of Pt(IV) fluorescein conjugates to investigate Pt(IV) intracellular transformations. Bioconj. Chem. 2013, 24, 1733-1740.

13. Royzen, M.; Canary, J.W.  Structural parameters in 8-hydroxyquinoline tripodal ligand complexes in zinc(II) affect fluorescence quantum yield,” Polyhedron, 2012, 58, 85-91.

12. Royzen, M.; Wilson, J. J.; Lippard, S. J. Physical and structural properties of [Cu(BOT1)Cl]Cl, a fluorescent imaging probe for HNO. J. Inorg. Biochem. 2013, 118, 162-170.

11. Xu, F.; Chung, J. Y. L.; Moore, J. C.; Liu, Z.; Yoshikawa, N.; Hoerrner, R. S.; Lee, J.; Royzen, M.; Cleator, E.; Gibson, A. G.; Dunn, R.; Maloney, K. M.; Alam, M.; Goodyear, A.; Lynch, J.; Yasuda, N.; Devine, P. N. Asymmetric synthesis of cis-2,5-disubstituted pyrrolidine, the core scaffold of beta-AR agonists. J. Org. Lett. 2013, 15, 1342-1345.

10. Filipovic, M. R.; Miljkovic, J. L.; Nauser, T.; Royzen, M.; Klos, K.; Shubina, T.; Koppenol, W. H.; Lippard, S. J.; Ivanović-Burmazović, I. J. Am. Chem. Soc. 2012, 134, 12016-12027.
A Science and Technology, News of The Week describing this work appeared in Chemical and Engineering News 2012, 80 (28), 5.

9. Gruppi, F.; Liang, J.; Bartelle, B. B.; Royzen, M.; Turnbull, D. H.; Canary, J. Supramolecular metal displacement allows on-fluorescence analysis of manganese(II) in living cells. Chem. Commun. 2012, 48, 10778-10780.

8. Royzen, M.; Taylor, M. T.; DeAngelis, A.; Fox, J. M. Total synthesis of hyacinthacine A2: stereocontrolled 5-aza-cyclooctene photoisomerization and transannular hydroamination with planar-to-point chirality transfer. Chem. Sci. 2011, 2, 2162-2165.

7. Blackman, M. L.; Royzen, M.; Fox, J. M. Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity. J. Am. Chem. So. 2008, 130, 13518-13519.
A Science and Technology Concentrate describing this work appeared in Chemical and Engineering News 2008, 86 (40), 8.

6. Royzen, M.; Yap, G. P. A.; Fox, J. M. A photochemical synthesis of functionalized trans-cyclooctenes driven by metal complexation. J. Am. Chem. Soc. 2008, 130, 3760-3761.

5. Royzen, M.; Durandin, A.; Young, V. G.; Geacintov, N. E.; Canary, J. W. A sensitive probe for the detection of Zn(II) by time-resolved fluorescence. J. Am. Chem. Soc. 2006, 128, 3854-3855.

4. Royzen, M.; Dai, Z.; Canary, J. W. Ratiometric displacement approach to Cu(II) sensing by fluorescence. J. Am. Chem. Soc. 2005, 127, 1612-1613.

3. Choe, Y. H.; Conover, C. D.; Wu, D.; Royzen, M.; Greenwald, R. B. Anticancer drug delivery systems: N-acyl poly(ethylene glycol) prodrugs of ara-C. Efficacy in solid tumors. J. Control Release. 2002, 79, 41-53.

2. Choe, Y. H.; Conover, C. D.; Wu, D.; Royzen, M.; Gervacio, Y.; Borowski, V.; Mehlig, M. Anticancer drug delivery systems: N-acyl poly(ethylene glycol) prodrugs of ara-C: II. Efficacy in ascites and solid tumors. J. Control Release. 2002, 79, 55-70.

1. Greenwald, R. B.; Choe, Y. H.; Conover, C. D.; Shum, K.; Wu, D.; Royzen, M. Drug delivery systems based on trimethyl lock lactonization: poly(ethylene glycol) prodrugs of amino-containing compounds. J. Med. Chem.  2000, 43, 475-487.