Department of Chemistry and Biochemistry

Publications

The University of Toledo

48.       Goins, C. M.; Thanna, S, Dajnowicz, S.; Sucheck, S. J.; Ronning, D. R. Interactions and dynamics upon Mycobacterium tuberculosis Antigen 85C covalent allosteric inhibition by ebselen derivatives. Submitted

47.         Sucheck, S. J. Domino and intramolecular rearrangement reactions as advanced synthetic methods in glycosciences. Eds Z. J. Witczak and R. Bielski. Angew. Chem. Int. Ed. 2016. Book Review.

46.       Veleti S. K. and Sucheck, S. J. Glycoconjugate-based inhibitors of Mycobacterium tuberculosis GlgE. In Strategies for coupling and decoupling diverse molecular units in the glycosciences; Witczak, Z. J., Bielski, R., Eds.; Wiley: New Jersey, in press

45.       Thanna, S.; Knudson, S. E.; Grezegorzewic, A.; Kapil, S.; Goins,  C. M.; Ronning, D. R.;   Jackson, M.; Slayden, R. A. Sucheck, S. J.  Synthesis and evaluation of new 2-aminothiophenes against Mycobacterium tuberculosis Org. Biomol. Chem., 2016, 14, 6119–6133. doi: 10.1039/C6OB00821F. PMID: 27251120 [PubMed]

44.       Vartak, A. and Sucheck, S. J. Recent advances in subunit vaccine carriers. Vaccines (Basel) 2016, 4, pii: E12. doi: 10.3390/vaccines4020012. PMID: 27104575

43.       Thanna, S. and Sucheck S. J. Targeting the trehalose utilization pathways of Mycobacterium tuberculosis. Med. Chem. Commun., 2016, 7, 69–85. doi: 10.1039/C5MD00376H. PMID: 26941930

42.       Karmakar, P.; Lee, K.; Sarkar, S.; Wall, K. A.; Sucheck, S. J. Synthesis of a liposomal MUC1 glycopeptide-based immunotherapeutic and evaluation of the effect of L-rhamnose targeting on cellular immune responses. Bioconjug Chem. 2016, 27, 110–20. PMCID: PMC4837471

41.       Lindenberger, J. J; Veleti, S. K.; Wilson, B.; Sucheck, S. J.; Ronning, D. R. Crystal structures of Mycobacterium tuberculosis GlgE and complexes with noncovalent inhibitors. Sci. Reports. 2015,5, 12830. doi: 10.1038/srep12830. PMID: 26245983

40.       Giatonde, V. and Sucheck, S. J. Anti-tuberculosis drugs based on carbohydrate derivatives. In Carbohydrates Chemistry: State-of-the-art and challenges for drug development; Cipolla, L., Ed.; Imperial College Press: London, Aug 12, 2015. ISBN-10: 1783267194; ISBN-13: 978-1783267194.

39.       Thanna, S.; Lindenberger, J. J.; Vishwanath, G.; Ronning, D. R.; Sucheck, S. J. Synthesis of 2-deoxy-2,2-difluoro-α-maltosyl fluoride and its X-ray structure in complex with Streptomyces coelicolor GlgEI-V279S. Org. Biomol. Chem. 2015, 13, 7542–7550. doi: 10.1039/c5ob00867k. PMID: 26072729

38.       Veleti, S. K.; Lindenberger, J. J.; Thanna, S.; Ronning, D. R.; Sucheck, S. J. Synthesis of a poly-hydroxypyrolidine-based inhibitor of Mycobacterium tuberculosis GlgE. J. Org. Chem. 2014, 79, 9444–9450. PMID:25137149 (Feature Article)

37.       Long, D. E.; KarmakarP.; Wall, K. A.; Sucheck, S. J. Synthesis of α-L-rhamnosyl ceramide and evaluation of its binding with anti-rhamnose antibodies. Bioorg. Med. Chem. 2014, 22, 5279–89. PMCID:PMC4172545

36.       Bouhall S. K and Sucheck, S. J. In situ preactivation strategies for the expeditious synthesis of oligosaccharides: A review.J. Carbohydr. Chem. 2014, 33, 347–367. PMID: 25328276

35.       Gaitonde, V.; Lee, K.; Kirschbaum, K.; Sucheck S. J. Bio-based bisfuran: synthesis, crystal structure, and low molecular weight amorphous polyester. Tetrahedron Lett. 2014, 55, 4141–4145. PMCID:PMC4096679

34.       Veleti, S. K.; Lindenberger, J. J.; Ronning, D. R.; Sucheck S. J. Synthesis of a C-phosphonate mimic of maltose-1-phosphate and inhibition studies on Mycobacterium tuberculosis GlgE. Bioorg. Med. Chem. 2014, 22, 1404–1411. PMCID:PMC4023634

33.       Sarkar, S.; Sayler, A. C. D.; Wall, K. A.; Sucheck, S. J. Synthesis and immunological evaluation of a MUC1 glycopeptide incorporated into L-rhamnose displaying liposomes. Bioconjugate. Chem. 2013, 24, 363–375. PMCID: PMC3623543

32.       Ibrahim, D. A.; Boucau, J.; Lajiness, D. H.; Veleti, S. K.; Trabbic, K. R.; Adams, S. S.; Ronning, D. R.; Sucheck S. J. Design, synthesis and X-ray analysis of a glycoconjugate bound to Mycobacterium tuberculosis Antigen 85C. Bioconjugate Chem. 2012, 23, 2403–2416. PMCID: PMC3548330

31.       Gaitonde, V. and Sucheck S. J. Synthesis of β-Glycosyl amides from N-glycosyl dinitrobenzenesulfonamides J. Carbohydr. Chem. 2012, 31, 433–450. PMCID:PMC3551597

30.       Karmakar, P.; Talan, S. R.; Sucheck, S. J. Mixed-phase synthesis of glycopeptides using a N-peptidyl-2,4-dinitrobenzenesulfonamide-thioacid ligation strategy. Org. Lett. 2011, 13, 5298–5301. PMCID: PMC3188410

29.       Sarkar, S.; Sucheck S. J. Comparing the use of 2-methylenenapthyl, 4-methoxybenzyl, 3,4-dimethoxybenzyl and 2,4,6-trimethoxybenzyl as N–H protecting groups for p-tolyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucosides. Carbohydr. Res. 2011, 346, 393–400.

28.       Sarkar, S.; Lombardo, S. A.; Herner, D. N.; Talan, R. S.; Wall, K. A.; Sucheck S. J. Synthesis of a single molecule L-rhamnose-containing three component vaccine and evaluation of antigenicity in the presence of anti L-rhamnose antibodies. J. Am. Chem. Soc. 2010, 132, 17236–17246.

27.       Umesiri, F. E.; Sanki, A. K.; Boucau, J.; Ronning, D. R.; Sucheck, S. J. Recent advances towards the inhibition of mAG and LAM synthesis in Mycobacterium tuberculosis. Med. Res. Rev. 2010, 30, 290–326. doi: 10.1002/med.20190. PMID: 20099253

26.       Talan, R. S.; Sanki, A. K.; Sucheck, S. J. Facile synthesis of N-glycosyl amides using a N-glycosyl-2,4-dinitrobenzenesulfonamide and thioacids. Carbohydr. Res. 2009, 344, 2048–2050.

25.       Sanki, A. K.; Boucau, J.; Umesiri, F. E.; Ronning, D. R.; Sucheck, S. J. Design, synthesis and biological evaluation of sugar-derived esters, α-ketoesters and α-ketoamides as inhibitors for Mycobacterium tuberculosis antigen 85C. Mol. BioSyst. 2009, 5, 945–956. doi: 10.1039/b902284h. PMID: 19668859

24.       Ragupathi, G.; Damani, P.; Srivastava, G.; Srivastava, O.; Sucheck, S. J.; Ichikawa, Y.; Livingston, P. O. Synthesis of sialyl Lewisa (sLea, CA19-9) and construction of an immunogenic sLea vaccine. Cancer Immunol. Immunother. 2009, 58, 1397–1405.

23.       Sanki, A. K.; Talan, R. S.; Sucheck, S. J. Synthesis of small glycopeptides by decarboxylative condensation and insight into the reaction mechanism. J. Org. Chem. 2009, 74, 1886–1896.

22.       Sanki, A. K.; Boucau, J.; Ronning, D. R.; Sucheck, S. J. Antigen 85C-mediated acyl-transfer between synthetic acyl donors and fragments of the arabinan. Glycoconjugate J. 2009, 26, 589–596. doi: 10.1007/s10719-008-9211-z. PMID: 19052863

21.       Boucau J.; Sanki, A. K.; Voss, B. J.; Sucheck, S. J.; Ronning D. R. A coupled assay measuring Mycobacterium tuberculosis antigen 85C enzymatic activity. Anal. Biochem. 2009, 385, 120–127. doi: 10.1016/j.ab.2008.10.018. PMID: 18992216

20.       Sanki A. K.; Boucau J.; Srivastava P.; Adams S. S.; Ronning, D. R., Sucheck, S. J Synthesis of methyl 5-S-alkyl-5-thio-arabinofuranosides and evaluation of their antimycobacterial activity. Bioorg. Med. Chem. 2008, 16, 5672–5682. doi: 10.1016/j.bmc.2008.03.062. PMID: 18450455

19.       Demaray, J. A.; Thuener, J. E.; Dawson, M. N.; Sucheck, S. J. Synthesis of triazole-oxazolidinones via a one-pot reaction and evaluation of their antimicrobial activity. Bioorg. Med. Chem. Lett. 2008, 18, 4868–4871. doi: 10.1016/j.bmcl.2008.07.087. PMID: 18678487

 

Optimer Pharmaceuticals, Inc.

18.       Liang, C. -H; Romero, A.; Rabuka, D.; Sgarbi, P. W. M.; Marby, K. A.; Duffield, J.; Yao, S.; Cheng, M. L; Ichikawa, Y.; Sears, P.; Hu, C.; Hwang, S.-B.; Shue, Y.-K.; Sucheck, S. J. Structure–activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities. Bioorg. Med. Chem. Lett. 2005, 15, 2123–2128. PMID: 15808482

17.       Romero, A.; Liang, C. -H.; Chiu, Y. -H.; Yao, S.; Duffield, J.; Sucheck, S. J.; Marby, K.; Rabuka, D.; Leung, P. Y.; Shue, Y. -K.; Ichikawa, Y.; Hwang, C. -K. An efficient entry to new sugar modified ketolide antibiotics. Tet. Lett. 2005, 46, 1483–1487.

16.       Yao, S.; Sgarbi, P. W. M.; Marby, K. A.; Rabuka, D.; O’Hare, S. M.; Cheng, M. L.; Bairi, M.; Hu, C.; Hwang, S.-B.; Hwang, C.-K.; Ichikawa, Y.; Sears, P.; Sucheck, S. J. Glyco-optimization of aminoglycosides: new aminoglycosides as novel anti-infective agents. Bioorg. Med. Chem. Lett. 2004, 14,3733–3738. PMID: 15203152

15.       Lee, L. V.; Bower, K. E.; Liang, F. S.; Shi, J.; Wu, D.; Sucheck, S. J.; Vogt, P.K.; Wong, C.-H. Inhibition of the proteolytic activity of anthrax lethal factor by aminoglycosides. J. Am. Chem. Soc. 2004; 126, 4774–4775.

14.       Agnelli, F.; Sucheck, S. J.; Marby, K. A; Rabuka, D.; S. -L., Yao; Sears, P. S.; Liang, F.-S.; Wong, C. -H. Dimeric aminoglycosides as antibiotics. Angew. Chem. Int. Ed. 2004, 43, 1562–1566. PMID: 15022234

13.       Sucheck, S. J. and Shue, Y.-K. Combinatorial synthesis of aminoglycoside libraries. Curr. Opin. Drug Discovery and Development 2001, 4, 462–470.

 

Postdoctoral

12.       Sucheck, S. J.; Wong, C.-H. RNA as a target for small molecules. Curr. Opin. Chem. Biol. 2000, 4, 678–686.

11.       Sucheck, S. J.; Wong, A. L.; Koeller, K. M.; Boehr, D. D.; Draker, K.-A.; Sears, P.; Wright, G. D.; Wong, C.-H. Design of bifunctional antibiotics that target bacterial rRNA and inhibit resistance-causing enzymes. J. Am. Chem. Soc. 2000, 122, 5230–5231.

10.       Sucheck, S. J.; Greenberg, W. A.; Tolbert, T., Wong, C.-H. Design of small molecules that recognize RNA: Development of aminoglycosides as potential antitumor agents that target oncogenic RNA sequences. Angew. Chem., Int. Ed. 2000, 39, 1080–1084.

 

Graduate

9.         Cagir, A.; Tao, Z.-F.; Sucheck, S. J.; Hecht, S. M. Solid phase synthesis and biochemical evaluation of conformationally constrained analogues of deglycobleomycin A5 Bioorganic Med. Chem. Lett. 2003, 11, 5179–5187.

8.         Sucheck, S. J. Study of naturally occurring nucleic acid interactive agents. 1998, 205 pp.

7.         Chen, J.; Zhang, Y.-H., Wang, L.-K.; Sucheck, S. J.; Snow, A. M.; Hecht, S. M. Inhibitors of DNA polymerase β from Schoepfia Californica. Chem. Commun. 1998, 2769–2770.

6.         Katono, K.; An, H.; Aoyagi, Y. Overhand, M.; Sucheck, S. J.; Stevens, W. C. Jr.; Hess, C. D.; Zhou, X.; Hecht, S. M. Total synthesis of bleomycin group antibiotics. The total synthesis of bleomycin demethyl A2, bleomycin A2 and decarbamoyl bleomycin demethyl A2. J. Am. Chem. Soc. 1998, 120, 11285–11296.

5.         Sucheck, S. J.; Ellena, J. F.; Hecht, S. M. Characterization of Zn(II).deglycobleomycin A2 and interaction with d(CGCATGCG)2. Direct evidence for minor groove binding of the bithiazole moiety. J. Am. Chem. Soc. 1998, 120, 7450–7460.

 

Undergraduate

4.         Skrzypczak-Jankun, E., Sucheck, S., Smith, D.A. 4-Methyl-3,5-dioxopiperazine acetic acid and 4-methyl-3,5-dioxopiperazine-N-methylacetic amide. Cambridge Crystallographic Data Centre, deposition no. CCDC 118966/CCDC 118967, 1999.

3.         Smith, D. A., Sucheck, S.; Cramer, S.; Baker, D. Nitrilotriacetamide: Synthesis in concentrated sulfuric acid and stability in water Synth. Commun. 1995, 25, 4123–4132.

2.         Cramer, S.; Sucheck, S. J.; Skrzypczak-Jankun, E.; Smith, D. A. Facile synthesis of substituted nitrilotriacetamides. Tetrahedron Lett. 1992, 33, 7765–7768.

1.         Sucheck, S. J.; Pinkerton, A. A.; Smith, D. A. Characterization of [Pb(NO3)(ntam)2]NO3 the first metal complex of the neutral tetradentate ligand nitrilotriacetamide (ntam). J. Chem. Soc., Chem. Commun. 1992, 367–368.

Last Updated: 8/14/16