Publications

56. Tehrani, K., *Martin, N.I. (2017) Thiol-Containing Metallo-β-Lactamase Inhibitors Resensitize Resistant Gram-Negative Bacteria to Meropenem. ACS Infectious Diseases, Accepted (manuscript in press). DOI: 10.1021/acsinfecdis.7b00094.

55. van Haren, M.J., Marechal, N.; Troffer-Charlier, N.; Cianciulli, A.; Sardella, G.; *Cavarelli, J.; *Martin, N.I. (2017) Transition state mimics are valuable mechanistic probes for structural studies with the arginine methyltransferase CARM1. Proceedings of the National Academy of Sciences USA114, 3625–3630. DOI: 10.1073/pnas.1618401114.

54. van Haren, M.J., Taig, R., Kuppens, J., Sastre Toraño, J., Moret, E.E., Parsons, R.B., Sartini, D., Emanuelli, M., *Martin, N.I. (2017) Inhibitors of nicotinamide N-methyltransferase designed to mimic the methylation reaction transition state. Organic and Biomolecular Chemistry, 15, 6656-6667. DOI: 10.1039/C7OB01357D.

53. Sevšek, A.; Šrot, L.; Rihter, J.; Čelan, M.; Quarles van Ufford, L.; Moret, E.E.; *Martin, N.I.; *Pieters, R.J. (2017) N-Guanidino Derivatives of 1,5-Dideoxy-1,5-imino-D-xylitol are Potent, Selective, and Stable Inhibitors of β-Glucocerebrosidase. ChemMedChem, 12, 483–486. DOI: 10.1002/cmdc.201700050.

52. Kleijn, L.H.J., *Martin, N.I. (2017) The Cyclic Lipopeptide Antibiotics (Book Chapter) Topics in Medicinal Chemistry, Springer Berlin Heidelberg, (manuscript in press). DOI: 10.1007/7355_2017_9.

51. le Paige, U., Smits, B., ‘t Hart, P., Lefeber, F., Martin, N.I., van Ingen, H. (2017) Weak coupling between magnetically inequivalent spins: the deceptively simple, yet complicated spectrum of a 13C-labeled trimethylated amine. Journal of Magnetic Resonance278, 96-103. DOI: http://dx.doi.org/10.1016/j.jmr.2017.03.016.

50. van Harten, R.M., Willems, R.J.L., Martin, N.I., Hendrickx, A.P.A. Multidrug Resistant Enterococcal Infections: (2017) New Compounds, Novel Antimicrobial Therapies? Trends in Microbiology, 25, 467–479. DOI: 10.1016/j.tim.2017.01.004.

49. Oude Blenke, E., Sleszynska,M., Evers, M.J.W., Storm, G., Martin, N.I., Mastrobattista, E. (2017) Strategies for the activation and release of the membranolytic peptide melittin from liposomes using endosomal pH as a trigger. Bioconjugate Chemistry, 28, 574–582. DOI: 10.1021/acs.bioconjchem.6b00677.

48. Cura, V., Marechal, N., Troffer-Charlier, N., Strub, J-M., van Haren, M.J., Martin, N.I., Cianferani, S., Bonnefond, L., Cavarelli, J. (2017) Functional insights from structural studies of protein arginine methyltransferase 2. The FEBS Journal, 284, 77-96. DOI: 10.1111/febs.13953.

47. van ‘t Veer, I.L., Leloup, N.O.L., Egan, A.J.F., Janssen, B.J.C., Martin, N.I., Vollmer, W., Breukink, E. (2016) Site specific immobilization of the peptidoglycan synthase PBP1B on a surface plasmon resonance chip surface. ChemBioChem, 17,  2250-2256. DOI: 10.1002/cbic.201600461.

46. Pagliero R.J., D’Astolfo D.S., Lelieveld D., Pratiwi R.D., Aits S., Jaattela M., Martin N.I., Klumperman J., and Egan D.A. (2016) Discovery of Small Molecules That Induce Lysosomal Cell Death in Cancer Cell Lines Using an Image-Based Screening Platform. ASSAY and Drug Development Technologies14, 489-510. DOI: 10.1089/adt.2016.727.

45. van Haren, M.J., Sastre Toraño, J., Sartini, D., Emanuelli, M., Parsons, R.B., *Martin, N.I. (2016) A rapid and efficient assay for the characterization of substrates and inhibitors of nicotinamide N-methyltransferase. Biochemistry, 55, 5307-5315. DOI: 10.1021/acs.biochem.6b00733.

44. Sevšek, A., Čelan, M., Erjavec, B., Quarles van Ufford, L., Sastre Toraño, J., Moret, E.E., *Pieters, R.J, *Martin, N.I. (2016) Bicyclic isoureas derived from 1-deoxynojirimycin are potent inhibitors of β-glucocerebrosidase. Organic and Biomolecular Chemistry, 14, 8670-8673. DOI: 10.1039/C6OB01735E.

43. Thomas, M.G., Sartini, D., Emanuelli, M., van Haren, M.J., Martin, N.I., Mountford, D.M., Barlow, D.J., Klamt, F., Ramsden, D.B., Reza, M., Parsons, R.B. (2016) Nicotinamide N-methyltransferase catalyses the N-methylation of the endogenous β-carboline norharman: evidence for a novel detoxification pathway. Biochemical Journal, 473, 3253-3267. DOI: 10.1042/BCJ20160219.

42. Kleijn, L.H.J., Oppedijk, S.F., ’t Hart, P., van Harten, R.M., Martin-Visscher, L.A., Kemmink, J., Breukink, E., *Martin, N.I. (2016) Total synthesis of Laspartomycin C and characterization of its antibacterial mechanism of action. Journal of Medicinal Chemistry, 59, 3569–3574. DOI: 10.1021/acs.jmedchem.6b00219.

41. ’t Hart, P., Oppedijk, S.F., Breukink, E., *Martin, N.I. (2016) New insights into nisin’s antibacterial mechanism revealed by binding studies with synthetic lipid II analogues. Biochemistry, 55, 232–237. DOI: 10.1021/acs.biochem.5b01173.

40. Maňásková, S.H., Nazmi, K., van ’t Hof, W., van Belkum, A., Martin, N.I., Bikker, F.J., van Wamel, W.J.B., Veerman, E.C.I. (2016) Staphylococcus aureus Sortase A-mediated incorporation of peptides: Effect of peptide modification on incorporation. PLoS ONE, 11e0147401. DOI: 10.1371/journal.pone.0147401.

39. Oppedijk, S.F., Martin, N.I. Breukink, E. (2016) Hit ‘em where it hurts: the growing and structurally diverse family of peptides that target lipid-II. Biochimica et Biophysica Acta. Biomembranes, 1858, 947–957. DOI: 10.1016/j.bbamem.2015.10.024.

38.  Koopmans, T., Wood, T.M., ‘t Hart, P., Kleijn, L.H.J., Hendrickx, A.P.A., Willems, R.J.L., Breukink, E., *Martin, N.I. (2015) Semisynthetic lipopeptides derived from nisin display antibacterial activity and lipid II-binding on par with that of the parent compound. Journal of the American Chemical Society137, 9382–9389. DOI: 10.1021/jacs.5b04501.

37. van Haren, M., Quarles van Ufford, L., Moret, E.E., *Martin, N.I. (2015) Synthesis and evaluation of protein arginine N-methyltransferase inhibitors designed to simultaneously occupy both substrate binding sites. Organic and Biomolecular Chemistry, 13, 549-560. DOI: 10.1039/C4OB01734J.

36.  Corradini, E., Klaasse, G., Leurs, U., Heck, A.J.R., *Martin, N.I., *Scholten, A. (2015) Charting the interactome of PDE3A in human cells using an IBMX based chemical proteomics approach. Molecular Biosystems, 11, 2786-2797. DOI: 10.1039/C5MB00142K.

35.  Oude Blenke, E., Klaasse, G., Merten, H., Plückthun, A.,  Mastrobattista, E., *Martin, N.I. (2015) Liposome functionalization with copper-free “Click Chemistry”. Journal of Controlled Release202, 14-20. DOI: 10.1016/j.jconrel.2015.01.027.

34. Gruba, N., Wysocka, M., Brzezińska, M., Debowski, D., Rolka, K., Martin, N.I., Lesner, A. (2015) Novel internally quenched substrate of the trypsin-like subunit of 20S eukaryotic proteasome. Analytical Biochemistry DOI: 10.1016/j.ab.2015.08.019.

33. Thomas, D., Koopmans, T., Lakowski, T.M., Kreinin, H., Bui, J.M., Vhuiyan, M.I., *Martin, N.I., *Frankel, A. (2014) Protein arginine N-methyltransferase substrate preferences for different N(eta)-substituted arginyl peptides. ChemBioChem, 15, 1607-1613. DOI: 10.1002/cbic.201402045. (denotes equal authorship)

32. Mooney, C.A., Johnson, S.A., ‘t Hart, P., Quarles van Ufford, L., de Haan, C.A.M., Moret, E.E., *Martin, N.I. (2014) Oseltamivir analogues bearing N-substituted guanidines as potent neuraminidase inhibitors. Journal of Medicinal Chemistry, 57, 3154-3160. DOI: 10.1021/jm401977j. (denotes equal authorship)

31. Mohammadi, T., Sijbrandi, R., Lutters, M., Verheul, J., Martin, N.I., den Blaauwen, T., de Kruijff, B., Breukink, E. (2014) Specificity of the transport of lipid II by FtsW in Escherichia coliThe Journal of Biological Chemistry289, 14707-14718. DOI: 10.1074/jbc.M114.557371.

30. ‘t Hart P., Kleijn, L.H.J., de Bruin, G., Oppedijk, S.F., Kemmink, J., *Martin, N.I. (2014) A combined solid- and solution-phase approach provides convenient access to analogues of the calcium-dependent lipopeptide antibiotics. Organic and Biomolecular Chemistry, 12, 913-918. Manuscript designated as an “OBC Hot Article” for month of January 2014DOI: 10.1039/C3OB42238K. (denotes equal authorship)

29. Dekker, F.J., van den Bosch, T., Martin, N.I. (2014) Small molecule inhibitors of histone acetyltransferases and deacetylases are potential drugs for inflammatory diseases. Drug Discovery Today, 19, 654-660. DOI: 10.1016/j.drudis.2013.11.012.

28.  van Wandelen, L., van Ameijde, J., Ismail-Ali, A., Quarles van Ufford, L., Vijftigschild, L., Beekman, J., Martin, N.I., Ruijtenbeek, R., Liskamp, R.M.J. (2013) Cell-penetrating bisubstrate-based protein kinase C inhibitors. ACS Chemical Biology8, 1479-1487. DOI: 10.1021/cb300709g.

27.  Kooij, R., Branderhorst, H.M., Bonte, S., Wieclawska, S., *Martin, N.I., *Pieters, R.J. (2013) Glycosidase inhibition by novel guanidinium and urea iminosugar derivatives. MedChemComm4, 387-393. DOI: 10.1039/C2MD20343J.

26.  Koopmans, T., van Haren, M., Quarles van Ufford, L., Beekman, J., *Martin N.I. (2013) A concise preparation of the fluorescent amino acid L-(7-hydroxycoumarin-4-yl) ethylglycine and extension of its utility in solid phase peptide synthesis. Bioorganic and Medicinal Chemistry21, 553-559. DOI: 10.1016/j.bmc.2012.10.055.

25. Van Hattum, H., Martin, N.I., Ruijtenbeek, R., Pieters, R.J. (2013) Development of a microarray detection method for galectin cancer proteins based on ligand binding. Analytical Biochemistry434, 99-104. DOI: 10.1016/j.ab.2012.11.003.

24.  Kleijn, L.H.J., Müskens, F.M., Oppedijk, S.F., de Bruin, G., *Martin, N.I. (2012) A concise preparation of the non-proteinogenic amino acid L-kynurenine. Tetrahedron Letters, 53, 6430-6432. DOI: 10.1016/j.tetlet.2012.09.055.

23. ‘t Hart P., Thomas, D., van Ommeren, R., Lakowski, T.M., *Frankel, A., *Martin, N.I. (2012) Analogues of the HIV-Tat peptide containing Nη-modified arginines as potent inhibitors of protein arginine N-methyltransferases. MedChemComm, 3, 1235-1244. DOI: 10.1039/C2MD20161E. (denotes equal authorship)

22. Koopmans, T., Dekker, F.J., *Martin, N.I. (2012) A photocleavable affinity tag for the enrichment of alkyne-modified biomolecules. RSC Advances, 2, 2244-2246. DOI: 10.1039/C2RA20082A.

21. ‘t Hart P, Lakowski, T.M., Thomas, D., *Frankel, A., *Martin, N.I. (2011) Peptidic partial-bisubstrates as inhibitors of the protein arginine N-methyltransferases. ChemBioChem, 12, 1427-1432. DOI: 10.1002/cbic.201100074. (denotes equal authorship)

20. Olrichs, N.K., Aarsman, M.E.G., Verheul, J. Arnusch, C.J., Martin, N.I., Herve, M., Vollmer, W., de Kruijff, B., Breukink, E., den Blaauwen, T.A. (2011) A novel in vivo cell-wall labeling approach sheds new light on peptidoglycan synthesis in Escherichia coli. ChemBioChem, 12, 1124-1133. DOI: 10.1002/cbic.201000552.

19. Lakowski, T.M., ‘t Hart P. Ahern, C.A. *Martin, N.I., *Frankel, A. (2010) Nη-Substituted arginyl peptide inhibitors of protein arginine N-methyltransferases. ACS Chemical Biology, 5, 1053-1063. DOI: 10.1021/cb100161u. (denotes equal authorship)

18. *Martin, N.I. (2009) Concise preparation of tetra-orthogonally protected (2S,6R)-lanthionines. The Journal of Organic Chemistry, 74, 946-949. DOI: 10.1021/jo802415c.

17. Woodward, J.J., Chang, M.M., Martin, N.I. and Marletta, M.A. (2009) The second step of the nitric oxide synthase reaction: evidence for ferric-peroxo as the active oxidant. Journal of the American Chemical Society131, 297-305. DOI: 10.1021/ja807299t.

16. Martin, N.I., Woodward, J.J., Winter, M.B., and Marletta, M.A. (2009) 4,4-Difluorinated analogues of L-arginine and NG-hydroxy-L-arginine as mechanistic probes for nitric oxide synthase. Bioorganic and Medicinal Chemistry Letters, 19, 1758-1762. DOI: 10.1016/j.bmcl.2009.01.076.

15. *Martin, N.I. and Liskamp, R.M.J. (2008) Preparation of NG-substituted L-arginine analogues suitable for solid phase peptide synthesis. The Journal of Organic Chemistry, 73, 7849-7851. DOI: 10.1021/jo801517f.

14. Martin, N.I., Beeson, W.T., Woodward, J.J. and Marletta, M.A. (2008) NG-Aminoguanidines from primary amines and the preparation of nitric oxide synthase inhibitors. Journal of Medicinal Chemistry, 51, 924-931. DOI: 10.1021/jm701119v.

13. Martin, N.I., Woodward, J.J., Winter, M.B., Beeson, W.T. and Marletta, M.A. (2007) Design and synthesis of C5 methylated L-arginine analogues as active site probes for nitric oxide synthase. Journal of the American Chemical Society, 129, 12563-12570. DOI: 10.1021/ja0746159.

12. Martin, N.I. and Breukink, E. (2007) The expanding role of lipid II as a target for lantibiotics. Future Microbiology2, 513-525. DOI: 10.2217/17460913.2.5.513.

11. Woodward, J.J., Martin, N.I. and Marletta, M.A. (2007) An Escherichia coli expression-based method for heme Substitution. Nature Methods, 4, 43-45. DOI: 10.1038/nmeth984.

10. Martin, N.I., Derbyshire, E.R. and Marletta, M.A. (2007) Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1. Bioorganic and Medicinal Chemistry Letters, 17. 4938-4941. DOI: 10.1016/j.bmcl.2007.06.039.

9. Pattabiraman, V.R., Stymiest, J.L., Derksen, D.J., Martin, N.I. and Vederas, J.C. (2007) Multiple on-resin olefin metathesis to form ring expanded analogues of the lantibiotic peptide, lacticin 3147 A2. Organic Letters, 9. 699-702. DOI: 10.1021/ol063133j.

8. *Martin, N.I., Woodward, J.J. and Marletta, M.A. (2006) NG-Hydroxyguanidines from primary amines. Organic Letters, 8. 4035-4036. Paper featured on the organic chemistry web portal (www.organic-chemistry.org). DOI: 10.1021/ol061454p.

7. Gursky, L.J., Martin, N.I., Derksen, D.J., van Belkum, M.J., Kaur, K., Vederas, J.C., Stiles, M.E. and McMullen, L.M. (2006) Production of piscicolin 126 by Carnobacterium maltaromaticum UAL26 is controlled by temperature and induction peptide concentration. Archives of Microbiology. 186, 317-325. DOI: 10.1007/s00203-006-0147-z.

6. Martin, N.I., Sprules, T., Carpenter, M.R., Cotter, P.D., Hill, C., Ross, R.P. and Vederas, J.C. (2004) Characterization of lacticin 3147, A two-peptide antibiotic with synergistic activity. Biochemistry. 43, 3049-3056. DOI: 10.1021/bi0362065.

5. Martin, N.I., Hu, H., Moake, M.M., Churey, J.J., Whittal, R., Worobo, R.W. and Vederas, J.C. (2003) Isolation, structural characterization and properties of mattacin (polymyxin M), a cyclic peptide antibiotic produced by Paenibacillus kobensis M. Journal of Biological Chemistry. 278, 13124 – 13132. DOI: 10.1074/jbc.M212364200.

4. Garneau, S., Martin, N.I. and Vederas, J.C. (2002) Two-peptide bacteriocins produced by lactic acid bacteria. Biochimie. 84, 577-592. DOI: 10.1016/S0300-9084(02)01414-1.

3. Ramtohul, Y.K., Martin, N.I., Silkin, L., James, M.N.H. and Vederas, J.C. (2002) Synthesis of pseudoxazolones and their inhibition of the 3C cysteine proteinases from hepatitis A virus and human rhinovirus-14. Journal of the Chemical Society. Perkin Transactions 1. 1351-1359. DOI: 10.1039/B202643K.

2. Ramtohul, Y.K., Martin, N.I., Silkin, L., James, M.N.G. and Vederas, J.C. (2001) Pseudoxazolones, a new class of inhibitors for cysteine proteinases: Inhibition of hepatitis A virus and human rhinovirus 3C proteinases. Journal of the Chemical Society Chemical Communications. 2740-2741. DOI: 10.1039/B109095J.

1. Mahaffy, P.G., Martin, N.I., Newman, K.E., Hohn, B., Mikula, R.J. and Munoz, V.A. (1998) A novel matrix for non-intrusive environmental lead screening. Environmental Science and Technology. 32, 2467-2477. DOI: 10.1021/es970699h.

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Patents

1. PCT application number PCT/EP2016/050827; Title: Nisin-based compounds and use thereof in the treatment of bacterial infections. Inventors: Martin, N.I., Koopmans T. Wood, T. Kleijn, L.H.J. Priority date: January 19, 2015.

2. PCT application number PCT/NL2013/050562; Title: Urea and guanidinium derivatives of iminosugars. Inventors: Pieters, R.J.; Martin, N.I.; Branderhorst, H.M.; Kooij, R. Priority date: July 27, 2012.

 

 Nathaniel Martin