Princeton Publications


65. Bushin, L. B.; Seyedsayamdost, M. R. Guidelines for Determining the Structures of Radical SAM Enzyme-Catalyzed Modifications in the Biosynthesis of RiPP Natural ProductsMethods Enzymol. 2018, In Press.



64. Klaus, J. R.; Deay, J.; Neuenswander, B.; Hursh, W.; Gao, Z.; Bouddhara, T.; Williams, T. D.; Douglas, J.; Monize, K.; Martins, P.; Majerczyk, C.; Seyedsayamdost, M. R.; Peterson, B. R.; Rivera, M.; Chandler, J. R. Malleilactone is a Burkholderia pseudomallei virulence factor regulated by antibiotics and quorum sensingJ. Bacteriol. 2018, In Press.



63. Forneris, C. C.; Seyedsayamdost, M. R. In Vitro Reconstitution of OxyC Activity Enables Total Chemo-Enzymatic Syntheses of Vancomycin Aglycone Variants. Angew. Chem. Int. Ed. 2018, In Press.


62. Forneris, C. C.; Ozturk, S.; Sorensen, E. J.; Seyedsayamdost, M. R. Installation of Multiple Aryl Ether Crosslinks onto Non-native Substrate Peptides by the Vancomycin OxyB. Tetrahedron 2018, In Press.  


• Invited Submission for Prof. Herzon’s Tetrahedron Young Investigator Award Special Issue.

61. Gibson, M. I.; Seyedsayamdost, M. R. Small Biomolecules for Big Applications. ACS Cent. Sci. 2018, 4, 437-439.

60. Schramma, K. R.; Forneris, C. C.; Caruso, A.; Seyedsayamdost, M. R. Mechanistic Investigations of Lysine-Tryptophan Crosslink Formation Catalyzed by Streptococcal Radical SAM Enzymes. Biochemistry 2018, 57, 461-468.

59. Baars, O.; Zhang, X.; Gibson, M. I.; Stone, A. T.; Morel, F. M. M.; Seyedsayamdost, M. R. Crochelins, Siderophores with a Unprecedented Iron-Chelating Moiety from the Nitrogen-Fixing Bacterium Azotobacter chroococcum. Angew. Chem. Int. Ed. 2018, 57, 536-541.

58. Wu, Y.; Seyedsayamdost, M. R. Synergy and Target Promiscuity Drive Evolutionary Divergence in Bacterial Alkylquinolone Biosynthesis. Cell Chem. Biol. 2017, 24, 1437-1444.

57. Wang, R.; Seyedsayamdost, M. R. (2017) Roseochelin B, an Algaecidal Natural Product Synthesized by the Roseobacter Phaeobacter inhibens in Response to Algal Sinapic Acid. Org. Lett. 19, 5138-5141.

56. Gibson, M. I.; Forneris, C. C.; Seyedsayamdost, M. R. Peptide Crosslinks Catalyzed by Metalloenzymes in Natural Products Biosynthesis. Invited Book Chapter Submission: “Cyclic Peptides” Edited by Jesko Koehnke, James Naismith, Wilfred A. van der Donk. RSC Press, pg. 141–163 (2017).

55. Rosen, P. C.; Seyedsayamdost, M. R. Though Much is Taken, Much Abides: Finding New Antibiotics Using Old Ones. Biochemistry 2017, 56, 4925-4926.

54. Davis, K. M.; Schramma, K. R.; Hansen, W. A.; Bacik, J. P.; Khare, S. D.; Seyedsayamdost, M. R.; Ando, N. Structures of the Peptide-Modifying Radical SAM Enzyme SuiB Elucidate the Basis of Substrate Recognition. Proc. Natl. Acad. Sci. USA 2017, 114, 10420-10425.

53. Forneris, C. C.; Ozturk, S.; Gibson, M. I.; Sorensen, E. J.; Seyedsayamdost, M. R. In Vitro Reconstitution of OxyA Enzymatic Activity Clarifies Late Steps in Vancomycin Biosynthesis. ACS Chem. Biol. 2017, 12, 2248-2253.

52. Xu, F.; Nazari, B.*; Moon, K.*; Bushin, L. B.; Seyedsayamdost, M. R. Discovery of a Cryptic Antifungal Compound from Streptomyces albus J1074 Using High-Throughput Elicitor Screens. J. Am. Chem. Soc. 2017, 139, 9203-9212.

Highlighted in:
• “Cryptic Natural Products Appearing” (In the Pipeline, July 3rd, 2017)

51. Reece, S.Y.; Seyedsayamdost, M. R. Long-Range Proton-Coupled Electron Transfer in the Escherichia coli Class 1a Ribonucleotide Reductase. Essays Biochem. 2017, 61, 281-292.


50. Mao, D.; Bushin, L. B.; Moon, K.; Wu, Y.; Seyedsayamdost, M. R. Silencing Biosynthetic Genes: Discovery and Characterization of scmR as a Global Regulator of Secondary Metabolism in Burkholderia thailandensis E264. Proc. Natl. Acad. Sci. USA 2017, 114, E2920-E2928.Highlighted in:
• “Scientists discover master switch to turn on silent biosynthetic gene clusters” (Drug Discovery and Development, April 24, 2017)
• “Researchers switch on silent gene clusters in bacteria” (Rocket News, April 16, 2017)
• “Mini-factories for drugs? Researchers find a way to turn on silent gene clusters in bacteria” (International Business Times, April 16, 2017)
• “Researchers uncover global regulator that switches on silent biosynthetic gene clusters” (The Medical News, April 13, 2017)
• “Scientists discover master switch to turn on silent biosynthetic gene clusters” (Home Biology Cell, April 13, 2017)
• “Scientists discover master switch to turn on silent biosynthetic gene clusters” (EurekAlert!, April 13, 2017)

49. Schramma, K. R.; Seyedsayamdost, M. R. Lysine-Tryptophan-Crosslinked Peptides Produced by Radical SAM Enzymes in Pathogenic Streptococci. ACS Chem. Biol. 201712, 922-927.

48. Wang, R.; Seyedsayamdost, M. R. Hijacking Exogenous Signals to Generate New Secondary Metabolites in Symbiotic Interactions. Nat. Rev. Chem. 20171, 21.

Highlighted on the Cover of Nature Reviews Chemistry, March Issue, 2017:







47. Nazari, B.; Forneris, C. C.; Gibson, M. I.; Moon, K.; Schramma, K. R.; Seyedsayamdost, M. R. Nonomuraea sp. ATCC 55076 Harbours the Largest Actinomycete Chromosome to Date and the Kistamicin Biosynthetic Gene Cluster. Med. Chem. Commun. 20178, 780-788.

• Invited Submission for “New Talent: Americas” Special Issue.

46. Papenfort, K.; Silpe, J. E.; Schramma, K. R.; Cong, J.-P.; Seyedsayamdost, M. R.; Bassler, B. L. A Vibrio cholerae Autoinducer-Receptor Pair that Controls Biofilm Formation. Nat. Chem. Biol. 201713, 551-557.

Highlighted in:
• “Microbiology: A new language for small talk” (Nat. Chem. Biol. 2017, 13, 453-454)

45. Seyedsayamdost, M. R. Talking with Molecules: Marine Bacteria and Microalgae. Invited Book Chapter Submission: “The Chemistry of Microbimes”  Edited by Tina Bahadori, Carole Bewley, Edward DeLong, Jim Fredrickson, Barabara Gerratana, David Rockcliffe. The National Academies Press, pg. 77–84 (2017).

44. Metelev, M.; Arseniev, A.; Bushin, L. B.; Kuznedelov, K.; Artamonova, T. O.; Kondratenko, R.; Khodorkovskii, M.; Seyedsayamdost, M. R.; Severinov, K. Acinetodin and Klebsidin, RNA Polymerase Targeting Lasso Peptides Produced by Human Isolates of Acinetobacter gyllenbergii and Klebsiella pneumoniae. ACS Chem. Biol. 2017, 12, 814-824.

43. Okada, B. K.; Seyedsayamdost, M. R. Antibiotic Dialogues: Induction of Silent Biosynthetic Gene Clusters by Exogenous Small Molecules. FEMS Microbiol. Rev. 2017, 41, 19–33.

Highlighted in:
• “Discovering Novel Antibiotics” (The Scientist Magazine, February 1, 2017)

42. Okada, B. K.*; Wu, Y.*; Mao, D.; Bushin, L. B.; Seyedsayamdost, M. R. Mapping the Trimethoprim-Induced Secondary Metabolome of Burkholderia thailandensis. ACS Chem. Biol. 2016, 11, 2124–2130.

Highlighted in:
• F1000 Prime (by David Newman, May 11, 2017)

41. Wang, R.; Gallant, É.; Seyedsayamdost, M. R. Investigation of the Genetics and Biochemistry of Roseobacticide Production in the Roseobacter Clade Bacterium Phaeobacter inhibens. mBio 2016, 7, e02118.

40. Wilson, M. Z.; Wang, R.; Gitai, Z.; Seyedsayamdost, M. R.  Mode of Action and Resistance Studies Unveil New Roles for Tropodithietic Acid as an Anticancer Agent and the γ-Glutamyl Cycle as a Proton Sink.  Proc. Natl. Acad. Sci. USA 2016, 113, 1630-1635.KMD_2Highlighted in:
• “Antibiotics that Fight Cancer” (BioTechniques, March 3, 2016)

39. Baars, O.; Zhang, X.; Morel, F. M.; Seyedsayamdost, M. R.  The Siderophore Metabolome of Azotobacter vinelandii.  Appl. Environ. Microbiol. 2015, 82, 27-39.


38. Truong, T. T.; Seyedsayamdost. M. R.; Greenberg, E. P.; Chandler, J. R.  A Burkholderia thailandensis Acyl-Homoserine Lactone-Independent Orphan LuxR Homolog that Activates Production of the Cytotoxin Malleilactone.  J. Bacteriol. 2015, 197, 3456-3462.


Highlighted in:
• “Antibiotic Sensing by a Bacterial Communication System” (Atlas of Science, December 22, 2015)

37. Schramma, K. R.*; Bushin, L. B.*; Seyedsayamdost, M. R.  Structure and Biosynthesis of a Macrocyclic Peptide Containing an Unprecedented Lysine-to-Tryptophan Crosslink.  Nature Chem. 20157, 431-437.

Graphical abstract

Highlighted in:
• “News of the Week” (C&E News 2015, 93, 8)
• “Spotlight” (ACS Chem. Biol. 2015, 10, 1355)
• “Cellular Microbiology” (Scicasts, May 18, 2015)

36. Seyedsayamdost, M. R.*; Wang, R.; Kolter, R.; Clardy, J.* Hybrid Biosynthesis of Roseobacticides from Algal and Bacterial Precursor Molecules.  J. Am. Chem. Soc. 2014, 136, 15150-15153.

Screen Shot 2015-03-20 at 10.12.42 AM

35. Seyedsayamdost, M. R.  High-Throughput Platform for the Discovery of Elicitors of Silent Bacterial Gene Clusters.  Proc. Natl. Acad. Sci. USA 2014, 111, 7266-7271.

Screen Shot 2015-03-20 at 10.13.23 AM

Highlighted in:
• “This Week In PNAS” (Proc. Natl. Acad. Sci. USA 2014, 111, 7163)
• “Spotlight” (ACS Chem. Biol. 2014, 9, 1218)
• “GEN News Highlight” (Genetic Engineering & Biotechnology News, May 21, 2014)

Prior Publications

34. Seyedsayamdost, M. R.; Clardy J.  Natural Products and Synthetic Biology.  ACS Synth. Biol. 2014, 3, 745-747.

33. Wörsdörfer, B. A.; Conner, D. A.; Yokoyama, K.; Livada, J.; Seyedsayamdost, M. R.; Jiang, W.; Silakov, A.; Stubbe, J.; Bollinger, J. M. Jr.; Krebs, C.  J.  Function of the diiron cluster of the Escherichia coli class Ia ribonucleotide reductase in proton-coupled electron transfer.  J. Am. Chem. Soc. 2013, 135, 8585-8593.

32. Chandler, J. R.; Truong, T. T.; Silva, P. M.; Seyedsayamdost, M. R.; Carr, G.; Radey, M.; Jacobs, M. A.; Sims, E. H.; Clardy, J.; Greenberg, E. P. Bactobolin resistance is conferred by mutations in the L2 ribosomal protein.  MBio 2012, 3, e0049-e00512.

31. Seyedsayamdost, M. R.; Traxler, M. F.; Clardy, J.; Kolter, R.  Old meets new: using interspecies interactions to detect secondary metabolite production in actinomycetes.  Methods Enzymol. 2012, 517, 89-109.

30. Adler, C.; Corbalan, N. S.; Seyedsayamdost, M. R.; Pomares, M. F.; de Cristobal, R. E.; Clardy, J.; Kolter, R.; Vincent, P. A.  Catecholate siderophores protect bacteria from pyochelin toxicity.  PloS one 2012, 7, e46754-e46760.

29. Traxler, M. F.; Seyedsayamdost, M. R.; Clardy, J.; Kolter, R.  Interspecies modulation of bacterial development through iron competition and siderophore piracy.  Mol. Microbiol. 2012, 86, 628-644.

28. Seyedsayamdost, M. R.; Cleto, S.; Carr, G.; Vlamakis, H.; Vieira, M. J.; Kolter, R.; Clardy, J.  Mixing and Matching Siderophore Clusters: Structure and Biosynthesis of Serratiochelins from Serratia sp. V4.  J. Am. Chem. Soc. 2012, 134, 13550-13553.

27. Fernandes, N.; Case, R. J.; Longford, S. R.; Seyedsayamdost, M. R.; Steinberg, P. D.; Kjelleberg, S.; Thomas, T.  Genomes and virulence factors of novel bacterial pathogens causing bleaching disease in the marine red alga Delisea pulchraPloS one 2011, 6, e27387-e27398.

26. Seyedsayamdost, M. R.; Carr, G.; Kolter, R.; Clardy, J.  Roseobacticides: Small Molecule Modulators of an Algal-Bacterial Symbiosis.  J. Am. Chem. Soc. 2011, 133, 18343-18349.

25 Seyedsayamdost, M. R.; Traxler, M. F.; Zheng, S.-L.; Kolter, R.; Clardy, J.  Structure and Biosynthesis of Amychelin, an Unusual Mixed-Ligand Siderophore from Amycolatopsis sp. AA4.  J. Am. Chem. Soc. 2011, 133, 11434-11437.

24. Carr, G.; Seyedsayamdost, M. R.; Chandler, J. R.; Greenberg, E. P.; Clardy, J.  Sources of Diversity in Bactobolin Biosynthesis by Burkholderia thailandensis E264. Org. Lett. 2011, 13, 3048-3051.

23. Seyedsayamdost, M. R.; Case, R. J.; Kolter, R.; Clardy, J.  The Jekyll-and-Hyde chemistry of Phaeobacter gallaeciensisNature Chem. 2011, 3, 331-335.

22. Seyedsayamdost, M. R.; Yee, C. S.; Stubbe, J.  Use of 2,3,5-F3Y-ß2 and 3-NH2Y-α2 to Study Proton-Coupled Electron Transfer in Escherichia coli Ribonucleotide Reductase.  Biochemistry 2011, 50, 1403-1411.

21. Minnihan, E. C.; Seyedsayamdost, M. R.; Uhlin, U.; Stubbe, J.  Kinetics of Radical Intermediate Formation and Deoxynucleotide Production in 3-Aminotyrosine-Substituted Escherichia coli Ribonucleotide Reductases. J. Am. Chem. Soc. 2011, 133, 9430-9440.

20. Seyedsayamdost, M. R.; Chandler, J. R.; Blodgett, J. A. V.; Lima, P. S.; Duerkop, B. A.; Oinuma, K.-I.; Greenberg, E. P.; Clardy, J., Quorum-Sensing-Regulated Bactobolin Production by Burkholderia thailandensis E264. Org. Lett. 2010, 12, 716-719.

19. Seyedsayamdost, M. R.; Stubbe, J.  Replacement of Y730 and Y731 in the α2 Subunit of Escherichia coli Ribonucleotide Reductase with 3-Aminotyrosine Using an Evolved Suppressor tRNA/tRNA Synthetase Pair.  Methods Enzymol. 2009; 462, 45-76.

18. Seyedsayamdost, M. R.; Argirevic, T.; Minnihan, E. C.; Stubbe, J.; Bennati, M.  Structural Examination of the Transient 3-Aminotyrosyl Radical on the PCET Pathway of E. coli Ribonucleotide Reductase by Multifrequency EPR Spectroscopy.  J. Am. Chem. Soc. 2009, 131, 15729-15738.

17. Reece, S. Y.; Lutterman, D. A.; Seyedsayamdost, M. R.; Stubbe, J.; Nocera, D. G.  Re(bpy)(CO)(3)CN as a Probe of Conformational Flexibility in a Photochemical Ribonucleotide Reductase.  Biochemistry 2009, 48, 5832-5838.

16. Offenbacher, A. R.; Vassiliev, I. R.; Seyedsayamdost, M. R.; Stubbe, J.; Barry, B. A.  Redox-Linked Structural Changes in Ribonucleotide Reductase.  J. Am. Chem. Soc. 2009, 131, 7496-7497.

15. Minnihan, E. C.; Seyedsayamdost, M. R.; Stubbe, J.  Use of 3-Aminotyrosine To Examine the Pathway Dependence of Radical Propagation in Escherichia coli Ribonucleotide Reductase.  Biochemistry 2009, 48, 12125-12132.

14. Seyedsayamdost, M. R.; Yee, C. S.; Stubbe, J.  Site-specific incorporation of fluorotyrosines into the R2 subunit of E. coli ribonucleotide reductase by expressed protein ligation.  Nat. Protoc. 2007, 2, 1225-1235.

13. Seyedsayamdost, M. R.; Chan, C. T. Y.; Mugnaini, V.; Stubbe, J.; Bennati, M.  PELDOR spectroscopy with DOPA-beta 2 and NH2Y-alpha 2s: Distance measurements between residues involved in the radical propagation pathway of E-coli ribonucleotide reductase.  J. Am. Chem. Soc. 2007, 129, 15748-15749.

12. Seyedsayamdost, M. R.; Xie, J.; Chan, C. T. Y.; Schultz, P. G.; Stubbe, J.  Site-specific insertion of 3-aminotyrosine into subunit α2 of E. coli ribonucleotide reductase: Direct evidence for involvement of Y730 and Y731 in radical propagation.  J. Am. Chem. Soc. 2007, 129, 15060-15071.

11. Reece, S. Y.; Seyedsayamdost, M. R.; Stubbe, J.; Nocera, D. G. Direct observation of a transient tyrosine radical competent for initiating turnover in a photochemical ribonucleotide reductase.  J. Am. Chem. Soc. 2007, 129, 13828-13830.

10. Reece, S. Y.; Seyedsayamdost, M. R.; Stubbe, J.; Nocera, D. G.  Photoactive peptides for light-initiated tyrosyl radical generation and transport into ribonucleotide reductase.  J. Am. Chem. Soc. 2007, 129, 8500-8509.

9. Seyedsayamdost, M. R.; Stubbe, J.  Forward and reverse electron transfer with the Y356DOPA-β2 heterodimer of E. coli ribonucleotide reductase. J. Am. Chem. Soc. 2007, 129, 2226-2227.

8. Reece, S. Y.; Seyedsayamdost, M. R.; Stubbe, J.; Nocera, D. G.  Electron transfer reactions of fluorotyrosyl radicals.  J. Am. Chem. Soc. 2006, 128, 13654-13655.

7. Seyedsayamdost, M. R.; Stubbe, J.  Site-specific replacement of Y356 with 3,4-dihydroxyphenylalanine in the β2 subunit of E. coli ribonucleotide reductase.  J. Am. Chem. Soc. 2006, 128, 2522-2523.

6. Seyedsayamdost, M. R.; Reece, S. Y.; Nocera, D. G.; Stubbe, J.  Mono-, di-, tri-, and tetra-substituted fluorotyrosines: New probes for enzymes that use tyrosyl radicals in catalysis.  J. Am. Chem. Soc. 2006, 128, 1569-1579.

5. Seyedsayamdost, M. R.; Yee, C. S.; Reece, S. Y.; Nocera, D. G.; Stubbe, J.  pH rate profiles of FnY356-R2s (n=2, 3, 4) in Escherichia coli ribonucleotide reductase: Evidence that Y-356 is a redox-active amino acid along the radical propagation pathway.  J. Am. Chem. Soc. 2006, 128, 1562-1568.

4. Guillen Schlippe, Y. V.; Riera, T. V.; Seyedsayamdost, M. R.; Hedstrom, L.  Substitution of the conserved Arg-Tyr dyad selectively disrupts the hydrolysis phase of the IMP dehydrogenase reaction.  Biochemistry 2004, 43, 4511-21.

3. Yee, C. S.; Seyedsayamdost, M. R.; Chang, M. C. Y.; Nocera, D. G.; Stubbe, J., Generation of the R2 subunit of ribonucleotide reductase by intein chemistry: Insertion of 3-nitrotyrosine at residue 356 as a probe of the radical initiation process. Biochemistry 2003, 42, 14541-14552.

2. Hedstrom, L.; Gan, L.; Schlippe, Y. G.; Riera, T.; Seyedsayamdost, M.  IMP dehydrogenase: the dynamics of drug selectivity. Nucleic Acids Res. Supp. 2003, 3, 97-8.

1. Gan, L.; Seyedsayamdost, M. R.; Shuto, S.; Matsuda, A.; Petsko, G. A.; Hedstrom, L.  The immunosuppressive agent mizoribine monophosphate forms a transition state analogue complex with inosine monophosphate dehydrogenase.  Biochemistry 2003, 42, 857-863.