Publications by Topic

For most recent publications, please go to (the link.)
Lantibiotics | Phosphonate Antibiotics | Phosphite Dehydrogenase | Prostaglandin Synthase And Lipoxygenases | Miscellaneous Research
Lantibiotics

2013 | 2012 | 2011 | 2010 | 2009 | 2008 | 2007 | 2006

Phosphonate Antibiotics

2012 | 2010 | 2009 | 2008 | 2007 | 2006

Phosphite Dehydrogenase

2012 | 2007 | 2006 | 2005 | 2003 | 2002 | Before 2002

Prostaglandin Synthase And Lipoxygenases
2011 |  2009 | 2008 | 2007 | 2006 | 2004 | 2003 | 2002 | 2002 | Before 2002
Miscellaneous Research

2012 | 2011

Lantibiotics 2013

Agarwal V, Peck SC, Chen JH, Borisova SA, Chekan JR, van der Donk WA, Nair SK. Structure and function of phosphonoacetaldehyde dehydrogenase: the missing link in phosphonoacetate formation. Chem Biol. 2014 Jan 16;21(1):125-35. doi: 10.1016/j.chembiol.2013.11.006. Epub 2013 Dec 19. PubMed PMID: 24361046.

Lantibiotics 2012

Zhang Q, Yu Y, Vélasquez JE, van der Donk WA. Evolution of lanthipeptide synthetases. Proc Natl Acad Sci U S A. 2012 Nov 6;109(45):18361-6. doi: 10.1073/pnas.1210393109. Epub 2012 Oct 15. PubMed PMID: 23071302; PubMed Central PMCID: PMC3494888.

Shi Y, Bueno A, van der Donk WA. Heterologous production of the lantibiotic Ala(0)actagardine in Escherichia coli. Chem Commun (Camb). 2012 Nov 18;48(89):10966-8. doi: 10.1039/c2cc36336d. PubMed PMID: 23034674; PubMed Central PMCID: PMC3485686.

Thibodeaux GN, van der Donk WA. An engineered lantipeptide synthetase serves as a general leader peptide-dependent kinase. Chem Commun (Camb). 2012 Nov 7;48(86):10615-7. doi: 10.1039/c2cc34138g. PubMed PMID: 23001385; PubMed Central
PMCID: PMC3475617.

Knerr PJ, Oman TJ, Garcia De Gonzalo CV, Lupoli TJ, Walker S, van der Donk WA. Non-proteinogenic amino acids in lacticin 481 analogues result in more potent inhibition of peptidoglycan transglycosylation. ACS Chem Biol. 2012 Nov 16;7(11):1791-5. doi: 10.1021/cb300372b. Epub 2012 Sep 4. PubMed PMID: 22920239;
PubMed Central PMCID: PMC3501146.

Zhang Q, van der Donk WA. Catalytic promiscuity of a bacterial
α-N-methyltransferase. FEBS Lett. 2012 Sep 21;586(19):3391-7. doi: 10.1016/j.febslet.2012.07.050. Epub 2012 Jul 25. PubMed PMID: 22841713; PubMed Central PMCID: PMC3462432.

Wang H, van der Donk WA. Biosynthesis of the class III lantipeptide catenulipeptin. ACS Chem Biol. 2012 Sep 21;7(9):1529-35. Epub 2012 Jul 2. PubMed PMID: 22725258; PubMed Central PMCID: PMC3448297.

Knerr PJ, van der Donk WA. Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X. J Am Chem Soc. 2012 May 9;134(18):7648-51. doi: 10.1021/ja302435y. Epub 2012 Apr 30. PubMed PMID: 22524291; PubMed Central PMCID: PMC3349288.

Oman TJ, Knerr PJ, Bindman NA, Velásquez JE, van der Donk WA. An engineered lantibiotic synthetase that does not require a leader peptide on its substrate. J Am Chem Soc. 2012 Apr 25;134(16):6952-5. doi: 10.1021/ja3017297. Epub 2012 Apr 11. PubMed PMID: 22480178; PubMed Central PMCID: PMC3350211.

Garg N, Tang W, Goto Y, Nair SK, van der Donk WA. Lantibiotics from Geobacillus thermodenitrificans. Proc Natl Acad Sci U S A. 2012 Apr 3;109(14):5241-6. doi: 10.1073/pnas.1116815109. Epub 2012 Mar 19. PubMed PMID: 22431611; PubMed Central PMCID: PMC3325677.

Knerr PJ, van der Donk WA. Discovery, biosynthesis, and engineering of lantipeptides. Annu Rev Biochem. 2012;81:479-505. doi: 10.1146/annurev-biochem-060110-113521. Epub 2012 Mar 8. Review. PubMed PMID: 22404629.

Lantibiotics 2011

Oman TJ, Lupoli TJ, Wang TS, Kahne D, Walker S, van der Donk WA. Haloduracin α binds the peptidoglycan precursor lipid II with 2:1 stoichiometry. J Am Chem Soc. 2011 Nov 9;133(44):17544-7. doi: 10.1021/ja206281k. Epub 2011 Oct 17. PubMed PMID: 22003874; PubMed Central PMCID: PMC3206492.

Wang H, van der Donk WA. Substrate selectivity of the sublancin S-glycosyltransferase. J Am Chem Soc. 2011 Oct 19;133(41):16394-7. doi: 10.1021/ja2075168. Epub 2011 Sep 21. PubMed PMID: 21910430; PubMed Central PMCID: PMC3191765.

Ökesli A, Cooper LE, Fogle EJ, van der Donk WA. Nine post-translational modifications during the biosynthesis of cinnamycin. J Am Chem Soc. 2011 Aug 31;133(34):13753-60. doi: 10.1021/ja205783f. Epub 2011 Aug 10. PubMed PMID: 21770392; PubMed Central PMCID: PMC3163434.

Velásquez JE, Zhang X, van der Donk WA. Biosynthesis of the antimicrobial peptide epilancin 15X and its N-terminal lactate. Chem Biol. 2011 Jul 29;18(7):857-67. doi: 10.1016/j.chembiol.2011.05.007. PubMed PMID: 21802007; PubMed Central PMCID: PMC3161514.

Knerr PJ, Tzekou A, Ricklin D, Qu H, Chen H, van der Donk WA, Lambris JD. Synthesis and activity of thioether-containing analogues of the complement inhibitor compstatin. ACS Chem Biol. 2011 Jul 15;6(7):753-60. doi: 10.1021/cb2000378. Epub 2011 May 23. PubMed PMID: 21520911; PubMed Central PMCID: PMC3137721.

Gut IM, Blanke SR, van der Donk WA. Mechanism of inhibition of Bacillus anthracis spore outgrowth by the lantibiotic nisin. ACS Chem Biol. 2011 Jul 15;6(7):744-52. doi: 10.1021/cb1004178. Epub 2011 May 5. PubMed PMID: 21517116; PubMed Central PMCID: PMC3178273.

Gut IM, Tamilselvam B, Prouty AM, Stojkovic B, Czeschin S, van der Donk WA, Blanke SR. Bacillus anthracis spore interactions with mammalian cells: relationship between germination state and the outcome of in vitro. BMC Microbiol. 2011 Feb 28;11:46. doi: 10.1186/1471-2180-11-46. PubMed PMID: 21356113; PubMed Central PMCID: PMC3060849.

Goto Y, Okesli A, van der Donk WA. Mechanistic studies of Ser/Thr dehydration catalyzed by a member of the LanL lanthionine synthetase family. Biochemistry. 2011 Feb 8;50(5):891-8. doi: 10.1021/bi101750r. Epub 2011 Jan 13. PubMed PMID: 21229987; PubMed Central PMCID: PMC3031989.

Oman TJ, Boettcher JM, Wang H, Okalibe XN, van der Donk WA. Sublancin is not a lantibiotic but an S-linked glycopeptide. Nat Chem Biol. 2011 Feb;7(2):78-80. doi: 10.1038/nchembio.509. Epub 2011 Jan 2. PubMed PMID: 21196935; PubMed Central PMCID: PMC3060661.

Shi Y, Yang X, Garg N, van der Donk WA. Production of lantipeptides in Escherichia coli. J Am Chem Soc. 2011 Mar 2;133(8):2338-41. doi: 10.1021/ja109044r. Epub 2010 Nov 29. PubMed PMID: 21114289; PubMed Central PMCID: PMC3044485.

Lantibiotics 2010

Bindman N, Merkx R, Koehler R, Herrman N, van der Donk WA. Photochemical cleavage of leader peptides. Chem Commun (Camb). 2010 Dec 21;46(47):8935-7. doi: 10.1039/c0cc02945a. Epub 2010 Nov 2. PubMed PMID: 21046030; PubMed Central PMCID: PMC3100556.

Li B, Sher D, Kelly L, Shi Y, Huang K, Knerr PJ, Joewono I, Rusch D, Chisholm SW, van der Donk WA. Catalytic promiscuity in the biosynthesis of cyclic peptide secondary metabolites in planktonic marine cyanobacteria. Proc Natl Acad Sci U S A. 2010 Jun 8;107(23):10430-5. doi: 10.1073/pnas.0913677107. Epub 2010 May 17. PubMed PMID: 20479271; PubMed Central PMCID: PMC2890784.

Goto Y, Li B, Claesen J, Shi Y, Bibb MJ, van der Donk WA. Discovery of unique lanthionine synthetases reveals new mechanistic and evolutionary insights. PLoS Biol. 2010 Mar 23;8(3):e1000339. doi: 10.1371/journal.pbio.1000339. PubMed PMID: 20351769; PubMed Central PMCID: PMC2843593.

Oman TJ, van der Donk WA. Follow the leader: the use of leader peptides to guide natural product biosynthesis. Nat Chem Biol. 2010 Jan;6(1):9-18. doi: 10.1038/nchembio.286. Review. PubMed PMID: 20016494; PubMed Central PMCID: PMC3799897.

Lantibiotics 2009

Oman TJ, van der Donk WA. Insights into the mode of action of the two-peptide lantibiotic haloduracin. ACS Chem Biol. 2009 Oct 16;4(10):865-74. doi: 10.1021/cb900194x. PubMed PMID: 19678697; PubMed Central PMCID: PMC2812937.

Li B, Cooper LE, van der Donk WA. Chapter 21. In vitro studies of lantibiotic biosynthesis. Methods Enzymol. 2009;458:533-58. doi: 10.1016/S0076-6879(09)04821-6. PubMed PMID: 19374997.

Lee MV, Ihnken LA, You YO, McClerren AL, van der Donk WA, Kelleher NL. Distributive and directional behavior of lantibiotic synthetases revealed by high-resolution tandem mass spectrometry. J Am Chem Soc. 2009 Sep 2;131(34):12258-64. doi: 10.1021/ja9033507. PubMed PMID: 19663480; PubMed Central
PMCID: PMC2738757.

Levengood MR, Knerr PJ, Oman TJ, van der Donk WA. In vitro mutasynthesis of lantibiotic analogues containing nonproteinogenic amino acids. J Am Chem Soc. 2009 Sep 2;131(34):12024-5. doi: 10.1021/ja903239s. PubMed PMID: 19655738; PubMed Central PMCID: PMC2732204.

Zhang X, van der Donk WA. Using expressed protein ligation to probe the substrate specificity of lantibiotic synthetases. Methods Enzymol. 2009;462:117-34. doi: 10.1016/S0076-6879(09)62006-1. PubMed PMID: 19632472.

You YO, Levengood MR, Ihnken LA, Knowlton AK, van der Donk WA. Lacticin 481 synthetase as a general serine/threonine kinase. ACS Chem Biol. 2009 May 15;4(5):379-85. doi: 10.1021/cb800309v. PubMed PMID: 19292452; PubMed Central PMCID: PMC2709986.

Levengood MR, Kerwood CC, Chatterjee C, van der Donk WA. Investigation of the substrate specificity of lacticin 481 synthetase by using nonproteinogenic amino acids. Chem Bio Chem. 2009 Mar 23;10(5):911-9. doi: 10.1002/cbic.200800752. PubMed PMID: 19222036; PubMed Central PMCID: PMC2737179.

Lantibiotics 2008 

Cooper LE, McClerren AL, Chary A, van der Donk WA. Structure-activity relationship studies of the two-component lantibiotic haloduracin. Chem Biol. 2008 Oct 20;15(10):1035-45. doi: 10.1016/j.chembiol.2008.07.020. PubMed PMID: 18940665; PubMed Central PMCID: PMC2633096.

Gut IM, Prouty AM, Ballard JD, van der Donk WA, Blanke SR. Inhibition of Bacillus anthracis spore outgrowth by nisin. Antimicrob Agents Chemother. 2008 Dec;52(12):4281-8. doi: 10.1128/AAC.00625-08. Epub 2008 Sep 22. PubMed PMID: 18809941; PubMed Central PMCID: PMC2592879.

Patton GC, Paul M, Cooper LE, Chatterjee C, van der Donk WA. The importance of the leader sequence for directing lanthionine formation in lacticin 481. Biochemistry. 2008 Jul 15;47(28):7342-51. doi: 10.1021/bi800277d. Epub 2008 Jun 21. PubMed PMID: 18570437; PubMed Central PMCID: PMC2574844.

Furgerson Ihnken LA, Chatterjee C, van der Donk WA. In vitro reconstitution and substrate specificity of a lantibiotic protease. Biochemistry. 2008 Jul 15;47(28):7352-63. doi: 10.1021/bi800278n. Epub 2008 Jun 21. PubMed PMID: 18570436; PubMed Central PMCID: PMC2574596.

Levengood MR, van der Donk WA. Use of lantibiotic synthetases for the preparation of bioactive constrained peptides. Bioorg Med Chem Lett. 2008 May 15;18(10):3025-8. doi: 10.1016/j.bmcl.2008.01.062. Epub 2008 Jan 19. PubMed PMID: 18294843; PubMed Central PMCID: PMC2452991.

Lantibiotics 2007

Whitteck JT, Ni W, Griffin BM, Eliot AC, Thomas PM, Kelleher NL, Metcalf WW, van der Donk WA. Reassignment of the structure of the antibiotic A53868 reveals an unusual amino dehydrophosphonic acid. Angew Chem Int Ed Engl. 2007;46(47):9089-92. PubMed PMID: 17990255.

Levengood MR, Patton GC, van der Donk WA. The leader peptide is not required for post-translational modification by lacticin 481 synthetase. J Am Chem Soc. 2007 Aug 29;129(34):10314-5. Epub 2007 Aug 4. PubMed PMID: 17676843; PubMed Central PMCID: PMC2492579.

Zhang X, Ni W, van der Donk WA. On the regioselectivity of thioether formation by lacticin 481 synthetase. Org Lett. 2007 Aug 16;9(17):3343-6. Epub 2007 Jul 25. PubMed PMID: 17650008; PubMed Central PMCID: PMC2517117.

Blodgett JA, Thomas PM, Li G, Velasquez JE, van der Donk WA, Kelleher NL, Metcalf WW. Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Nat Chem Biol. 2007 Aug;3(8):480-5. Epub 2007 Jul 15. PubMed PMID: 17632514.

Li B, van der Donk WA. Identification of essential catalytic residues of the cyclase NisC involved in the biosynthesis of nisin. J Biol Chem. 2007 Jul 20;282(29):21169-75. Epub 2007 May 19. PubMed PMID: 17513866.

Willey JM, van der Donk WA. Lantibiotics: peptides of diverse structure and function. Annu Rev Microbiol. 2007;61:477-501. Review. PubMed PMID: 17506681.

Paul M, Patton GC, van der Donk WA. Mutants of the zinc ligands of lacticin 481 synthetase retain dehydration activity but have impaired cyclization activity. Biochemistry. 2007 May 29;46(21):6268-76. Epub 2007 May 5. PubMed PMID: 17480057; PubMed Central PMCID: PMC2517114.

You YO, van der Donk WA. Mechanistic investigations of the dehydration reaction of lacticin 481 synthetase using site-directed mutagenesis. Biochemistry. 2007 May 22;46(20):5991-6000. Epub 2007 Apr 25. PubMed PMID: 17455908; PubMed Central PMCID: PMC2517115.

Lantibiotics 2006

Levengood MR, van der Donk WA. Dehydroalanine-containing peptides: preparation from phenylselenocysteine and utility in convergent ligation strategies. Nat Protoc. 2006;1(6):3001-10. PubMed PMID: 17406561.

Zhang X, van der Donk WA. On the substrate specificity of dehydration by lacticin 481 synthetase. J Am Chem Soc. 2007 Feb 28;129(8):2212-3. Epub 2007 Feb 1. PubMed PMID: 17266311; PubMed Central PMCID: PMC2517113.

Woodyer RD, Li G, Zhao H, van der Donk WA. New insight into the mechanism of methyl transfer during the biosynthesis of fosfomycin. Chem Commun (Camb). 2007 Jan 28;(4):359-61. Epub 2006 Nov 23. PubMed PMID: 17220970.

van der Donk WA. Lighting up the nascent cell wall. ACS Chem Biol. 2006 Aug 22;1(7):425-8. Review. PubMed PMID: 17168519.

Woodyer RD, Shao Z, Thomas PM, Kelleher NL, Blodgett JA, Metcalf WW, van der Donk WA, Zhao H. Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster. Chem Biol. 2006 Nov;13(11):1171-82. PubMed PMID: 17113999.

McClerren AL, Cooper LE, Quan C, Thomas PM, Kelleher NL, van der Donk WA. Discovery and in vitro biosynthesis of haloduracin, a two-component lantibiotic. Proc Natl Acad Sci U S A. 2006 Nov 14;103(46):17243-8. Epub 2006 Nov 3. PubMed PMID: 17085596; PubMed Central PMCID: PMC1859917.

Chatterjee C, Patton GC, Cooper L, Paul M, van der Donk WA. Engineering dehydro amino acids and thioethers into peptides using lacticin 481 synthetase. Chem Biol. 2006 Oct;13(10):1109-17. PubMed PMID: 17052615.

Li B, Yu JP, Brunzelle JS, Moll GN, van der Donk WA, Nair SK. Structure and mechanism of the lantibiotic cyclase involved in nisin biosynthesis. Science. 2006 Mar 10;311(5766):1464-7. PubMed PMID: 16527981.

Miller LM, Chatterjee C, van der Donk WA, Kelleher NL. The dehydratase activity of lacticin 481 synthetase is highly processive. J Am Chem Soc. 2006 Feb 8;128(5):1420-1. PubMed PMID: 16448091; PubMed Central PMCID: PMC2532561.

Lantibiotics 2005

Chatterjee C, Miller LM, Leung YL, Xie L, Yi M, Kelleher NL, van der Donk WA. Lacticin 481 synthetase phosphorylates its substrate during lantibiotic production. J Am Chem Soc. 2005 Nov 9;127(44):15332-3. PubMed PMID: 16262372.

Patton GC, van der Donk WA. New developments in lantibiotic biosynthesis and mode of action. Curr Opin Microbiol. 2005 Oct;8(5):543-51. Review. PubMed PMID: 16118063.

Zhang X, Ni W, van der Donk WA. Synthesis of nonproteinogenic amino acids to probe lantibiotic biosynthesis. J Org Chem. 2005 Aug 19;70(17):6685-92. PubMed PMID: 16095288; PubMed Central PMCID: PMC2525736.

Chatterjee C, Paul M, Xie L, van der Donk WA. Biosynthesis and mode of action of lantibiotics. Chem Rev. 2005 Feb;105(2):633-84. Review. PubMed PMID: 15700960.

Lantibiotics 2004

Xie L, van der Donk WA. Post-translational modifications during lantibiotic biosynthesis. Curr Opin Chem Biol. 2004 Oct;8(5):498-507. Review. PubMed PMID: 15450492.

Xie L, Miller LM, Chatterjee C, Averin O, Kelleher NL, van der Donk WA. Lacticin 481: in vitro reconstitution of lantibiotic synthetase activity. Science. 2004 Jan 30;303(5658):679-81. PubMed PMID: 14752162.

Lantibiotics 2003

Galonić DP, Van Der Donk WA, Gin DY. Oligosaccharide-peptide ligation of glycosyl thiolates with dehydropeptides: synthesis of S-linked mucin-related glycopeptide conjugates. Chemistry. 2003 Dec 15;9(24):5997-6006. PubMed PMID: 14679512.

Okeley NM, Paul M, Stasser JP, Blackburn N, van der Donk WA. SpaC and NisC, the cyclases involved in subtilin and nisin biosynthesis, are zinc proteins. Biochemistry. 2003 Nov 25;42(46):13613-24. PubMed PMID: 14622008.

Zhou H, Schmidt DM, Gerlt JA, van der Donk WA. Chemical and enzymatic synthesis of fluorinated-dehydroalanine-containing peptides. Chem Bio Chem. 2003 Nov 7;4(11):1206-15. PubMed PMID: 14613113.

Zhu Y, Gieselman MD, Zhou H, Averin O, van der Donk WA. Biomimetic studies on the mechanism of stereoselective lanthionine formation. Org Biomol Chem. 2003 Oct 7;1(19):3304-15. PubMed PMID: 14584794.

Lantibiotics 2002

Xie L, Chatterjee C, Balsara R, Okeley NM, van der Donk WA. Heterologous expression and purification of SpaB involved in subtilin biosynthesis. Biochem Biophys Res Commun. 2002 Jul 26;295(4):952-7. PubMed PMID: 12127987.

Zhou H, van der Donk WA. Biomimetic stereoselective formation of methyllanthionine. Org Lett. 2002 Apr 18;4(8):1335-8. PubMed PMID: 11950356.

Lantibiotics before 2002

Okeley NM, van der Donk WA. Novel cofactors via post-translational modifications of enzyme active sites. Chem Biol. 2000 Jul;7(7):R159-71. Review. Erratum in: Chem Biol 2001 Jan;8(1):97. PubMed PMID: 10903941.

Xie L, van der Donk WA. Homemade cofactors: self-processing in galactose oxidase. Proc Natl Acad Sci U S A. 2001 Nov 6;98(23):12863-5. PubMed PMID: 11698675; PubMed Central PMCID: PMC60785.

Gieselman MD, Xie L, van Der Donk WA. Synthesis of a selenocysteine-containing peptide by native chemical ligation. Org Lett. 2001 May 3;3(9):1331-4. PubMed PMID: 11348227.

Zhu Y, van der Donk WA. Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations. Org Lett. 2001 Apr 19;3(8):1189-92. PubMed PMID: 11348191.

Zhou H, van der Donk WA. Synthesis of 2-amino-3-fluoroacrylic acid containing peptides. Org Lett. 2001 Feb 22;3(4):593-6. PubMed PMID: 11178833.

Okeley NM, Zhu Y, van Der Donk WA. Facile chemoselective synthesis of dehydroalanine-containing peptides. Org Lett. 2000 Nov 16;2(23):3603-6. PubMed PMID: 11073655.

Okeley NM, van der Donk WA. Novel cofactors via post-translational modifications of enzyme active sites. Chem Biol. 2000 Jul;7(7):R159-71. Review. Erratum in: Chem Biol 2001 Jan;8(1):97. PubMed PMID: 10903941.

Phosphonate Antibiotics
Phosphonate Antibiotics 2012

Cooke HA, Peck SC, Evans BS, van der Donk WA. Mechanistic investigation of methylphosphonate synthase, a non-heme iron-dependent oxygenase. J Am Chem Soc. 2012 Sep 26;134(38):15660-3. Epub 2012 Sep 13. PubMed PMID: 22957470; PubMed Central PMCID: PMC3458437.

Metcalf WW, Griffin BM, Cicchillo RM, Gao J, Janga SC, Cooke HA, Circello BT, Evans BS, Martens-Habbena W, Stahl DA, van der Donk WA. Synthesis of methylphosphonic acid by marine microbes: a source for methane in the aerobic ocean. Science. 2012 Aug 31;337(6098):1104-7. doi: 10.1126/science.1219875. PubMed PMID: 22936780; PubMed Central PMCID: PMC3466329.

Peck SC, Kim SY, Evans BS, van der Donk WA. Stereochemistry of Hydride Transfer by Group III Alcohol Dehydrogenases Involved in Phosphonate Biosynthesis. Med Chem Comm. 2012 Aug;3(8):967-970. PubMed PMID: 25400901; PubMed Central PMCID: PMC4231301.

Kim SY, Ju KS, Metcalf WW, Evans BS, Kuzuyama T, van der Donk WA. Different biosynthetic pathways to fosfomycin in Pseudomonas syringae and Streptomyces species. Antimicrob Agents Chemother. 2012 Aug;56(8):4175-83. doi: 10.1128/AAC.06478-11. Epub 2012 May 21. PubMed PMID: 22615277; PubMed Central PMCID: PMC3421606.

Peck SC, Gao J, van der Donk WA. Discovery and biosynthesis of phosphonate and phosphinate natural products. Methods Enzymol. 2012;516:101-23. doi: 10.1016/B978-0-12-394291-3.00029-0. PubMed PMID: 23034226.

Phosphonate Antibiotics 2011

Agarwal V, Borisova SA, Metcalf WW, van der Donk WA, Nair SK. Structural and mechanistic insights into C-P bond hydrolysis by phosphonoacetate hydrolase. Chem Biol. 2011 Oct 28;18(10):1230-40. doi: 10.1016/j.chembiol.2011.07.019. PubMed PMID: 22035792.

Peck SC, Cooke HA, Cicchillo RM, Malova P, Hammerschmidt F, Nair SK, van der Donk WA. Mechanism and substrate recognition of 2-hydroxyethylphosphonate dioxygenase. Biochemistry. 2011 Aug 2;50(30):6598-605. doi: 10.1021/bi200804r. Epub 2011 Jul 8. PubMed PMID: 21711001; PubMed Central PMCID: PMC3143709.

Borisova SA, Christman HD, Metcalf ME, Zulkepli NA, Zhang JK, van der Donk WA, Metcalf WW. Genetic and biochemical characterization of a pathway for the degradation of 2-aminoethylphosphonate in Sinorhizobium meliloti 1021. J Biol Chem. 2011 Jun 24;286(25):22283-90. doi: 10.1074/jbc.M111.237735. Epub 2011 May 4. PubMed PMID: 21543322; PubMed Central PMCID: PMC3121374.

Circello BT, Miller CG, Lee JH, van der Donk WA, Metcalf WW. The antibiotic dehydrophos is converted to a toxic pyruvate analog by peptide bond cleavage in Salmonella enterica. Antimicrob Agents Chemother. 2011 Jul;55(7):3357-62. doi: 10.1128/AAC.01483-10. Epub 2011 May 2. PubMed PMID: 21537024; PubMed Central PMCID: PMC3122408.

Whitteck JT, Malova P, Peck SC, Cicchillo RM, Hammerschmidt F, van der Donk WA. On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase. J Am Chem Soc. 2011 Mar 30;133(12):4236-9. doi: 10.1021/ja1113326. Epub 2011 Mar 7. PubMed PMID: 21381767; PubMed Central PMCID: PMC3069692.

Velásquez JE, van der Donk WA. Genome mining for ribosomally synthesized natural products. Curr Opin Chem Biol. 2011 Feb;15(1):11-21. doi: 10.1016/j.cbpa.2010.10.027. Epub 2010 Nov 20. Review. PubMed PMID: 21095156; PubMed Central PMCID: PMC3090663.

Nair SK, van der Donk WA. Structure and mechanism of enzymes involved in biosynthesis and breakdown of the phosphonates fosfomycin, dehydrophos, and phosphinothricin. Arch Biochem Biophys. 2011 Jan 1;505(1):13-21. doi: 10.1016/j.abb.2010.09.012. Epub 2010 Sep 18. Review. PubMed PMID: 20854789; PubMed Central PMCID: PMC3040005.

Phosphonate Antibiotics 2010

Kuemin M, van der Donk WA. Structure-activity relationships of the phosphonate antibiotic dehydrophos. Chem Commun (Camb). 2010 Nov 7;46(41):7694-6. doi: 10.1039/c0cc02958k. Epub 2010 Sep 27. PubMed PMID: 20871915; PubMed Central PMCID: PMC3109733.

Lee JH, Bae B, Kuemin M, Circello BT, Metcalf WW, Nair SK, van der Donk WA. Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis. Proc Natl Acad Sci U S A. 2010 Oct 12;107(41):17557-62. doi: 10.1073/pnas.1006848107. Epub 2010 Sep 27. PubMed PMID: 20876132; PubMed Central PMCID: PMC2955109.

Circello BT, Eliot AC, Lee JH, van der Donk WA, Metcalf WW. Molecular cloningand heterologous expression of the dehydrophos biosynthetic gene cluster. Chem Biol. 2010 Apr 23;17(4):402-11. doi: 10.1016/j.chembiol.2010.03.007. PubMed PMID: 20416511; PubMed Central PMCID: PMC2888486.

Borisova SA, Circello BT, Zhang JK, van der Donk WA, Metcalf WW. Biosynthesis of rhizocticins, antifungal phosphonate oligopeptides produced by Bacillus subtilis ATCC6633. Chem Biol. 2010 Jan 29;17(1):28-37. doi: 10.1016/j.chembiol.2009.11.017. PubMed PMID: 20142038; PubMed Central PMCID: PMC2819989.

Phosphonate Antibiotics 2009

Whitteck JT, Cicchillo RM, van der Donk WA. Hydroperoxylation by hydroxyethylphosphonate dioxygenase. J Am Chem Soc. 2009 Nov 11;131(44):16225-32. doi: 10.1021/ja906238r. PubMed PMID: 19839620; PubMed Central PMCID: PMC2773148.

Metcalf WW, van der Donk WA. Biosynthesis of phosphonic and phosphinic acid natural products. Annu Rev Biochem. 2009;78:65-94. doi: 10.1146/annurev.biochem.78.091707.100215. Review. PubMed PMID: 19489722; PubMed Central PMCID: PMC2729427.

Cicchillo RM, Zhang H, Blodgett JA, Whitteck JT, Li G, Nair SK, van der Donk WA, Metcalf WW. An unusual carbon-carbon bond cleavage reaction during phosphinothricin biosynthesis. Nature. 2009 Jun 11;459(7248):871-4. doi: 10.1038/nature07972. PubMed PMID: 19516340; PubMed Central PMCID: PMC2874955.

Lee JH, Evans BS, Li G, Kelleher NL, van der Donk WA. In vitro
characterization of a heterologously expressed nonribosomal Peptide synthetase involved in phosphinothricin tripeptide biosynthesis. Biochemistry. 2009 Jun 16;48(23):5054-6. doi: 10.1021/bi900164d. PubMed PMID: 19432442; PubMed Central PMCID: PMC2709985.

Phosphonate Antibiotics 2008

Shao Z, Blodgett JA, Circello BT, Eliot AC, Woodyer R, Li G, van der Donk WA, Metcalf WW, Zhao H. Biosynthesis of 2-hydroxyethylphosphonate, an unexpected intermediate common to multiple phosphonate biosynthetic pathways. J Biol Chem. 2008 Aug 22;283(34):23161-8. doi: 10.1074/jbc.M801788200. Epub 2008 Jun 10. PubMed PMID: 18544530; PubMed Central PMCID: PMC2516978.

Phosphonate Antibiotics 2007

Whitteck JT, Ni W, Griffin BM, Eliot AC, Thomas PM, Kelleher NL, Metcalf WW, van der Donk WA. Reassignment of the structure of the antibiotic A53868 reveals an unusual amino dehydrophosphonic acid. Angew Chem Int Ed Engl. 2007;46(47):9089-92. PubMed PMID: 17990255.

Blodgett JA, Thomas PM, Li G, Velasquez JE, van der Donk WA, Kelleher NL, Metcalf WW. Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Nat Chem Biol. 2007 Aug;3(8):480-5. Epub 2007 Jul 15. PubMed PMID: 17632514.

Woodyer RD, Li G, Zhao H, van der Donk WA. New insight into the mechanism of methyl transfer during the biosynthesis of fosfomycin. Chem Commun (Camb). 2007 Jan 28;(4):359-61. Epub 2006 Nov 23. PubMed PMID: 17220970.

Phosphonate Antibiotics 2006

Woodyer RD, Shao Z, Thomas PM, Kelleher NL, Blodgett JA, Metcalf WW, van der Donk WA, Zhao H. Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster. Chem Biol. 2006 Nov;13(11):1171-82. PubMed PMID: 17113999.

Phosphite Dehydrogenase

Phosphite Dehydrogenase 2012

Zou Y, Zhang H, Brunzelle JS, Johannes TW, Woodyer R, Hung JE, Nair N, van der Donk WA, Zhao H, Nair SK. Crystal structures of phosphite dehydrogenase provide insights into nicotinamide cofactor regeneration. Biochemistry. 2012 May 29;51(21):4263-70. doi: 10.1021/bi2016926. Epub 2012 May 17. PubMed PMID: 22564171.

Hung JE, Fogle EJ, Christman HD, Johannes TW, Zhao H, Metcalf WW, van der Donk WA. Investigation of the role of Arg301 identified in the X-ray structure of phosphite dehydrogenase. Biochemistry. 2012 May 29;51(21):4254-62. doi: 10.1021/bi201691w. Epub 2012 May 17. PubMed PMID: 22564138; PubMed Central PMCID: PMC3361975.

Phosphite Dehydrogenase 2007

Fogle EJ, van der Donk WA. Pre-steady-state studies of phosphite dehydrogenase demonstrate that hydride transfer is fully rate limiting. Biochemistry. 2007 Nov 13;46(45):13101-8. Epub 2007 Oct 20. PubMed PMID: 17949110; PubMed Central PMCID: PMC2517116.

Phosphite Dehydrogenase 2006

Woodyer RD, Li G, Zhao H, van der Donk WA. New insight into the mechanism of methyl transfer during the biosynthesis of fosfomycin. Chem Commun (Camb). 2007 Jan 28;(4):359-61. Epub 2006 Nov 23. PubMed PMID: 17220970.

Phosphite Dehydrogenase 2005

Woodyer R, Zhao H, van der Donk WA. Mechanistic investigation of a highly active phosphite dehydrogenase mutant and its application for NADPH regeneration. FEBS J. 2005 Aug;272(15):3816-27. PubMed PMID: 16045753.

Relyea HA, van der Donk WA. Mechanism and applications of phosphite dehydrogenase. Bioorg Chem. 2005 Jun;33(3):171-89. Epub 2005 Feb 23. Review. PubMed PMID: 15888310.

Woodyer R, Wheatley JL, Relyea HA, Rimkus S, van der Donk WA. Site-directed mutagenesis of active site residues of phosphite dehydrogenase. Biochemistry. 2005 Mar 29;44(12):4765-74. PubMed PMID: 15779903.

Woodyer R, Simurdiak M, van der Donk WA, Zhao H. Heterologous expression, purification, and characterization of a highly active xylose reductase from Neurospora crassa. Appl Environ Microbiol. 2005 Mar;71(3):1642-7. PubMed PMID: 15746370; PubMed Central PMCID: PMC1065158.

Relyea HA, Vrtis JM, Woodyer R, Rimkus SA, van der Donk WA. Inhibition and pH dependence of phosphite dehydrogenase. Biochemistry. 2005 May 3;44(17):6640-9. PubMed PMID: 15850397.

Phosphite Dehydrogenase 2003

Zhou H, Schmidt DM, Gerlt JA, van der Donk WA. Chemical and enzymatic synthesis of fluorinated-dehydroalanine-containing peptides. Chem Bio Chem. 2003 Nov 7;4(11):1206-15. PubMed PMID: 14613113.

Woodyer R, van der Donk WA, Zhao H. Relaxing the nicotinamide cofactor specificity of phosphite dehydrogenase by rational design. Biochemistry. 2003 Oct 14;42(40):11604-14. PubMed PMID: 14529270.

van der Donk WA, Zhao H. Recent developments in pyridine nucleotide regeneration. Curr Opin Biotechnol. 2003 Aug;14(4):421-6. Review. PubMed PMID: 12943852.

Phosphite Dehydrogenase 2002

Vrtis JM, White AK, Metcalf WW, van der Donk WA. Phosphite dehydrogenase: a versatile cofactor-regeneration enzyme. Angew Chem Int Ed Engl. 2002 Sep 2;41(17):3257-9. PubMed PMID: 12207407.

Phosphite Dehydrogenase before 2002

Xie L, van der Donk WA. Homemade cofactors: self-processing in galactose oxidase. Proc Natl Acad Sci U S A. 2001 Nov 6;98(23):12863-5. PubMed PMID: 11698675; PubMed Central PMCID: PMC60785.

Vrtis JM, White AK, Metcalf WW, van der Donk WA. Phosphite dehydrogenase: an unusual phosphoryl transfer reaction. J Am Chem Soc. 2001 Mar 21;123(11):2672-3. PubMed PMID: 11456941.

Prostaglandin Synthase and Lipoxygenases

# PSL-2011

Wu G, Lü JM, van der Donk WA, Kulmacz RJ, Tsai AL. Cyclooxygenase reaction mechanism of prostaglandin H synthase from deuterium kinetic isotope effects. J Inorg Biochem. 2011 Mar;105(3):382-90. doi: 10.1016/j.jinorgbio.2010.11.015. PubMed PMID: 21394223; PubMed Central PMCID: PMC3049311.

Lü JM, Rogge CE, Wu G, Kulmacz RJ, van der Donk WA, Tsai AL. Cyclooxygenase reaction mechanism of PGHS–evidence for a reversible transition between a pentadienyl radical and a new tyrosyl radical by nitric oxide trapping. J Inorg Biochem. 2011 Mar;105(3):356-65. doi: 10.1016/j.jinorgbio.2010.11.013. PubMed
PMID: 21403766; PubMed Central PMCID: PMC3053578.

Tsai AL, Wu G, Rogge CE, Lü JM, Peng S, van der Donk WA, Palmer G, Gerfen GJ, Kulmacz RJ. Structural comparisons of arachidonic acid-induced radicals formed by prostaglandin H synthase-1 and -2. J Inorg Biochem. 2011 Mar;105(3):366-74. doi: 10.1016/j.jinorgbio.2010.11.012. Epub 2010 Nov 27. PubMed PMID: 21421123; PubMed Central PMCID: PMC3073652.

# PSL-2009

Wecksler AT, Kenyon V, Garcia NK, Deschamps JD, van der Donk WA, Holman TR. Kinetic and structural investigations of the allosteric site in human epithelial 15-lipoxygenase-2. Biochemistry. 2009 Sep 15;48(36):8721-30. doi: 10.1021/bi9009242. PubMed PMID: 19645454; PubMed Central PMCID: PMC2746553.

Wecksler AT, Jacquot C, van der Donk WA, Holman TR. Mechanistic investigations of human reticulocyte 15- and platelet 12-lipoxygenases with arachidonic acid. Biochemistry. 2009 Jul 7;48(26):6259-67. doi: 10.1021/bi802332j. PubMed PMID: 19469483; PubMed Central PMCID: PMC2935259.

# PSL-2008

Jacquot C, McGinley CM, Plata E, Holman TR, van der Donk WA. Synthesis of 11-thialinoleic acid and 14-thialinoleic acid, inhibitors of soybean and human lipoxygenases. Org Biomol Chem. 2008 Nov 21;6(22):4242-52. doi: 10.1039/b808003h. Epub 2008 Sep 30. PubMed PMID: 18972057; PubMed Central PMCID: PMC2883171.

Jacquot C, Peng S, van der Donk WA. Kinetic isotope effects in the oxidation of arachidonic acid by soybean lipoxygenase-1. Bioorg Med Chem Lett. 2008 Nov 15;18(22):5959-62. doi: 10.1016/j.bmcl.2008.08.108. Epub 2008 Aug 31. PubMed PMID: 18793849; PubMed Central PMCID: PMC2652760.

Jacquot C, Wecksler AT, McGinley CM, Segraves EN, Holman TR, van der Donk WA. Isotope sensitive branching and kinetic isotope effects in the reaction of deuterated arachidonic acids with human 12- and 15-lipoxygenases. Biochemistry. 2008 Jul 8;47(27):7295-303. doi: 10.1021/bi800308q. Epub 2008 Jun 12. PubMed PMID: 18547056; PubMed Central PMCID: PMC2574664.

# PSL-2007

McGinley CM, Jacquot C, van der Donk WA. Synthesis of 7-thiaarachidonic acid as a mechanistic probe of prostaglandin H synthase-2. Bioorg Med Chem Lett. 2007 Jul 15;17(14):4049-52. Epub 2007 Apr 27. PubMed PMID: 17485208; PubMed Central PMCID: PMC2040112.

# PSL-2006

van der Donk WA. Rings, radicals, and regeneration: the early years of a bioorganic laboratory. J Org Chem. 2006 Dec 22;71(26):9561-71. Review. PubMed PMID: 17168571; PubMed Central PMCID: PMC2519235.

Liu W, Wang LH, Fabian P, Hayashi Y, McGinley CM, van der Donk WA, Kulmacz RJ. Arabidopsis thaliana fatty acid alpha-dioxygenase-1: evaluation of substrates, inhibitors and amino-terminal function. Plant Physiol Biochem. 2006 May-Jun;44(5-6):284-93. Epub 2006 Jun 21. PubMed PMID: 16889973.

McGinley CM, van der Donk WA. Synthesis of site-specifically deuterated arachidonic acid derivatives containing a remote tritium radiolabel. J Labelled Comp Radiopharm. 2006 May 17;49(6):545-558. PubMed PMID: 20414469; PubMed Central PMCID: PMC2857661.

# PSL-2004

Peng S, McGinley CM, van der Donk WA. Synthesis of site-specifically labeled arachidonic acids as mechanistic probes for prostaglandin H synthase. Org Lett. 2004 Feb 5;6(3):349-52. PubMed PMID: 14748590.

# PSL-2003

McGinley CM, van der Donk WA. Enzymatic hydrogen atom abstraction from polyunsaturated fatty acids. Chem Commun (Camb). 2003 Dec 7;(23):2843-6. Review. PubMed PMID: 14680206.

Kulmacz RJ, van der Donk WA, Tsai AL. Comparison of the properties of prostaglandin H synthase-1 and -2. Prog Lipid Res. 2003 Sep;42(5):377-404. Review. PubMed PMID: 12814642.

# PSL-2002

van der Donk WA, Tsai AL, Kulmacz RJ. The cyclooxygenase reaction mechanism. Biochemistry. 2002 Dec 31;41(52):15451-8. Review. PubMed PMID: 12501173.

Peng S, Okeley NM, Tsai AL, Wu G, Kulmacz RJ, van der Donk WA. Synthesis of isotopically labeled arachidonic acids to probe the reaction mechanism of prostaglandin H synthase. J Am Chem Soc. 2002 Sep 11;124(36):10785-96. PubMed PMID: 12207535.

Tsai AL, Palmer G, Wu G, Peng S, Okeley NM, van der Donk WA, Kulmacz RJ. Structural characterization of arachidonyl radicals formed by aspirin-treated prostaglandin H synthase-2. J Biol Chem. 2002 Oct 11;277(41):38311-21. Epub 2002 Aug 6. PubMed PMID: 12167656.

# PSL-Before 2002

Xie L, van der Donk WA. Homemade cofactors: self-processing in galactose oxidase. Proc Natl Acad Sci U S A. 2001 Nov 6;98(23):12863-5. PubMed PMID: 11698675; PubMed Central PMCID: PMC60785.

Peng S, Okeley NM, Tsai AL, Wu G, Kulmacz RJ, van der Donk WA. Structural characterization of a pentadienyl radical intermediate formed during catalysis by prostaglandin H synthase-2. J Am Chem Soc. 2001 Apr 18;123(15):3609-10. PubMed PMID: 11472139.

Stubbe J, van Der Donk WA. Protein Radicals in Enzyme Catalysis. Chem. Rev. 1998, 98, 705minus sign762. Chem Rev. 1998 Nov 5;98(7):2661-2662. PubMed PMID: 11848974.

# Miscellaneous Research

# MR-2012

Thibodeaux CJ, van der Donk WA. Converging on a mechanism for choline degradation. Proc Natl Acad Sci U S A. 2012 Dec 26;109(52):21184-5. doi: 10.1073/pnas.1219534110. Epub 2012 Dec 14. PubMed PMID: 23243142; PubMed Central PMCID: PMC3535664.

Zhang Q, van der Donk WA. Answers to the carbon-phosphorus lyase conundrum. Chem Bio Chem. 2012 Mar 19;13(5):627-9. doi: 10.1002/cbic.201200020. Epub 2012 Feb 14. PubMed PMID: 22334536; PubMed Central PMCID: PMC3544170.

# MR-2011

Zhang Q, van der Donk WA, Liu W. Radical-mediated enzymatic methylation: a tale of two SAMS. Acc Chem Res. 2012 Apr 17;45(4):555-64. doi: 10.1021/ar200202c. Epub 2011 Nov 18. Review. PubMed PMID: 22097883; PubMed Central PMCID: PMC3328197.

DeSieno MA, van der Donk WA, Zhao H. Characterization and application of the Fe(II) and α-ketoglutarate dependent hydroxylase FrbJ. Chem Commun (Camb). 2011 Sep 28;47(36):10025-7. doi: 10.1039/c1cc13597j. Epub 2011 Aug 10. PubMed PMID: 21829824; PubMed Central PMCID: PMC4091617.

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