John Buynak - Publications

Affiliations: 
Chemistry Southern Methodist University, Dallas, TX, United States 
Area:
Organic Chemistry

55 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any inaccuracies, please sign in and mark papers as correct or incorrect matches. If you identify any major omissions or other inaccuracies in the publication list, please let us know.

Year Citation  Score
2023 Smith CA, Stewart NK, Toth M, Quan P, Buynak JD, Vakulenko SB. The C5α-Methyl-Substituted Carbapenem NA-1-157 Exhibits Potent Activity against spp. Isolates Producing OXA-48-Type Carbapenemases. Acs Infectious Diseases. PMID 37130087 DOI: 10.1021/acsinfecdis.3c00059  0.414
2022 Stewart NK, Toth M, Alqurafi MA, Chai W, Nguyen TQ, Quan P, Lee M, Buynak JD, Smith CA, Vakulenko SB. C6 Hydroxymethyl-Substituted Carbapenem MA-1-206 Inhibits the Major Carbapenemase OXA-23 by Impeding Deacylation. Mbio. e0036722. PMID 35420470 DOI: 10.1128/mbio.00367-22  0.504
2021 Gupta R, Al-Kharji NMSA, Alqurafi MA, Nguyen TQ, Chai W, Quan P, Malhotra R, Simcox BS, Mortimer P, Brammer Basta LA, Rohde KH, Buynak JD. Atypically Modified Carbapenem Antibiotics Display Improved Antimycobacterial Activity in the Absence of β-Lactamase Inhibitors. Acs Infectious Diseases. PMID 34191496 DOI: 10.1021/acsinfecdis.1c00185  0.464
2021 Lasarte-Monterrubio C, Vázquez-Ucha JC, Maneiro M, Arca-Suárez J, Alonso I, Guijarro-Sánchez P, Buynak JD, Bou G, González-Bello C, Beceiro A. Activity of Imipenem, Meropenem, Cefepime, and Sulbactam in Combination with the β-Lactamase Inhibitor LN-1-255 against spp. Antibiotics (Basel, Switzerland). 10. PMID 33672671 DOI: 10.3390/antibiotics10020210  0.409
2018 Kang JS, Zhang AL, Faheem M, Zhang CJ, Ai N, Buynak JD, Welsh WJ, Oelschlaeger P. Virtual Screening and Experimental Testing of B1 Metallo-β-lactamase Inhibitors. Journal of Chemical Information and Modeling. PMID 30107123 DOI: 10.1021/Acs.Jcim.8B00133  0.545
2017 Vázquez-Ucha JC, Maneiro M, Martínez-Guitián M, Buynak J, Bethel CR, Bonomo RA, Bou G, Poza M, González-Bello C, Beceiro A. Activity of the β-Lactamase inhibitor LN-1-255 against carbapenem-hydrolyzing class D β-lactamases from Acinetobacter baumannii. Antimicrobial Agents and Chemotherapy. PMID 28807908 DOI: 10.1128/Aac.01172-17  0.607
2016 Nguyen TQ, Alqurafi M, Edwards C, Nguyen P, Kim J, Casco S, Bennet M, Chiang C, Lohry M, Cox M, Meshram B, Le D, Kim E, Smriti S, Oelschlaeger P, Buynak JD, et al. Functionalizing the γ-Position of α-Diazo-β-ketoesters. Tetrahedron Letters. 57: 3330-3333. PMID 27956752 DOI: 10.1016/J.Tetlet.2016.06.065  0.502
2016 Vallejo JA, Martínez-Guitián M, Vázquez-Ucha JC, González-Bello C, Poza M, Buynak JD, Bethel CR, Bonomo RA, Bou G, Beceiro A. LN-1-255, a penicillanic acid sulfone able to inhibit the class D carbapenemase OXA-48. The Journal of Antimicrobial Chemotherapy. PMID 27125555 DOI: 10.1093/Jac/Dkw105  0.424
2016 Nguyen TQ, Alqurafi M, Edwards C, Nguyen P, Kim J, Casco S, Bennet M, Chiang C, Lohry M, Cox M, Meshram B, Le D, Kim E, Smriti S, Oelschlaeger P, ... Buynak JD, et al. Functionalizing the γ-position of α-diazo-β-ketoesters Tetrahedron Letters. 57: 3330-3333. DOI: 10.1016/j.tetlet.2016.06.065  0.502
2015 Oelschlaeger P, Aitha M, Yang H, Kang JS, Zhang AL, Liu EM, Buynak JD, Crowder MW. Meropenem and Chromacef Intermediates Observed in IMP-25 Metallo-β-Lactamase-Catalyzed Hydrolysis. Antimicrobial Agents and Chemotherapy. 59: 4326-30. PMID 25918145 DOI: 10.1128/Aac.04409-14  0.606
2015 Che T, Rodkey EA, Bethel CR, Shanmugam S, Ding Z, Pusztai-Carey M, Nottingham M, Chai W, Buynak JD, Bonomo RA, van den Akker F, Carey PR. Detecting a quasi-stable imine species on the reaction pathway of SHV-1 β-lactamase and 6β-(hydroxymethyl)penicillanic acid sulfone. Biochemistry. 54: 734-43. PMID 25536850 DOI: 10.1021/Bi501197T  0.728
2014 Rodkey EA, Winkler ML, Bethel CR, Pagadala SR, Buynak JD, Bonomo RA, van den Akker F. Penam sulfones and β-lactamase inhibition: SA2-13 and the importance of the C2 side chain length and composition. Plos One. 9: e85892. PMID 24454944 DOI: 10.1371/Journal.Pone.0085892  0.553
2013 Rodkey EA, McLeod DC, Bethel CR, Smith KM, Xu Y, Chai W, Che T, Carey PR, Bonomo RA, van den Akker F, Buynak JD. β-Lactamase inhibition by 7-alkylidenecephalosporin sulfones: allylic transposition and formation of an unprecedented stabilized acyl-enzyme. Journal of the American Chemical Society. 135: 18358-69. PMID 24219313 DOI: 10.1021/Ja403598G  0.657
2013 Buynak JD. β-Lactamase inhibitors: a review of the patent literature (2010 - 2013). Expert Opinion On Therapeutic Patents. 23: 1469-81. PMID 23967802 DOI: 10.1517/13543776.2013.831071  0.601
2012 Ke W, Pattanaik P, Bethel CR, Sheri A, Buynak JD, Bonomo RA, van den Akker F. Structures of SHV-1 β-lactamase with penem and penam sulfone inhibitors that form cyclic intermediates stabilized by carbonyl conjugation. Plos One. 7: e49035. PMID 23145056 DOI: 10.1371/Journal.Pone.0049035  0.665
2012 Papp-Wallace KM, Senkfor B, Gatta J, Chai W, Taracila MA, Shanmugasundaram V, Han S, Zaniewski RP, Lacey BM, Tomaras AP, Skalweit MJ, Harris ME, Rice LB, Buynak JD, Bonomo RA. Early insights into the interactions of different β-lactam antibiotics and β-lactamase inhibitors against soluble forms of Acinetobacter baumannii PBP1a and Acinetobacter sp. PBP3. Antimicrobial Agents and Chemotherapy. 56: 5687-92. PMID 22908165 DOI: 10.1128/Aac.01027-12  0.391
2012 Che T, Bonomo RA, Shanmugam S, Bethel CR, Pusztai-Carey M, Buynak JD, Carey PR. Carboxylation and decarboxylation of active site Lys 84 controls the activity of OXA-24 β-lactamase of Acinetobacter baumannii: Raman crystallographic and solution evidence. Journal of the American Chemical Society. 134: 11206-15. PMID 22702961 DOI: 10.1021/Ja303168N  0.381
2012 Ke W, Rodkey EA, Sampson JM, Skalweit MJ, Sheri A, Pagadala SR, Nottingham MD, Buynak JD, Bonomo RA, van den Akker F. The importance of the trans-enamine intermediate as a β-lactamase inhibition strategy probed in inhibitor-resistant SHV β-lactamase variants. Chemmedchem. 7: 1002-8. PMID 22438274 DOI: 10.1002/Cmdc.201200006  0.717
2012 Ke W, Bethel CR, Papp-Wallace KM, Pagadala SR, Nottingham M, Fernandez D, Buynak JD, Bonomo RA, van den Akker F. Crystal structures of KPC-2 β-lactamase in complex with 3-nitrophenyl boronic acid and the penam sulfone PSR-3-226. Antimicrobial Agents and Chemotherapy. 56: 2713-8. PMID 22330909 DOI: 10.1128/Aac.06099-11  0.707
2012 Papp-Wallace KM, Bethel CR, Gootz TD, Shang W, Stroh J, Lau W, McLeod D, Price L, Marfat A, Distler A, Drawz SM, Chen H, Harry E, Nottingham M, Carey PR, Buynak JD, et al. Inactivation of a class A and a class C β-lactamase by 6β-(hydroxymethyl)penicillanic acid sulfone. Biochemical Pharmacology. 83: 462-71. PMID 22155308 DOI: 10.1016/J.Bcp.2011.11.015  0.736
2011 Sampson JM, Ke W, Bethel CR, Pagadala SR, Nottingham MD, Bonomo RA, Buynak JD, van den Akker F. Ligand-dependent disorder of the Omega loop observed in extended-spectrum SHV-type beta-lactamase. Antimicrobial Agents and Chemotherapy. 55: 2303-9. PMID 21357298 DOI: 10.1128/Aac.01360-10  0.733
2011 Nottingham M, Bethel CR, Pagadala SR, Harry E, Pinto A, Lemons ZA, Drawz SM, Akker Fv, Carey PR, Bonomo RA, Buynak JD. Modifications of the C6-substituent of penicillin sulfones with the goal of improving inhibitor recognition and efficacy. Bioorganic & Medicinal Chemistry Letters. 21: 387-93. PMID 21129961 DOI: 10.1016/J.Bmcl.2010.10.134  0.687
2011 Rodkey EA, Sampson JM, Kalp M, Bethel CR, Buynak JD, Carey PR, Bonomo RA, van F, Akker d. β-Lactamase Inhibition: Mechanistic Details and Novel Inhibitors Biophysical Journal. 100: 552a. DOI: 10.1016/J.Bpj.2010.12.3212  0.677
2010 Bou G, Santillana E, Sheri A, Beceiro A, Sampson JM, Kalp M, Bethel CR, Distler AM, Drawz SM, Pagadala SR, van den Akker F, Bonomo RA, Romero A, Buynak JD. Design, synthesis, and crystal structures of 6-alkylidene-2'-substituted penicillanic acid sulfones as potent inhibitors of Acinetobacter baumannii OXA-24 carbapenemase. Journal of the American Chemical Society. 132: 13320-31. PMID 20822105 DOI: 10.1021/Ja104092Z  0.655
2009 Kalp M, Buynak JD, Carey PR. Role of E166 in the imine to enamine tautomerization of the clinical beta-lactamase inhibitor sulbactam. Biochemistry. 48: 10196-8. PMID 19791797 DOI: 10.1021/Bi901416T  0.373
2009 Kalp M, Totir MA, Buynak JD, Carey PR. Different intermediate populations formed by tazobactam, sulbactam, and clavulanate reacting with SHV-1 beta-lactamases: Raman crystallographic evidence. Journal of the American Chemical Society. 131: 2338-47. PMID 19161282 DOI: 10.1021/Ja808311S  0.325
2009 Pattanaik P, Bethel CR, Hujer AM, Hujer KM, Distler AM, Taracila M, Anderson VE, Fritsche TR, Jones RN, Pagadala SR, van den Akker F, Buynak JD, Bonomo RA. Strategic design of an effective beta-lactamase inhibitor: LN-1-255, a 6-alkylidene-2'-substituted penicillin sulfone. The Journal of Biological Chemistry. 284: 945-53. PMID 18955486 DOI: 10.1074/Jbc.M806833200  0.32
2008 Totir MA, Cha J, Ishiwata A, Wang B, Sheri A, Anderson VE, Buynak J, Mobashery S, Carey PR. Why clinically used tazobactam and sulbactam are poor inhibitors of OXA-10 beta-lactamase: Raman crystallographic evidence. Biochemistry. 47: 4094-101. PMID 18324783 DOI: 10.1021/Bi702348W  0.403
2007 Totir MA, Helfand MS, Carey MP, Sheri A, Buynak JD, Bonomo RA, Carey PR. Sulbactam forms only minimal amounts of irreversible acrylate-enzyme with SHV-1 beta-lactamase. Biochemistry. 46: 8980-7. PMID 17630699 DOI: 10.1021/Bi7006146  0.324
2007 Helfand MS, Taracila MA, Totir MA, Bonomo RA, Buynak JD, van den Akker F, Carey PR. Raman crystallographic studies of the intermediates formed by Ser130Gly SHV, a beta-lactamase that confers resistance to clinical inhibitors. Biochemistry. 46: 8689-99. PMID 17595114 DOI: 10.1021/Bi700581Q  0.355
2006 Padayatti PS, Sheri A, Totir MA, Helfand MS, Carey MP, Anderson VE, Carey PR, Bethel CR, Bonomo RA, Buynak JD, van den Akker F. Rational design of a beta-lactamase inhibitor achieved via stabilization of the trans-enamine intermediate: 1.28 A crystal structure of wt SHV-1 complex with a penam sulfone. Journal of the American Chemical Society. 128: 13235-42. PMID 17017804 DOI: 10.1021/Ja063715W  0.333
2006 Zhu D, Yang Y, Buynak JD, Hua L. Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor. Substrate specificity, enantioselectivity and enzyme-substrate docking studies. Organic & Biomolecular Chemistry. 4: 2690-5. PMID 16826293 DOI: 10.1039/B606001C  0.406
2006 Buynak JD. Understanding the longevity of the beta-lactam antibiotics and of antibiotic/beta-lactamase inhibitor combinations. Biochemical Pharmacology. 71: 930-40. PMID 16359643 DOI: 10.1016/J.Bcp.2005.11.012  0.445
2005 Black JA, Thomson KS, Buynak JD, Pitout JD. Evaluation of beta-lactamase inhibitors in disk tests for detection of plasmid-mediated AmpC beta-lactamases in well-characterized clinical strains of Klebsiella spp. Journal of Clinical Microbiology. 43: 4168-71. PMID 16081967 DOI: 10.1128/Jcm.43.8.4168-4171.2005  0.394
2005 Buynak JD, Ghadachanda VR, Vogeti L, Zhang H, Chen H. Synthesis and evaluation of 3-(carboxymethylidene)- and 3-(carboxymethyl)penicillinates as inhibitors of beta-lactamase. The Journal of Organic Chemistry. 70: 4510-3. PMID 15903334 DOI: 10.1021/Jo050004S  0.56
2004 Buynak JD, Chen H, Vogeti L, Gadhachanda VR, Buchanan CA, Palzkill T, Shaw RW, Spencer J, Walsh TR. Penicillin-derived inhibitors that simultaneously target both metallo- and serine-beta-lactamases. Bioorganic & Medicinal Chemistry Letters. 14: 1299-304. PMID 14980686 DOI: 10.1016/J.Bmcl.2003.12.037  0.615
2004 Beharry Z, Chen H, Gadhachanda VR, Buynak JD, Palzkill T. Evaluation of penicillin-based inhibitors of the class A and B beta-lactamases from Bacillus anthracis. Biochemical and Biophysical Research Communications. 313: 541-5. PMID 14697223 DOI: 10.1016/J.Bbrc.2003.11.158  0.507
2002 Buynak JD, Vogeti L, Doppalapudi VR, Solomon GM, Chen H. Cephalosporin-derived inhibitors of beta-lactamase. Part 4: The C3 substituent. Bioorganic & Medicinal Chemistry Letters. 12: 1663-6. PMID 12039585 DOI: 10.1016/S0960-894X(02)00205-6  0.467
2001 Buynak JO, Vogeti L, Chen H. Coupling reactions of cephalosporin sulfones: A stable 3-stannylated cephem Organic Letters. 3: 2953-2956. PMID 11554816 DOI: 10.1021/Ol016142V  0.395
2001 Crichlow GV, Nukaga M, Doppalapudi VR, Buynak JD, Knox JR. Inhibition of class C β-lactamases: Structure of a reaction intermediate with a cephem sulfone Biochemistry. 40: 6233-6239. PMID 11371184 DOI: 10.1021/Bi010131S  0.565
2000 Buynak JD, Doppalapudi VR, Adam G. The synthesis and evaluation of 3-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 10: 853-857. PMID 10853646 DOI: 10.1016/S0960-894X(00)00098-6  0.428
2000 Buynak JD, Doppalapudi VR, Rao AS, Nidamarthy SD, Adam G. The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 10: 847-851. PMID 10853645 DOI: 10.1016/S0960-894X(00)00094-9  0.388
2000 Buynak JD, Doppalapudi VR, Frotan M, Kumar R, Chambers A. Catalytic approaches to the synthesis of β-lactamase inhibitors Tetrahedron. 56: 5709-5718.  0.546
1999 Buynak JD, A Srinivasa R, Doppalapudi VR, Adam G, Petersen PJ, Nidamarthy SD. The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 9: 1997-2002. PMID 10450969 DOI: 10.1016/S0960-894X(99)00325-X  0.407
1998 Buynak JD, Rao AS, Nidamarthy SD. A convenient method for the production of 6-oxopenicillinates and 7- oxocephalosporinates Tetrahedron Letters. 39: 4945-4946. DOI: 10.1016/S0040-4039(98)00963-0  0.412
1997 Buynak JD, Srinivasa Rao A, Ford GP, Carver C, Adam G, Geng B, Bachmann B, Shobassy S, Lackey S. 7-alkylidenecephalosporin esters as inhibitors of human leukocyte elastase Journal of Medicinal Chemistry. 40: 3423-3433. PMID 9341917 DOI: 10.1021/Jm970351X  0.308
1995 Buynak JD, Wu K, Bachmann B, Khasnis D, Hua L, Nguyen HK, Carver CL. Synthesis and biological activity of 7-alkylidenecephems Journal of Medicinal Chemistry. 38: 1022-1034. PMID 7699694 DOI: 10.1021/Jm00006A022  0.381
1995 Buynak JD, Geng B, Bachmann B, Ling Hua. The synthesis and lactamase inhibitory activity of 6-(carboxymethylene)penicillins and 7-(carboxymethylene)cephalosporins Bioorganic and Medicinal Chemistry Letters. 5: 1513-1518. DOI: 10.1016/0960-894X(95)00249-S  0.573
1994 Buynak JD, Khasnis D, Bachmann B, Wu K, Lamb G. Synthesis and mechanistic evaluation of 7-vinylidenecephem sulfones as β-lactamase inhibitors Journal of the American Chemical Society. 116: 10955-10965. DOI: 10.1021/Ja00103A010  0.561
1989 SIRIWARDANE U, CHU SSC, BUYNAK JD. ChemInform Abstract: 1,1,3′-Trimethyl-3′-(trimethylsilyl)perhydroazetidino(1,2-c) (1,3)oxazine-5-spiro-2′-oxiran-6-one, a Novel β-Lactam Cheminform. 20. DOI: 10.1002/chin.198938075  0.479
1987 Buynak JD, Mathew J, Rao MN, Haley E, George C, Siriwardane U. The preparation of the first α-vinylidene-β-lactams Journal of the Chemical Society, Chemical Communications. 735-737. DOI: 10.1039/C39870000735  0.482
1986 de Meester P, Buynak JD, Chu SSC. 3-[(Z)-p-Chlorophenylthio-(E)-trimethylsilylmethylidene]-1,4-dimethyl-4-trimethylsilylazetidin-2-one: an α-alkylidene-β-lactam Acta Crystallographica Section C Crystal Structure Communications. 42: 1260-1262. DOI: 10.1107/S0108270186092673  0.447
1986 Buynak JD, Mathew J, Narayana Rao M. A formal synthesis of (±)-thienamycin Journal of the Chemical Society - Series Chemical Communications. 941-942. DOI: 10.1039/C39860000941  0.424
1986 Buynak JD, Narayana Rao M. α-Alkylidene β-lactams. 2. A formal synthesis of (±)-carpetimycin A Journal of Organic Chemistry. 51: 1571-1574.  0.428
1985 Buynak JD, Rao MN, Yegna Chandrasekaran R, Haley E, de Meester P, Chu SC. Synthesis and reactivity of sulfur and silyl substituted α-alkylidene-β-lactams Tetrahedron Letters. 26: 5001-5004. DOI: 10.1016/S0040-4039(01)80837-6  0.493
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