RECENT PUBLICATIONS AND PATENTS

Drawz, S. M.; Bethel, C. R.; Doppalapudi, V. R.; Sheri, A.; Pagadala, S. R. R.; Hujer, A. M.; Skalweit, M. J.; Andersen, V. E.; Chen, S. G.; Buynak, J. D.; Bonomo, R. A. Penicillin Sulfone Inhibitors of the  Class D b-lactamases.  Antimicrob. Agents Chemother. 2010, in press.

Buynak, J. D.; Sheri, A.; Pagadala, S.R.R.  Preparation and antibacterial activity of .beta.-lactamase inhibitory compounds.    U.S. Pat. Appl. Publ.  (2010),     104 pp.  US  2010009954  A1  20100114

Ganta, S. R.; Perumal, S.; Pagadala, S. R. R.; Samuelsen, O.; Spencer, J.; Pratt, R. F.; Buynak, J. D. Approaches to the simultaneous inactivation of  metallo- and serine-β-lactamases, Bioorg. Med. Chem. Lett. 2009, 19: 1618-1622.

Kalp, M.; Totir, M. A.; Buynak, J. D.; Carey, P. R. Different intermediate populations formed by tazobactam, sulbactam, and clavulanate reacting with SHV-1 β-lactamases: Raman crystallographic evidence. J. Am. Chem. Soc. 2009, 131: 2338-2347.

Pattanaik, P.; Bethel, C. R.; Hujer, A. M.; Hujer, K. M.; Distler, A. M.; Taracila, M.; Anderson, V. E.; Fritsche, T. R.; Jones, R. N.; Pagadala, S. R. R.; van den Akker, F.; Buynak, J. D.; Bonomo, R. A.  Strategic Design of an Effective β-Lactamase Inhibitor: LN-1-255, A 6-alkylidene--2'-substituted penicillin sulfone.    J. Biol. Chem.  2009,  284:  945-953.

Totir, M. A.; Cha, J.; Ishiwata, A.; Wang, B.; Sheri, A.; Anderson, V. E.; Buynak, J.; Mobashery, S.; Carey, P. R.  Why Clinically Used Tazobactam and Sulbactam Are Poor Inhibitors of OXA-10 β-Lactamase: Raman Crystallographic Evidence.    Biochemistry  2008,  47:  4094-4101.

Buynak, J. D..  Cutting and Stitching: The Cross-Linking of Peptidoglycan in the Assembly of the Bacterial Cell Wall.    ACS Chem. Biol.  2007,  2:  602-605.

Kalp, M.; Sheri, A.; Buynak, J. D.; Bethel, C. R.; Bonomo, R. A.; Carey, P. R.  Efficient Inhibition of Class A and Class D β-Lactamases by Michaelis Complexes.   J. Biol. Chem.  2007,  282:  21588-21591.

Totir, M. A.; Helfand, M. S.; Carey, M. P.; Sheri, A.; Buynak, J. D.; Bonomo, R. A.; Carey, P. R.  Sulbactam Forms Only Minimal Amounts of Irreversible Acrylate-Enzyme with SHV-1 β-Lactamase.    Biochemistry  2007,  46: 8980-8987.

Helfand, M. S.; Taracila, M. A.; Totir, M. A.; Bonomo, R. A.; Buynak, J. D.; van den Akker, F.; Carey, P. R.  Raman Crystallographic Studies of the Intermediates Formed by Ser130Gly SHV, a β-Lactamase that Confers Resistance to Clinical Inhibitors.    Biochemistry  2007,  46:  8689-8699.

Padayatti, P. S.; Sheri, A.; Totir, M. A.; Helfand, M. S.; Carey, M. P.; Anderson, V. E.; Carey, P. R.; Bethel, C. R.; Bonomo, R. A.; Buynak, J. D.; van den Akker, F.  Rational Design of a β-Lactamase Inhibitor Achieved via Stabilization of the trans-Enamine Intermediate: 1.28 .ANG. Crystal Structure of wt SHV-1 Complex with a Penam Sulfone.    J. Am. Chem. Soc.  2006,  128:  13235-13242.

Buynak, J. D.; Chen, H..  Cephalosporin-derived mercaptans as inhibitors of serine and metallo-β-lactamases.    U.S. Pat. Appl. Publ.  (2006), WO  2003087105  A1  20031023 17pp.

Zhu, D.; Yang, Y.; Buynak, J. D.; Hua, L..  Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor. Substrate specificity, enantioselectivity and enzyme-substrate docking studies. Org. Biomol. Chem. 2006,  4:  2690-2695.

Buynak, John D..  Understanding the longevity of the β-lactam antibiotics and of antibiotic/ β-lactamase inhibitor combinations.    Biochem. Pharmacol.  2006,  71:  930-940.

Sulton, D.; Pagan-Rodriguez, D.; Zhou, X.; Liu, Y.; Hujer, A. M.; Bethel, C. R.; Helfand, Marion S.; Thomson, Jodi M.; Anderson, Vernon E.; Buynak, John D.; Ng, Lily M.; Bonomo, Robert A.  Clavulanic Acid Inactivation of SHV-1 and the Inhibitor-resistant S130G SHV-1 β-Lactamase: Insights into the mechanism of inhibition.    J. Biol. Chem.  2005,  280:  35528-35536.

Black, J. A.; Thomson, K. S.; Buynak, J. D.; Pitout, J. D. D.  Evaluation of β-lactamase inhibitors in disk tests for detection of plasmid-mediated AmpC β-lactamases in well-characterized clinical strains of Klebsiella spp. J. Clin. Microbiol. 2005,  43:  4168-4171.

Buynak, J. D.; Ghadachanda, V. Rao; Vogeti, L.; Zhang, H.; Chen, H..  Synthesis and Evaluation of 3-(Carboxymethylidene)- and 3-(Carboxymethyl)penicillinates as Inhibitors of β-Lactamase.    J. Org. Chem. 2005,  70:  4510-4513.

Hujer, A. M.; Kania, M.; Gerken, T.; Anderson, V. E.; Buynak, J. D.; Ge, X.; Caspers, P.; Page, M. G. P.; Rice, L. B.; Bonomo, R. A.  Structure-activity relationships of different β-lactam antibiotics against a soluble form of Enterococcus faecium PBP5, a type II bacterial transpeptidase.    Antimicrob. Agents Chemother., 2005,  49:  612-618.

Buynak, J. D..  The discovery and development of modified penicillin- and cephalosporin-derived β-lactamase inhibitors.    Curr. Med. Chem.  2004,  11:  1951-1964. 

Buynak, J. D.; Chen, H.; Vogeti, L.; Gadhachanda, V. R.; Buchanan, C. A.; Palzkill, T.; Shaw, Robert W.; Spencer, James; Walsh, Timothy R.  Penicillin-derived inhibitors that simultaneously target both metallo- and serine-β-lactamases.    Bioorg. Med. Chem. Lett.  2004,  14:  1299-1304.

Beharry, Z.; Chen, H.; Gadhachanda, V. R.; Buynak, J.D.; Palzkill, T.  Evaluation of penicillin-based inhibitors of the class A and B β-lactamases from Bacillus anthracis. Biochem. Biophys. Res. Commun. 2004,  313:  541-545.

Buynak, J. D.; Vogeti, L. Preparation of 7-alkylidene-3-substituted-3-cephem-4-carboxylates as β-lactamase inhibitors. PCT Int. Appl. 2003, 50 pp.  WO 2003020732 A2 20030313

Buynak, J. D.; Chen, H. Preparation of penicillin derivatives as inhibitors of serine and metallo-β-lactamases. PCT Int. Appl. 2003, 48 pp.  WO 2003087105 A1 20031023

Buynak, John D.; Vogeti, Lakshminarayana; Doppalapudi, Venkata Ramana; Solomon, George Martin; Chen, Hansong. Cephalosporin-derived inhibitors of β-Lactamase. Part 4: The C3 substituent. Bioorg. Med. Chem. Lett. 2002, 12: 1663-1666.

Buynak, J. D.; Vogeti, L.; Chen, H. Coupling Reactions of Cephalosporin Sulfones: A Stable 3-Stannylated Cephem. Org. Lett. 2001, 3: 2953-2956.

Crichlow, G. V.; Nukaga, M.; Doppalapudi, V. R.; Buynak, J. D.; Knox, J. R. Inhibition of class C β-lactamases: Structure of a reaction intermediate with a cephem sulfone. Biochemistry 2001, 40: 6233-6239.

Buynak, J. D.; Rao, A. S.; Adam, G. C.; Nidamarthy, S. D.; Doppalapudi, V. R. Synthesis, antibacterial activity and formulations of β-lactamase inhibiting cephalosporins. PCT Int. Appl. (2000), 65 pp.  WO 2000063213 A1 20001026

Buynak, J. D.; Doppalapudi, V. R.; Frotan, M.; Kumar, R.; Chambers, A. Catalytic approaches to the synthesis of β-lactamase inhibitors. Tetrahedron 2000, 56: 5709-5718.

Buynak, J. D.; Doppalapudi, V. R.; Adam, G. The synthesis and evaluation of 3-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors. Bioorg. Med. Chem. Lett. 2000, 10: 853-857.

Buynak, J. D.; Rao, A. S.; Doppalapudi, V. R.; Adam, G.; Petersen, P. J.; Nidamarthy, S. D. The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors. Bioorg. Med. Chem. Lett. 1999, 9: 1997-2002.

Buynak, J. D.; Rao, A. S. Preparation of 2-β-substituted-6-alkylidenepenicillanic acid derivatives as β-lactamase inhibitors. PCT Int. Appl. (1999), 67 pp.  WO 9933838 A1 19990708

Buynak, J. D.; Rao, A. S.; Adam, G.; Nidamarthy, S. D.; Zhang, H. Synthesis of the First 2',6 Bridged Penams. J. Am. Chem. Soc. 1998, 120: 6846-6847.

 

 

 

 

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