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Items: 1 to 20 of 103

1.

Structures of SHV-1 β-lactamase with penem and penam sulfone inhibitors that form cyclic intermediates stabilized by carbonyl conjugation.

Ke W, Pattanaik P, Bethel CR, Sheri A, Buynak JD, Bonomo RA, van den Akker F.

PLoS One. 2012;7(11):e49035. doi: 10.1371/journal.pone.0049035. Epub 2012 Nov 8.

2.

Crystal structures of KPC-2 β-lactamase in complex with 3-nitrophenyl boronic acid and the penam sulfone PSR-3-226.

Ke W, Bethel CR, Papp-Wallace KM, Pagadala SR, Nottingham M, Fernandez D, Buynak JD, Bonomo RA, van den Akker F.

Antimicrob Agents Chemother. 2012 May;56(5):2713-8. doi: 10.1128/AAC.06099-11. Epub 2012 Feb 13.

3.

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.

Padayatti PS, Sheri A, Totir MA, Helfand MS, Carey MP, Anderson VE, Carey PR, Bethel CR, Bonomo RA, Buynak JD, van den Akker F.

J Am Chem Soc. 2006 Oct 11;128(40):13235-42.

4.

Penam sulfones and β-lactamase inhibition: SA2-13 and the importance of the C2 side chain length and composition.

Rodkey EA, Winkler ML, Bethel CR, Pagadala SR, Buynak JD, Bonomo RA, van den Akker F.

PLoS One. 2014 Jan 16;9(1):e85892. doi: 10.1371/journal.pone.0085892. eCollection 2014.

5.

Synthesis and biological evaluation of penam sulfones as inhibitors of beta-lactamases.

Phillips OA, Reddy AV, Setti EL, Spevak P, Czajkowski DP, Atwal H, Salama S, Micetich RG, Maiti SN.

Bioorg Med Chem. 2005 Apr 15;13(8):2847-58. Erratum in: Bioorg Med Chem. 2005 Nov 15;13(22):6276.

PMID:
15781395
6.

Inactivation of the RTEM beta-lactamase from Escherichia coli. Interaction of penam sulfones with enzyme.

Fisher J, Charnas RL, Bradley SM, Knowles JR.

Biochemistry. 1981 May 12;20(10):2726-31.

PMID:
7018564
7.

Inhibition of the SHV-1 beta-lactamase by sulfones: crystallographic observation of two reaction intermediates with tazobactam.

Kuzin AP, Nukaga M, Nukaga Y, Hujer A, Bonomo RA, Knox JR.

Biochemistry. 2001 Feb 13;40(6):1861-6.

PMID:
11327849
8.

Inhibition of class A beta-lactamases by carbapenems: crystallographic observation of two conformations of meropenem in SHV-1.

Nukaga M, Bethel CR, Thomson JM, Hujer AM, Distler A, Anderson VE, Knox JR, Bonomo RA.

J Am Chem Soc. 2008 Sep 24;130(38):12656-62. doi: 10.1021/ja7111146. Epub 2008 Aug 30.

9.
10.

High resolution crystal structures of the trans-enamine intermediates formed by sulbactam and clavulanic acid and E166A SHV-1 {beta}-lactamase.

Padayatti PS, Helfand MS, Totir MA, Carey MP, Carey PR, Bonomo RA, van den Akker F.

J Biol Chem. 2005 Oct 14;280(41):34900-7. Epub 2005 Jul 29.

11.

Inhibition of OXA-1 beta-lactamase by penems.

Bethel CR, Distler AM, Ruszczycky MW, Carey MP, Carey PR, Hujer AM, Taracila M, Helfand MS, Thomson JM, Kalp M, Anderson VE, Leonard DA, Hujer KM, Abe T, Venkatesan AM, Mansour TS, Bonomo RA.

Antimicrob Agents Chemother. 2008 Sep;52(9):3135-43. doi: 10.1128/AAC.01677-07. Epub 2008 Jun 16.

12.

Allyl and propargyl substituted penam sulfones as versatile intermediates toward the syntheses of new beta-lactamase inhibitors.

Sandanayaka VP, Feigelson GB, Prashad AS, Yang Y, Petersen PJ.

Bioorg Med Chem Lett. 2001 Apr 23;11(8):997-1000. Erratum in: Bioorg Med Chem Lett 2001 Jul 23;11(14):1963.

PMID:
11327608
13.

Crystal structures of the class D beta-lactamase OXA-13 in the native form and in complex with meropenem.

Pernot L, Frénois F, Rybkine T, L'Hermite G, Petrella S, Delettré J, Jarlier V, Collatz E, Sougakoff W.

J Mol Biol. 2001 Jul 20;310(4):859-74.

PMID:
11453693
14.

Inhibitor resistance in the KPC-2 beta-lactamase, a preeminent property of this class A beta-lactamase.

Papp-Wallace KM, Bethel CR, Distler AM, Kasuboski C, Taracila M, Bonomo RA.

Antimicrob Agents Chemother. 2010 Feb;54(2):890-7. doi: 10.1128/AAC.00693-09. Epub 2009 Dec 14.

15.

6-(1-Hydroxyalkyl)penam sulfone derivatives as inhibitors of class A and class C beta-lactamases I.

Bitha P, Li Z, Francisco GD, Rasmussen BA, Lin YI.

Bioorg Med Chem Lett. 1999 Apr 5;9(7):991-6.

PMID:
10230626
16.

Structure-activity relationships of 6-(heterocyclyl)-methylene penam sulfones; a new class of beta-lactamase inhibitors.

Chen YL, Chang CW, Hedberg K, Guarino K, Welch WM, Kiessling L, Retsema JA, Haskell SL, Anderson M, Manousos M, et al.

J Antibiot (Tokyo). 1987 Jun;40(6):803-22.

17.

Structure-activity relationship of 6-methylidene penems bearing 6,5 bicyclic heterocycles as broad-spectrum beta-lactamase inhibitors: evidence for 1,4-thiazepine intermediates with C7 R stereochemistry by computational methods.

Venkatesan AM, Agarwal A, Abe T, Ushirogochi H, Yamamura I, Ado M, Tsuyoshi T, Dos Santos O, Gu Y, Sum FW, Li Z, Francisco G, Lin YI, Petersen PJ, Yang Y, Kumagai T, Weiss WJ, Shlaes DM, Knox JR, Mansour TS.

J Med Chem. 2006 Jul 27;49(15):4623-37.

PMID:
16854068
18.

Novel imidazole substituted 6-methylidene-penems as broad-spectrum beta-lactamase inhibitors.

Venkatesan AM, Agarwal A, Abe T, Ushirogochi H, Yamamura I, Kumagai T, Petersen PJ, Weiss WJ, Lenoy E, Yang Y, Shlaes DM, Ryan JL, Mansour TS.

Bioorg Med Chem. 2004 Nov 15;12(22):5807-17.

PMID:
15498657
19.

Structure-based design of beta-lactamase inhibitors. 1. Synthesis and evaluation of bridged monobactams.

Heinze-Krauss I, Angehrn P, Charnas RL, Gubernator K, Gutknecht EM, Hubschwerlen C, Kania M, Oefner C, Page MG, Sogabe S, Specklin JL, Winkler F.

J Med Chem. 1998 Oct 8;41(21):3961-71.

PMID:
9767633
20.

Penicillin sulfone inhibitors of class D beta-lactamases.

Drawz SM, Bethel CR, Doppalapudi VR, Sheri A, Pagadala SR, Hujer AM, Skalweit MJ, Anderson VE, Chen SG, Buynak JD, Bonomo RA.

Antimicrob Agents Chemother. 2010 Apr;54(4):1414-24. doi: 10.1128/AAC.00743-09. Epub 2010 Jan 19.

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