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Table representation of search results timeline featuring number of search results per year.

Year Number of Results
1972 1
1973 1
1974 1
1975 2
1976 4
1977 2
1978 2
1980 2
1981 2
1982 1
1983 2
1984 4
1985 3
1986 5
1987 3
1988 4
1989 7
1990 6
1991 3
1992 1
1993 2
1994 2
1995 4
1996 3
1997 4
1998 2
1999 3
2000 4
2001 3
2002 3
2003 5
2004 3
2005 1
2006 4
2007 4
2008 4
2009 2
2010 3
2011 4
2012 5
2013 4
2014 3
2015 2
2016 1
2017 4
2018 1
2019 3
2020 6
2021 4
2022 8
2023 5
2024 4

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161 results

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Page 1
Penam sulfones and beta-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. Rodkey EA, et al. PLoS One. 2014 Jan 16;9(1):e85892. doi: 10.1371/journal.pone.0085892. eCollection 2014. PLoS One. 2014. PMID: 24454944 Free PMC article.
Taken together, our data reveals that the C2 side chain linker length and composition profoundly affect the formation of the trans-enamine intermediate of penam sulfones. We also show that the design of SA2-13 derivatives offers promise against IR SHV beta-lactamases that …
Taken together, our data reveals that the C2 side chain linker length and composition profoundly affect the formation of the trans-enamine i …
Structures of SHV-1 beta-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. Ke W, et al. PLoS One. 2012;7(11):e49035. doi: 10.1371/journal.pone.0049035. Epub 2012 Nov 8. PLoS One. 2012. PMID: 23145056 Free PMC article.
The inability to overcome beta-lactamase mediated resistance spurred the development of inhibitors with penems and penam sulfones being amongst the most potent and broad spectrum mechanism-based inactivators. ...In contrast, a common theme of carbonyl conjugation as a mech …
The inability to overcome beta-lactamase mediated resistance spurred the development of inhibitors with penems and penam sulfones bei …
Inactivation of the RTEM beta-lactamase from Escherichia coli. Interaction of penam sulfones with enzyme.
Fisher J, Charnas RL, Bradley SM, Knowles JR. Fisher J, et al. Biochemistry. 1981 May 12;20(10):2726-31. doi: 10.1021/bi00513a004. Biochemistry. 1981. PMID: 7018564
These ideas have been tested by the synthesis and evaluation of some penam sulfones as beta-lactamase inactivators. The sulfones of poor beta-lactamase substrates are, as predicted, potent inactivators of the enzyme. ...
These ideas have been tested by the synthesis and evaluation of some penam sulfones as beta-lactamase inactivators. The sulfones of p …
beta-Lactamase inhibitors.
Cartwright SJ, Waley SG. Cartwright SJ, et al. Med Res Rev. 1983 Oct-Dec;3(4):341-82. doi: 10.1002/med.2610030402. Med Res Rev. 1983. PMID: 6358721 Review.
Thus the (qualitative) statements regarding the effectiveness of clavulanic acid can be taken to represent those for the penam sulfones and similarly for MM4550 and the other olivanic acids, carpetimycins, PS series, and asparenomycins. ...
Thus the (qualitative) statements regarding the effectiveness of clavulanic acid can be taken to represent those for the penam sulfon …
b-Lactamase inhibitors.
Page MG. Page MG. Drug Resist Updat. 2000 Apr;3(2):109-125. doi: 10.1054/drup.2000.0137. Drug Resist Updat. 2000. PMID: 11498375
Ten general classes of inhibitors are reviewed, especially those of therapeutic importance (clavulanic acid, penam sulfones and carbapenems). Copyright 2000 Harcourt Publishers Ltd....
Ten general classes of inhibitors are reviewed, especially those of therapeutic importance (clavulanic acid, penam sulfones and carba …
Crystal structures of KPC-2 beta-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. Ke W, et al. Antimicrob Agents Chemother. 2012 May;56(5):2713-8. doi: 10.1128/AAC.06099-11. Epub 2012 Feb 13. Antimicrob Agents Chemother. 2012. PMID: 22330909 Free PMC article.
In addition, the aromatic ring of 3-NPBA provides an edge-to-face interaction with W105 in the active site. The structure of KPC-2 with the penam sulfone PSR-3-226 was determined at 1.26-A resolution. PSR-3-226 displayed a K(m) value of 3.8 0.4 muM for KPC-2, and the inact …
In addition, the aromatic ring of 3-NPBA provides an edge-to-face interaction with W105 in the active site. The structure of KPC-2 with the …
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. Padayatti PS, et al. J Am Chem Soc. 2006 Oct 11;128(40):13235-42. doi: 10.1021/ja063715w. J Am Chem Soc. 2006. PMID: 17017804 Free PMC article.
Building upon our previous structural studies that examined tazobactam trapped as a trans-enamine intermediate in a deacylation deficient SHV variant, we designed a novel penam sulfone derivative that forms a more stable trans-enamine intermediate. We report here the 1.28 …
Building upon our previous structural studies that examined tazobactam trapped as a trans-enamine intermediate in a deacylation deficient SH …
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. Phillips OA, et al. Bioorg Med Chem. 2005 Apr 15;13(8):2847-58. doi: 10.1016/j.bmc.2005.02.020. Bioorg Med Chem. 2005. PMID: 15781395
The chemical synthesis of a series of new penam sulfone derivatives bearing a 2beta-substituted-oxyimino and -hydrazone substituents, their beta-lactamase inhibitory properties against selected enzymes representing class A and C beta-lactamases are reported. The oxime cont …
The chemical synthesis of a series of new penam sulfone derivatives bearing a 2beta-substituted-oxyimino and -hydrazone substituents, …
Design, synthesis, and evaluation of 2 beta-alkenyl penam sulfone acids as inhibitors of beta-lactamases.
Richter HG, Angehrn P, Hubschwerlen C, Kania M, Page MG, Specklin JL, Winkler FK. Richter HG, et al. J Med Chem. 1996 Sep 13;39(19):3712-22. doi: 10.1021/jm9601967. J Med Chem. 1996. PMID: 8809160
A general method for synthesis of 2 beta-alkenyl penam sulfones has been developed. The new compounds inhibited most of the common types of beta-lactamase. ...The organisms included strains of Enterobacteriaceae that produce cephalosporinases, which is an exceptional activ …
A general method for synthesis of 2 beta-alkenyl penam sulfones has been developed. The new compounds inhibited most of the common ty …
161 results