|
|
| Line 1: |
Line 1: |
| [[Image:1q2p.gif|left|200px]] | | {{Seed}} |
| | [[Image:1q2p.png|left|200px]] |
|
| |
|
| <!-- | | <!-- |
| Line 9: |
Line 10: |
| {{STRUCTURE_1q2p| PDB=1q2p | SCENE= }} | | {{STRUCTURE_1q2p| PDB=1q2p | SCENE= }} |
|
| |
|
| '''SHV-1 class A beta-lactamase complexed with penem WAY185229'''
| | ===SHV-1 class A beta-lactamase complexed with penem WAY185229=== |
|
| |
|
|
| |
|
| ==Overview==
| | <!-- |
| The design and synthesis of a series of seven tricyclic 6-methylidene penems as novel class A and C serine beta-lactamase inhibitors is described. These compounds proved to be very potent inhibitors of the TEM-1 and AmpC beta-lactamases and less so against the class B metallo-beta-lactamase CcrA. In combination with piperacillin, their in vitro activities enhanced susceptibility of all class C resistant strains from various bacteria. Crystallographic structures of a serine-bound reaction intermediate of 17 with the class A SHV-1 and class C GC1 enzymes have been established to resolutions of 2.0 and 1.4 A, respectively, and refined to R-factors equal 0.163 and 0.145. In both beta-lactamases, a seven-membered 1,4-thiazepine ring has formed. The stereogenic C7 atom in the ring has the R configuration in the SHV-1 intermediate and has both R and S configurations in the GC1 intermediate. Hydrophobic stacking interactions between the tricyclic C7 substituent and a tyrosine side chain, rather than electrostatic or hydrogen bonding by the C3 carboxylic acid group, dominate in both complexes. The formation of the 1,4- thiazepine ring structures is proposed based on a 7-endo-trig cyclization. | | The line below this paragraph, {{ABSTRACT_PUBMED_15588091}}, adds the Publication Abstract to the page |
| | (as it appears on PubMed at http://www.pubmed.gov), where 15588091 is the PubMed ID number. |
| | --> |
| | {{ABSTRACT_PUBMED_15588091}} |
|
| |
|
| ==About this Structure== | | ==About this Structure== |
| Line 33: |
Line 37: |
| [[Category: Hydrolase]] | | [[Category: Hydrolase]] |
| [[Category: Inhibition]] | | [[Category: Inhibition]] |
| ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sat May 3 05:47:24 2008'' | | |
| | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sun Jul 27 22:49:47 2008'' |
