2jb4: Difference between revisions

Revision as of 08:38, 4 May 2008

ISOPENICILLIN N SYNTHASE WITH A 2-THIABICYCLOHEPTAN-6-ONE PRODUCT ANALOGUE

OverviewOverview

A carbocyclic analogue of the beta-lactam antibiotic isopenicillin N (IPN) has been synthesised and cocrystallised with isopenicillin N synthase (IPNS), the central enzyme in the biosynthesis of penicillin antibiotics. The crystal structure of the IPNS-cyclobutanone complex reveals an active site environment similar to that seen in the enzyme-product complex generated by turnover of the natural substrate within the crystalline protein. The IPNS-cyclobutanone structure demonstrates that the product analogue is tethered to the protein by hydrogen bonding and salt bridge interactions with its carboxylate groups, as seen previously for the natural substrate and product. Furthermore, the successful cocrystallisation of this analogue with IPNS provides firm structural evidence for the utility of such cyclobutanone derivatives as hydrolytically stable analogues of bicyclic beta-lactams.

About this StructureAbout this Structure

2JB4 is a Single protein structure of sequence from Emericella nidulans. Full crystallographic information is available from OCA.

ReferenceReference

A cyclobutanone analogue mimics penicillin in binding to isopenicillin N synthase., Stewart AC, Clifton IJ, Adlington RM, Baldwin JE, Rutledge PJ, Chembiochem. 2007 Nov 5;8(16):2003-7. PMID:17907118 Page seeded by OCA on Sun May 4 08:38:06 2008

Proteopedia Page Contributors and Editors (what is this?)Proteopedia Page Contributors and Editors (what is this?)

OCA

@@ Line 1: / Line 1: @@
 [[Image:2jb4.gif|left|200px]]
- {{Structure
+<!--
-|PDB= 2jb4 |SIZE=350|CAPTION= <scene name='initialview01'>2jb4</scene>, resolution 1.30&Aring;
+The line below this paragraph, containing "STRUCTURE_2jb4", creates the "Structure Box" on the page.
-|SITE= <scene name='pdbsite=AC1:So4+Binding+Site+For+Chain+A'>AC1</scene>
+You may change the PDB parameter (which sets the PDB file loaded into the applet)
-|LIGAND= <scene name='pdbligand=A14:(1S,4S,5S,7R)-7-{[(5S)-5-AMINO-5-CARBOXYPENTANOYL]AMINO}-3,3-DIMETHYL-6-OXO-2-THIABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC+ACID'>A14</scene>, <scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=GOL:GLYCEROL'>GOL</scene>, <scene name='pdbligand=SO4:SULFATE+ION'>SO4</scene>
+or the SCENE parameter (which sets the initial scene displayed when the page is loaded),
-|ACTIVITY= <span class='plainlinks'>[http://en.wikipedia.org/wiki/Isopenicillin-N_synthase Isopenicillin-N synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.21.3.1 1.21.3.1] </span>
+or leave the SCENE parameter empty for the default display.
-|GENE=
+-->
-|DOMAIN=
+{{STRUCTURE_2jb4|  PDB=2jb4  |  SCENE=  }}
-|RELATEDENTRY=[[1bk0|1BK0]], [[1blz|1BLZ]], [[1hb1|1HB1]], [[1hb2|1HB2]], [[1hb3|1HB3]], [[1hb4|1HB4]], [[1ips|1IPS]], [[1obn|1OBN]], [[1oc1|1OC1]], [[1odm|1ODM]], [[1odn|1ODN]], [[1qiq|1QIQ]], [[1qje|1QJE]], [[1qjf|1QJF]], [[1uzw|1UZW]], [[1w03|1W03]], [[1w04|1W04]], [[1w05|1W05]], [[1w06|1W06]], [[1w3v|1W3V]], [[1w3x|1W3X]], [[2bjs|2BJS]], [[2bu9|2BU9]], [[2ivi|2IVI]], [[2ivj|2IVJ]]
-|RESOURCES=<span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=2jb4 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=2jb4 OCA], [http://www.ebi.ac.uk/pdbsum/2jb4 PDBsum], [http://www.rcsb.org/pdb/explore.do?structureId=2jb4 RCSB]</span>
-}}
 '''ISOPENICILLIN N SYNTHASE WITH A 2-THIABICYCLOHEPTAN-6-ONE PRODUCT ANALOGUE'''
@@ Line 31: / Line 28: @@
 [[Category: Rutledge, P J.]]
 [[Category: Stewart, A C.]]
-[[Category: antibiotic biosynthesis]]
+[[Category: Antibiotic biosynthesis]]
-[[Category: b-lactam antibiotic]]
+[[Category: B-lactam antibiotic]]
-[[Category: iron]]
+[[Category: Iron]]
-[[Category: metal-binding]]
+[[Category: Metal-binding]]
-[[Category: oxidoreductase]]
+[[Category: Oxidoreductase]]
-[[Category: oxygenase]]
+[[Category: Oxygenase]]
-[[Category: penicillin biosynthesis]]
+[[Category: Penicillin biosynthesis]]
-[[Category: vitamin c]]
+[[Category: Vitamin c]]
+''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sun May  4 08:38:06 2008''
-''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Mar 31 03:55:41 2008''