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1qjf
From Proteopedia
| Line 4: | Line 4: | ||
|PDB= 1qjf |SIZE=350|CAPTION= <scene name='initialview01'>1qjf</scene>, resolution 1.40Å | |PDB= 1qjf |SIZE=350|CAPTION= <scene name='initialview01'>1qjf</scene>, resolution 1.40Å | ||
|SITE= <scene name='pdbsite=SA:Active+Site+(Fe+Binding)'>SA</scene> | |SITE= <scene name='pdbsite=SA:Active+Site+(Fe+Binding)'>SA</scene> | ||
| - | |LIGAND= | + | |LIGAND= <scene name='pdbligand=ACS:1-[(1S)-CARBOXY-2-(METHYLSULFINYL)ETHYL]-(3R)-[(5S)-5-AMINO-5-CARBOXYPENTANAMIDO]-(4R)-SULFANYLAZETIDIN-2-ONE'>ACS</scene>, <scene name='pdbligand=FE2:FE+(II)+ION'>FE2</scene>, <scene name='pdbligand=SO4:SULFATE+ION'>SO4</scene> |
|ACTIVITY= | |ACTIVITY= | ||
|GENE= PCB C ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=162425 Emericella nidulans]) | |GENE= PCB C ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=162425 Emericella nidulans]) | ||
| + | |DOMAIN= | ||
| + | |RELATEDENTRY= | ||
| + | |RESOURCES=<span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=1qjf FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=1qjf OCA], [http://www.ebi.ac.uk/pdbsum/1qjf PDBsum], [http://www.rcsb.org/pdb/explore.do?structureId=1qjf RCSB]</span> | ||
}} | }} | ||
| Line 28: | Line 31: | ||
[[Category: Roach, P L.]] | [[Category: Roach, P L.]] | ||
[[Category: Rutledge, P J.]] | [[Category: Rutledge, P J.]] | ||
| - | [[Category: ACS]] | ||
| - | [[Category: FE2]] | ||
| - | [[Category: SO4]] | ||
[[Category: b-lactam antibiotic]] | [[Category: b-lactam antibiotic]] | ||
[[Category: monocyclic intermediate]] | [[Category: monocyclic intermediate]] | ||
| Line 37: | Line 37: | ||
[[Category: sulfoxide]] | [[Category: sulfoxide]] | ||
| - | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on | + | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sun Mar 30 23:14:31 2008'' |
Revision as of 20:14, 30 March 2008
| |||||||
| , resolution 1.40Å | |||||||
|---|---|---|---|---|---|---|---|
| Sites: | |||||||
| Ligands: | , , | ||||||
| Gene: | PCB C (Emericella nidulans) | ||||||
| Resources: | FirstGlance, OCA, PDBsum, RCSB | ||||||
| Coordinates: | save as pdb, mmCIF, xml | ||||||
ISOPENICILLIN N SYNTHASE FROM ASPERGILLUS NIDULANS (MONOCYCLIC SULFOXIDE-FE COMPLEX)
Overview
Isopenicillin N synthase (IPNS), a non-haem iron-dependent oxidase, catalyses the biosynthesis of isopenicillin N (IPN), the precursor of all penicillins and cephalosporins. The key steps in this reaction are the two iron-dioxygen-mediated ring closures of the tripeptide delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV). It has been proposed that the four-membered beta-lactam ring forms initially, associated with a highly oxidized iron(iv)-oxo (ferryl) moiety, which subsequently mediates closure of the five-membered thiazolidine ring. Here we describe observation of the IPNS reaction in crystals by X-ray crystallography. IPNS Fe2+ substrate crystals were grown anaerobically, exposed to high pressures of oxygen to promote reaction and frozen, and their structures were elucidated by X-ray diffraction. Using the natural substrate ACV, this resulted in the IPNS x Fe2+ x IPN product complex. With the substrate analogue, delta-(L-alpha-aminoadipoyl)-L-cysteinyl-L-S-methylcysteine (ACmC) in the crystal, the reaction cycle was interrupted at the monocyclic stage. These mono- and bicyclic structures support our hypothesis of a two-stage reaction sequence leading to penicillin. Furthermore, the formation of a monocyclic sulphoxide product from ACmC is most simply explained by the interception of a high-valency iron-oxo species.
About this Structure
1QJF is a Single protein structure of sequence from Emericella nidulans. Full crystallographic information is available from OCA.
Reference
The reaction cycle of isopenicillin N synthase observed by X-ray diffraction., Burzlaff NI, Rutledge PJ, Clifton IJ, Hensgens CM, Pickford M, Adlington RM, Roach PL, Baldwin JE, Nature. 1999 Oct 14;401(6754):721-4. PMID:10537113
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