1HB4

ISOPENICILLIN N SYNTHASE FROM ASPERGILLUS NIDULANS (OXYGEN EXPOSED PRODUCT FROM ANAEROBIC ACOV FE COMPLEX)

Summary for 1HB4

• Entry DOI: 10.2210/pdb1hb4/pdb
• Related: 1BK0 1BLZ 1HB1 1HB2 1HB3 1IPS 1QIQ 1QJE 1QJF
• Descriptor: ISOPENICILLIN N SYNTHASE, N6-[(1S)-2-{[(1R)-1-CARBOXY-2-METHYLPROPYL]OXY}-1-(MERCAPTOCARBONYL)-2-OXOETHYL]-6-OXO-L-LYSINE, SULFATE ION, ... (5 entities in total)
• Functional Keywords: antibiotic biosynthesis, b-lactam antibiotic, oxygenase, penicillin biosynthesis
• Biological source: Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139) (Aspergillus nidulans)
• Total number of polymer chains: 1
• Total formula weight: 38094.14

Authors

Ogle, J.M.,Clifton, I.J.,Rutledge, P.J.,Elkins, J.M.,Burzlaff, N.I.,Adlington, R.M.,Roach, P.L.,Baldwin, J.E. (deposition date: 2001-04-11, release date: 2001-11-23, Last modification date: 2024-05-08)

Primary citation

Ogle, J.M.,Clifton, I.J.,Rutledge, P.J.,Elkins, J.M.,Burzlaff, N.I.,M Adlington, R.,Roach, P.L.,Baldwin, J.E.
Alternative Oxidation by Isopenicillin N Synthase Observed by X-Ray Diffraction.
Chem.Biol., 8:1231-, 2001

PubMed Abstract: Isopenicillin N synthase (IPNS) catalyses formation of bicyclic isopenicillin N, precursor to all penicillin and cephalosporin antibiotics, from the linear tripeptide delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine. IPNS is a non-haem iron(II)-dependent enzyme which utilises the full oxidising potential of molecular oxygen in catalysing the bicyclisation reaction. The reaction mechanism is believed to involve initial formation of the beta-lactam ring (via a thioaldehyde intermediate) to give an iron(IV)-oxo species, which then mediates closure of the 5-membered thiazolidine ring.

PubMed: 11755401
DOI: 10.1016/S1074-5521(01)00090-4

Experimental method

X-RAY DIFFRACTION (1.5 Å)