1OBN

ISOPENICILLIN N SYNTHASE aminoadipoyl-cysteinyl-aminobutyrate-FE-NO COMPLEX

Summary for 1OBN

• Entry DOI: 10.2210/pdb1obn/pdb
• Related: 1BK0 1BLZ 1HB1 1HB2 1HB3 1HB4 1IPS 1OC1 1QIQ 1QJE 1QJF
• Descriptor: ISOPENICILLIN N SYNTHETASE, DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VINYLGLYCINE, FE (II) ION, ... (6 entities in total)
• Functional Keywords: oxidoreductase, 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: 38096.16

Authors

Long, A.J.,Clifton, I.J.,Roach, P.L.,Baldwin, J.E.,Schofield, C.J.,Rutledge, P.J. (deposition date: 2003-01-31, release date: 2004-02-02, Last modification date: 2024-05-08)

Primary citation

Long, A.J.,Clifton, I.J.,Roach, P.L.,Baldwin, J.E.,Schofield, C.J.,Rutledge, P.J.
Structural Studies on the Reaction of Isopenicillin N Synthase with the Substrate Analogue Delta-(L-Alpha-Aminoadipoyl)-L-Cysteinyl-D-Alpha-Aminobutyrate.
Biochem.J., 372:687-, 2003

PubMed Abstract: Isopenicillin N synthase (IPNS) is a non-haem iron(II) oxidase which catalyses the biosynthesis of isopenicillin N from the tripeptide delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV). Herein we report crystallographic studies to investigate the reaction of IPNS with the truncated substrate analogue delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate (ACAb). It has been reported previously that this analogue gives rise to three beta-lactam products when incubated with IPNS: two methyl penams and a cepham. Crystal structures of the IPNS-Fe(II)-ACAb and IPNS-Fe(II)-ACAb-NO complexes have now been solved and are reported herein. These structures and modelling studies based on them shed light on the diminished product selectivity shown by IPNS in its reaction with ACAb and further rationalize the presence of certain key residues at the IPNS active site.

PubMed: 12622704
DOI: 10.1042/BJ20021627

Experimental method

X-RAY DIFFRACTION (1.3 Å)