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Isopenicillin N synthase

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(New page: == Your Heading Here (maybe something like 'Structure') == <StructureSection load='1dq8' size='350' side='right' caption='Structure of HMG-CoA reductase (PDB entry 1dq8)' scene=''> Any...)
Current revision (06:45, 8 October 2025) (edit) (undo)
 
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== Your Heading Here (maybe something like 'Structure') ==
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<StructureSection load='1blz' size='350' side='right' scene='52/525170/Cv/1' caption='Isopenicilln N synthase complex with ACV and NO, [[1blz]]'>
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<StructureSection load='1dq8' size='350' side='right' caption='Structure of HMG-CoA reductase (PDB entry [[1dq8]])' scene=''>
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Anything in this section will appear adjacent to the 3D structure and will be scrollable.
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</StructureSection>
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== Function ==
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'''Isopenicillin N synthase''' (IPNS) is an iron-dependent enzyme which catalyzes the formation of isopenicillin N (IPN) from the tripeptide aminoadipoyl-cysteine-valine (ACV). IPNS participates in the biosynthesis of penicillin and cephalosporin antibiotics. The active site of IPNS contains an Fe atom. The reaction involves the reduction of O2 molecule to H2O.
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'''Isopenicillin N synthase''' (IPNS) is an iron-dependent enzyme which catalyzes the formation of isopenicillin N (IPN) from the tripeptide aminoadipoyl-cysteine-valine (ACV). IPNS participates in the biosynthesis of penicillin and cephalosporin antibiotics. The active site of IPNS contains an Fe atom. The reaction involves the reduction of O2 molecule to H2O<ref>PMID:10537113</ref>.
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== Structural highlights ==
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IPNS <scene name='52/525170/Cv/7'>active site contains Fe+2 and the substrate ACV</scene>. The <scene name='52/525170/Cv/8'>Fe+2 ion is hexacoordinated to 3 IPNS side chains, one water molecule, the ACV thiolate moiety and NO</scene><ref>PMID:9194566</ref>. Water molecules shown as red spheres.
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</StructureSection>
==3D structures of isopenicillin N synthase==
==3D structures of isopenicillin N synthase==
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Updated on {{REVISIONDAY2}}-{{MONTHNAME|{{REVISIONMONTH}}}}-{{REVISIONYEAR}}
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{{#tree:id=OrganizedByTopic|openlevels=0|
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===Fe containing IPNS===
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*IPNS
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[[1bk0]] - AnIPNS + ACV – ''Aspergillus nidulans''<br />
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**[[8bbb]] - AnIPNS + ACV – ''Aspergillus nidulans''<br />
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[[2bjs]] - AnIPNS (mutant) + ACV<br />
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**[[6jyv]] – IPNS – ''Pseudomonas aeruginosa''<br />
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[[1qiq]], [[1qjf]], [[1hb1]], [[1hb2]], [[1hb3]], [[1hb4]], [[1odm]], [[1odn]], [[1oc1]], [[1uzw]], [[1w03]], [[1w05]], [[2bu9]], [[1w3v]], [[1w3x]], [[2ivi]], [[2ivj]], [[2vau]], [[2vbb]], [[2vbd]], [[2vbp]], [[2vcm]], [[2ve1]], [[2wo7]], [[2y6f]], [[2y60]], [[2y86]] - AnIPNS + ACV derivative<br />
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[[2jb4]] - AnIPNS + cyclobutanone analog<br />
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[[1qje]] - AnIPNS + IPN + ACV<br />
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[[1blz]] - AnIPNS + NO + ACV<br />
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[[1obn]], [[1w04]], [[1w06]] - AnIPNS + hydroxylamine + ACV derivative
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===Mn containing IPNS===
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*Fe containing IPNS
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[[1ips]] – AnIPNS
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**[[1bk0]], [[6y0o]], [[6zae]], [[6zaf]], [[6zag]], [[6zah]], [[6zam]] - AnIPNS + ACV + Fe <br />
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**[[2bjs]], [[7zoe]], [[8alj]], [[8bb9]], [[8bba]], [[8bbd]], [[8bsv]], [[8bsy]], [[8p47]], [[8ptv]] - AnIPNS (mutant) + ACV + Fe<br />
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**[[1hb1]], [[1hb2]], [[1hb3]], [[1hb4]], [[1oc1]], [[1odm]], [[1odn]], [[1qiq]], [[1qjf]], [[1uzw]], [[1w03]], [[1w05]], [[1w3v]], [[1w3x]], [[2bu9]], [[2ivi]], [[2ivj]], [[2vau]], [[2vbb]], [[2vbd]], [[2vbp]], [[2vcm]], [[2ve1]], [[2wo7]], [[2y60]], [[2y6f]], [[4bb3]], [[8p7p]], [[8py5]] - AnIPNS + ACV derivative + Fe<br />
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**[[8py8]], [[8py9]] - AnIPNS + ACV derivative + Fe + O2<br />
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**[[2jb4]] - AnIPNS + cyclobutanone analog + Fe<br />
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**[[6y0p]], [[6zao]], [[6zaq]], [[8py6]] - AnIPNS + IPN + Fe<br />
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**[[8p7o]] - AnIPNS + inhibitor + Fe<br />
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**[[7p3l]] - AnIPNS + substate analog + Fe<br />
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**[[8p46]] - AnIPNS (mutant) + IPN + Fe<br />
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**[[1qje]] - AnIPNS + IPN + ACV<br />
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**[[6zai]], [[6zaj]], [[6zal]], [[6zap]] - AnIPNS + O2 + ACV<br />
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**[[7poy]] - AnIPNS (mutant) + NO + ACV<br />
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**[[8py7]], [[8pya]] - AnIPNS (mutant) + Fe + O2 + ACV<br />
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**[[7psw]], [[8ali]], [[8bbc]], [[8bsw]], [[8bsx]], [[8p48]], [[8rdb]] - AnIPNS (mutant) + Fe + ACV<br />
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**[[1blz]], [[6zan]] - AnIPNS + NO + ACV<br />
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**[[1obn]], [[1w04]], [[1w06]] - AnIPNS + hydroxylamine + ACV derivative<br />
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**[[3zku]], [[3zky]], [[3zoi]], [[4bb3]] - IPNS + ACV derivative – ''Emericella nidulans''<br />
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*Other metal containing IPNS
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**[[1ips]] – AnIPNS + Mn<br />
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**[[6zw8]] - AnIPNS + ACV + Cd<br />
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**[[8a4g]] - AnIPNS (mutant) + ACV + Cd<br />
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**[[6zAK]] - AnIPNS + ACV + VO2<br />
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}}
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== References ==
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<references/>
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[[Category: Topic Page]]

Current revision

Isopenicilln N synthase complex with ACV and NO, 1blz

Drag the structure with the mouse to rotate

3D structures of isopenicillin N synthase

Updated on 08-October-2025

References

  1. ↑ Burzlaff NI, Rutledge PJ, Clifton IJ, Hensgens CM, Pickford M, Adlington RM, Roach PL, Baldwin JE. The reaction cycle of isopenicillin N synthase observed by X-ray diffraction. Nature. 1999 Oct 14;401(6754):721-4. PMID:10537113 doi:10.1038/44400
  2. ↑ Roach PL, Clifton IJ, Hensgens CM, Shibata N, Schofield CJ, Hajdu J, Baldwin JE. Structure of isopenicillin N synthase complexed with substrate and the mechanism of penicillin formation. Nature. 1997 Jun 19;387(6635):827-30. PMID:9194566 doi:http://dx.doi.org/10.1038/42990

Proteopedia Page Contributors and Editors (what is this?)

Michal Harel, Alexander Berchansky

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