Isopenicillin N synthase

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{{STRUCTURE_1blz| PDB=1blz | SIZE=400| SCENE= |right|CAPTION=Isopenicilln N synthase complex with ACV and NO, [[1blz]] }}
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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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== Function ==
== Function ==
'''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>.
'''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>.
== Structural highlights ==
== Structural highlights ==
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IPNS active site contains Fe+2 and the substrate ACV. The Fe+2 ion is pentacoordinated to 3 IPNS side chains, one water molecule and the ACV thiolate moiety<ref>PMID:9194566</ref>.
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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==
Updated on {{REVISIONDAY2}}-{{MONTHNAME|{{REVISIONMONTH}}}}-{{REVISIONYEAR}}
Updated on {{REVISIONDAY2}}-{{MONTHNAME|{{REVISIONMONTH}}}}-{{REVISIONYEAR}}
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**[[1bk0]] - AnIPNS + ACV – ''Aspergillus nidulans''<br />
**[[1bk0]] - AnIPNS + ACV – ''Aspergillus nidulans''<br />
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**[[2bjs]] - AnIPNS (mutant) + ACV<br />
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**[[2bjs]], [[7zoe]] - AnIPNS (mutant) + ACV<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]], [[4bb3]] - AnIPNS + ACV derivative<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]], [[4bb3]] - AnIPNS + ACV derivative<br />
**[[2jb4]] - AnIPNS + cyclobutanone analog<br />
**[[2jb4]] - AnIPNS + cyclobutanone analog<br />
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**[[6y0p]], [[6zao]], [[6zaq]] - AnIPNS + IPN<br />
**[[1qje]] - AnIPNS + IPN + ACV<br />
**[[1qje]] - AnIPNS + IPN + ACV<br />
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**[[1blz]] - AnIPNS + NO + ACV<br />
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**[[6y0o]], [[6zae]], [[6zaf]], [[6zag]], [[6zah]], [[6zam]] - AnIPNS + 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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**[[7psw]] - AnIPNS (mutant) + Fe + ACV<br />
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**[[1blz]], [[6zan]] - AnIPNS + NO + ACV<br />
**[[1obn]], [[1w04]], [[1w06]] - AnIPNS + hydroxylamine + ACV derivative<br />
**[[1obn]], [[1w04]], [[1w06]] - AnIPNS + hydroxylamine + ACV derivative<br />
**[[3zku]], [[3zky]], [[3zoi]], [[4bb3]] - IPNS + ACV derivative – ''Emericella nidulans''<br />
**[[3zku]], [[3zky]], [[3zoi]], [[4bb3]] - IPNS + ACV derivative – ''Emericella nidulans''<br />
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*Mn containing IPNS
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*Other metal containing IPNS
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**[[1ips]] – AnIPNS
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**[[1ips]] – AnIPNS + Mn<br />
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**[[6zw8]] - AnIPNS + ACV + Cd<br />
}}
}}
== References ==
== References ==
<references/>
<references/>
[[Category: Topic Page]]
[[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 12-June-2023

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

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Michal Harel, Alexander Berchansky

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