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Sequence of IPNA_EMENI

EC Number:1.21.3.1

EC Number
Recommended Name
Accession Code
Organism
No of amino acids
Molecular Weight [Da]
Source
isopenicillin-N synthase
P05326
Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139)
331
37522
Reaction
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O
Other sequences found for EC No. 1.21.3.1

General information:

Sequence
show sequence in fasta format
  0 MGSVSKANVP KIDVSPLFGD DQAAKMRVAQ QIDAASRDTG FFYAVNHGIN VQRLSQKTKE
 60 FHMSITPEEK WDLAIRAYNK EHQDQVRAGY YLSIPGKKAV ESFCYLNPNF TPDHPRIQAK
120 TPTHEVNVWP DETKHPGFQD FAEQYYWDVF GLSSALLKGY ALALGKEENF FARHFKPDDT
180 LASVVLIRYP YLDPYPEAAI KTAADGTKLS FEWHEDVSLI TVLYQSNVQN LQVETAAGYQ
240 DIEADDTGYL INCGSYMAHL TNNYYKAPIH RVKWVNAERQ SLPFFVNLGY DSVIDPFDPR
300 EPNGKSDREP LSYGDYLQNG LVSLINKNGQ T
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Sequence related references
Sequence Reference
Authors
Title
Journal
Volume
Pages
Year
PubMed ID
686504
Ramon D.,Carramolino L.,Patino C.,Sanchez F.,Penalva M.A.
Cloning and characterization of the isopenicillin N synthetase gene mediating the formation of the beta-lactam ring in Aspergillus nidulans.
Gene
57
171-181
1987
686505
Weigel B.J.,Burgett S.G.,Chen V.J.,Skatrud P.L.,Frolik C.A.,Queener S.W.,Ingolia T.D.
Cloning and expression in Escherichia coli of isopenicillin N synthetase genes from Streptomyces lipmanii and Aspergillus nidulans.
J. Bacteriol.
170
3817-3826
1988
686506
Galagan J.E.,Calvo S.E.,Cuomo C.,Ma L.-J.,Wortman J.R.,Batzoglou S.,Lee S.-I.,Bastuerkmen M.,Spevak C.C.,Clutterbuck J.,Kapitonov V.,Jurka J.,Scazzocchio C.,Farman M.L.,Butler J.,Purcell S.,Harris S.,Braus G.H.,Draht O.,Busch S.,D'Enfert C.,Bouchier C.,Goldman G.H.,Bell-Pedersen D.,Griffiths-Jones S.,Doonan J.H.,Yu J.,Vienken K.,Pain A.,Freitag M.,Selker E.U.,Archer D.B.,Penalva M.A.,Oakley B.R.,Momany M.,Tanaka T.,Kumagai T.,Asai K.,Machida M.,Nierman W.C.,Denning D.W.,Caddick M.X.,Hynes M.,Paoletti M.,Fischer R.,Miller B.L.,Dyer P.S.,Sachs M.S.,Osmani S.A.,Birren B.W.
Sequencing of Aspergillus nidulans and comparative analysis with A. fumigatus and A. oryzae.
Nature
438
1105-1115
2005
686507
Wortman J.R.,Gilsenan J.M.,Joardar V.,Deegan J.,Clutterbuck J.,Andersen M.R.,Archer D.,Bencina M.,Braus G.,Coutinho P.,von Dohren H.,Doonan J.,Driessen A.J.,Durek P.,Espeso E.,Fekete E.,Flipphi M.,Estrada C.G.,Geysens S.,Goldman G.,de Groot P.W.,Hansen K.,Harris S.D.,Heinekamp T.,Helmstaedt K.,Henrissat B.,Hofmann G.,Homan T.,Horio T.,Horiuchi H.,James S.,Jones M.,Karaffa L.,Karanyi Z.,Kato M.,Keller N.,Kelly D.E.,Kiel J.A.,Kim J.M.,van der Klei I.J.,Klis F.M.,Kovalchuk A.,Krasevec N.,Kubicek C.P.,Liu B.,Maccabe A.,Meyer V.,Mirabito P.,Miskei M.,Mos M.,Mullins J.,Nelson D.R.,Nielsen J.,Oakley B.R.,Osmani S.A.,Pakula T.,Paszewski A.,Paulsen I.,Pilsyk S.,Pocsi I.,Punt P.J.,Ram A.F.,Ren Q.,Robellet X.,Robson G.,Seiboth B.,van Solingen P.,Specht T.,Sun J.,Taheri-Talesh N.,Takeshita N.,Ussery D.,vanKuyk P.A.,Visser H.,van de Vondervoort P.J.,de Vries R.P.,Walton J.,Xiang X.,Xiong Y.,Zeng A.P.,Brandt B.W.,Cornell M.J.,van den Hondel C.A.,Visser J.,Oliver S.G.,Turner G.
The 2008 update of the Aspergillus nidulans genome annotation: a community effort.
Fungal Genet. Biol.
46
0-13
2009
686508
Roach P.L.,Schofield C.J.,Baldwin J.E.,Clifton I.J.,Hajdu J.
Crystallization and preliminary X-ray diffraction studies on recombinant isopenicillin N synthase from Aspergillus nidulans.
Protein Sci.
4
1007-1009
1995
686509
Roach P.L.,Clifton I.J.,Fueloep V.,Harlos K.,Barton G.J.,Hajdu J.,Andersson I.,Schofield C.J.,Baldwin J.E.
Crystal structure of isopenicillin N synthase is the first from a new structural family of enzymes.
Nature
375
700-704
1995
686510
Roach P.L.,Clifton I.J.,Hensgens C.M.,Shibata N.,Schofield C.J.,Hajdu J.,Baldwin J.E.
Structure of isopenicillin N synthase complexed with substrate and the mechanism of penicillin formation.
Nature
387
827-830
1997
686511
Burzlaff N.I.,Rutledge P.J.,Clifton I.J.,Hensgens C.M.H.,Pickford M.,Adlington R.M.,Roach P.L.,Baldwin J.E.
The reaction cycle of isopenicillin N synthase observed by X-ray diffraction.
Nature
401
721-724
1999
686512
Ogle J.M.,Clifton I.J.,Rutledge P.J.,Elkins J.M.,Burzlaff N.I.,Adlington R.M.,Roach P.L.,Baldwin J.E.
Alternative oxidation by isopenicillin N synthase observed by X-ray diffraction.
Chem. Biol.
8
1231-1237
2001
686513
Elkins J.M.,Rutledge P.J.,Burzlaff N.I.,Clifton I.J.,Adlington R.M.,Roach P.L.,Baldwin J.E.
Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue.
Org. Biomol. Chem.
1
1455-1460
2003
686514
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
687-693
2003
686515
Grummitt A.R.,Rutledge P.J.,Clifton I.J.,Baldwin J.E.
Active-site-mediated elimination of hydrogen fluoride from a fluorinated substrate analogue by isopenicillin N synthase.
Biochem. J.
382
659-666
2004
686516
Howard-Jones A.R.,Rutledge P.J.,Clifton I.J.,Adlington R.M.,Baldwin J.E.
Unique binding of a non-natural L,L,L-substrate by isopenicillin N synthase.
Biochem. Biophys. Res. Commun.
336
702-708
2005
686517
Long A.J.,Clifton I.J.,Roach P.L.,Baldwin J.E.,Rutledge P.J.,Schofield C.J.
Structural studies on the reaction of isopenicillin N synthase with the truncated substrate analogues delta-(L-alpha-aminoadipoyl)-L-cysteinyl-glycine and delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alanine.
Biochemistry
44
6619-6628
2005
686518
Daruzzaman A.,Clifton I.J.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Unexpected oxidation of a depsipeptide substrate analogue in crystalline isopenicillin N synthase.
ChemBioChem
7
351-358
2006
686519
Howard-Jones A.R.,Elkins J.M.,Clifton I.J.,Roach P.L.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Interactions of isopenicillin N synthase with cyclopropyl-containing substrate analogues reveal new mechanistic insight.
Biochemistry
46
4755-4762
2007
686520
Stewart A.C.,Clifton I.J.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
A cyclobutanone analogue mimics penicillin in binding to isopenicillin N synthase.
ChemBioChem
8
2003-2007
2007
686521
Ge W.,Clifton I.J.,Stok J.E.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Isopenicillin N synthase mediates thiolate oxidation to sulfenate in a depsipeptide substrate analogue: implications for oxygen binding and a link to nitrile hydratase?
J. Am. Chem. Soc.
130
10096-10102
2008
686522
Ge W.,Clifton I.J.,Howard-Jones A.R.,Stok J.E.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Structural studies on the reaction of isopenicillin N synthase with a sterically demanding depsipeptide substrate analogue.
ChemBioChem
10
2025-2031
2009
686523
Ge W.,Clifton I.J.,Stok J.E.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Crystallographic studies on the binding of selectively deuterated LLD- and LLL-substrate epimers by isopenicillin N synthase.
Biochem. Biophys. Res. Commun.
398
659-664
2010
686524
Ge W.,Clifton I.J.,Stok J.E.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
The crystal structure of an LLL-configured depsipeptide substrate analogue bound to isopenicillin N synthase.
Org. Biomol. Chem.
8
122-127
2010
686525
Clifton I.J.,Ge W.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
The crystal structure of isopenicillin N synthase with delta-((L)-alpha-aminoadipoyl)-(L)-cysteinyl-(D)-methionine reveals thioether coordination to iron.
Arch. Biochem. Biophys.
516
103-107
2011
686526
Clifton I.J.,Ge W.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
Isopenicillin N synthase binds delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-thia-allo-isoleucine through both sulfur atoms.
ChemBioChem
12
1881-1885
2011
686527
Daruzzaman A.,Clifton I.J.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue.
Arch. Biochem. Biophys.
530
48-53
2013
686528
Daruzzaman A.,Clifton I.J.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
The interaction of isopenicillin N synthase with homologated substrate analogues delta-(L-alpha-aminoadipoyl)-L-homocysteinyl-D-Xaa characterised by protein crystallography.
ChemBioChem
14
599-606
2013
686529
Clifton I.J.,Ge W.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.
The crystal structure of an isopenicillin N synthase complex with an ethereal substrate analogue reveals water in the oxygen binding site.
FEBS Lett.
587
2705-2709
2013
686530
McNeill L.A.,Brown T.J.N.,Sami M.,Clifton I.J.,Burzlaff N.I.,Claridge T.D.W.,Adlington R.M.,Baldwin J.E.,Rutledge P.J.,Schofield C.J.
Terminally truncated isopenicillin N synthase generates a dithioester product: evidence for a thioaldehyde intermediate during catalysis and a new mode of reaction for non-Heme iron oxidases.
Chemistry
23
12815-12824
2017
686531
Rabe P.,Beale J.H.,Butryn A.,Aller P.,Dirr A.,Lang P.A.,Axford D.N.,Carr S.B.,Leissing T.M.,McDonough M.A.,Davy B.,Ebrahim A.,Orlans J.,Storm S.L.S.,Orville A.M.,Schofield C.J.,Owen R.L.
Anaerobic fixed-target serial crystallography.
IUCrJ
7
901-912
2020
686533
Rabe P.,Kamps J.J.A.G.,Sutherlin K.D.,Linyard J.D.S.,Aller P.,Pham C.C.,Makita H.,Clifton I.,McDonough M.A.,Leissing T.M.,Shutin D.,Lang P.A.,Butryn A.,Brem J.,Gul S.,Fuller F.D.,Kim I.S.,Cheah M.H.,Fransson T.,Bhowmick A.,Young I.D.,O'Riordan L.,Brewster A.S.,Pettinati I.,Doyle M.,Joti Y.,Owada S.,Tono K.,Batyuk A.,Hunter M.S.,Alonso-Mori R.,Bergmann U.,Owen R.L.,Sauter N.K.,Claridge T.D.W.,Robinson C.V.,Yachandra V.K.,Yano J.,Kern J.F.,Orville A.M.,Schofield C.J.
X-ray free-electron laser studies reveal correlated motion during isopenicillin N synthase catalysis.
Sci. Adv.
7
0-0
2021