1odm - Proteopedia, life in 3D

Revision as of 11:09, 20 March 2008

Image:1odm.jpg

, resolution 1.15Å

Sites:

Ligands:

, and

Activity:

Isopenicillin-N synthase, with EC number 1.21.3.1

Coordinates:

save as pdb, mmCIF, xml

ISOPENICILLIN N SYNTHASE FROM ASPERGILLUS NIDULANS (ANAEROBIC AC-VINYLGLYCINE FE COMPLEX)

Overview

Isopenicillin N synthase (IPNS) catalyses conversion of the linear tripeptide delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV) to isopenicillin N (IPN), the central step in biosynthesis of the beta-lactam antibiotics. The unsaturated substrate analogue delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-vinylglycine (ACvG) has previously been incubated with IPNS and single product was isolated, a 2-alpha-hydroxymethyl isopenicillin N (HMPen), formed via a monooxygenase mode of reactivity. ACvG has now been crystallised with IPNS and the structure of the anaerobic IPNS:Fe(II):ACvG complex determined to 1.15 A resolution. Furthermore, by exposing the anaerobically grown crystals to high-pressure oxygen gas, a structure corresponding to the bicyclic product HMPen has been obtained at 1.60 A resolution. In light of these and other IPNS structures, and recent developments with related dioxygenases, the [2 + 2] cycloaddition mechanism for HMPen formation from ACvG has been revised, and a stepwise radical mechanism is proposed. This revised mechanism remains consistent with the observed stereospecificity of the transformation, but fits better with apparent constraints on the coordination geometry around the active site iron atom.

About this Structure

1ODM is a Single protein structure of sequence from Emericella nidulans. Full crystallographic information is available from OCA.

Reference

Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue., Elkins JM, Rutledge PJ, Burzlaff NI, Clifton IJ, Adlington RM, Roach PL, Baldwin JE, Org Biomol Chem. 2003 May 7;1(9):1455-60. PMID:12926272

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Retrieved from "http://52.214.119.220/wiki/index.php/1odm"

@@ Line 1: / Line 1: @@
-[[Image:1odm.jpg|left|200px]]<br /><applet load="1odm" size="350" color="white" frame="true" align="right" spinBox="true"
+[[Image:1odm.jpg|left|200px]]
-caption="1odm, resolution 1.15&Aring;" />
-'''ISOPENICILLIN N SYNTHASE FROM ASPERGILLUS NIDULANS (ANAEROBIC AC-VINYLGLYCINE FE COMPLEX)'''<br />
+ {{Structure
+|PDB= 1odm |SIZE=350|CAPTION= <scene name='initialview01'>1odm</scene>, resolution 1.15&Aring;
+|SITE= <scene name='pdbsite=AC1:Fe2+Binding+Site+For+Chain+A'>AC1</scene>
+|LIGAND= <scene name='pdbligand=SO4:SULFATE+ION'>SO4</scene>, <scene name='pdbligand=FE2:FE+(II)+ION'>FE2</scene> and <scene name='pdbligand=ASV:DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VINYLGLYCINE'>ASV</scene>
+|ACTIVITY= [http://en.wikipedia.org/wiki/Isopenicillin-N_synthase Isopenicillin-N synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.21.3.1 1.21.3.1]
+|GENE=
+}}
+'''ISOPENICILLIN N SYNTHASE FROM ASPERGILLUS NIDULANS (ANAEROBIC AC-VINYLGLYCINE FE COMPLEX)'''
 ==Overview==
@@ Line 7: / Line 16: @@
 ==About this Structure==
-ODM is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Emericella_nidulans Emericella nidulans] with <scene name='pdbligand=SO4:'>SO4</scene>, <scene name='pdbligand=FE2:'>FE2</scene> and <scene name='pdbligand=ASV:'>ASV</scene> as [http://en.wikipedia.org/wiki/ligands ligands]. Active as [http://en.wikipedia.org/wiki/Isopenicillin-N_synthase Isopenicillin-N synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.21.3.1 1.21.3.1] Known structural/functional Site: <scene name='pdbsite=AC1:Fe2+Binding+Site+For+Chain+A'>AC1</scene>. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1ODM OCA].
+ODM is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Emericella_nidulans Emericella nidulans]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1ODM OCA].
 ==Reference==
-Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue., Elkins JM, Rutledge PJ, Burzlaff NI, Clifton IJ, Adlington RM, Roach PL, Baldwin JE, Org Biomol Chem. 2003 May 7;1(9):1455-60. PMID:[http://ispc.weizmann.ac.il//pmbin/getpm?pmid=12926272 12926272]
+Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue., Elkins JM, Rutledge PJ, Burzlaff NI, Clifton IJ, Adlington RM, Roach PL, Baldwin JE, Org Biomol Chem. 2003 May 7;1(9):1455-60. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/12926272 12926272]
 [[Category: Emericella nidulans]]
 [[Category: Isopenicillin-N synthase]]
@@ Line 31: / Line 40: @@
 [[Category: penicillin biosynthesis]]
-''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 14:16:31 2008''
+''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 13:09:23 2008''