1uzw

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[[Image:1uzw.gif|left|200px]]
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{{Seed}}
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[[Image:1uzw.png|left|200px]]
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{{STRUCTURE_1uzw| PDB=1uzw | SCENE= }}
{{STRUCTURE_1uzw| PDB=1uzw | SCENE= }}
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'''ISOPENICILLIN N SYNTHASE WITH L-D-(A-AMINOADIPOYL)-L-CYSTEINYL-D-ISODEHYDROVALINE'''
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===ISOPENICILLIN N SYNTHASE WITH L-D-(A-AMINOADIPOYL)-L-CYSTEINYL-D-ISODEHYDROVALINE===
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==Overview==
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Isopenicillin N synthase (IPNS) is a non-haem iron oxidase that catalyses the formation of bicyclic isopenicillin N from delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV). In this study we report a novel activity for the iron of the IPNS active site, which behaves as a Lewis acid to catalyse the elimination of HF from the fluorinated substrate analogue, delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-beta-fluorovaline (ACbetaFV). X-Ray crystallographic studies of IPNS crystals grown anaerobically with ACbetaFV reveal that the valinyl beta-fluorine is missing from the active site region, and suggest the presence of the unsaturated tripeptide delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-isodehydrovaline in place of substrate ACbetaFV. (19)F NMR studies confirm the release of fluoride from ACbetaFV in the presence of the active IPNS enzyme. These results suggest a new mode of reactivity for the IPNS iron centre, a mechanism of action that has not previously been reported for any of the iron oxidase enzymes.
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The line below this paragraph, {{ABSTRACT_PUBMED_15175003}}, adds the Publication Abstract to the page
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(as it appears on PubMed at http://www.pubmed.gov), where 15175003 is the PubMed ID number.
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{{ABSTRACT_PUBMED_15175003}}
==About this Structure==
==About this Structure==
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[[Category: Oxygenase]]
[[Category: Oxygenase]]
[[Category: Penicillin biosynthesis]]
[[Category: Penicillin biosynthesis]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sat May 3 11:55:03 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Tue Jul 29 03:36:32 2008''

Revision as of 00:36, 29 July 2008

Image:1uzw.png

Template:STRUCTURE 1uzw

ISOPENICILLIN N SYNTHASE WITH L-D-(A-AMINOADIPOYL)-L-CYSTEINYL-D-ISODEHYDROVALINE

Template:ABSTRACT PUBMED 15175003

About this Structure

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

Reference

Active-site-mediated elimination of hydrogen fluoride from a fluorinated substrate analogue by isopenicillin N synthase., Grummitt AR, Rutledge PJ, Clifton IJ, Baldwin JE, Biochem J. 2004 Sep 1;382(Pt 2):659-66. PMID:15175003

Page seeded by OCA on Tue Jul 29 03:36:32 2008

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