The crystal structure of anlll-configured depsipeptide substrate analogue bound to isopenicillin N synthase

2010 ◽  
Vol 8 (1) ◽  
pp. 122-127 ◽  
Author(s):  
Wei Ge ◽  
Ian J. Clifton ◽  
Jeanette E. Stok ◽  
Robert M. Adlington ◽  
Jack E. Baldwin ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Substrate Analogue ◽  
Isopenicillin N

The crystal structure of an isopenicillin N synthase complex with an ethereal substrate analogue reveals water in the oxygen binding site

FEBS Letters ◽  
2013 ◽  
Vol 587 (16) ◽  
pp. 2705-2709 ◽  
Author(s):  
Ian J. Clifton ◽  
Wei Ge ◽  
Robert M. Adlington ◽  
Jack E. Baldwin ◽  
Peter J. Rutledge
Keyword(s):  
Crystal Structure ◽  
Binding Site ◽  
Oxygen Binding ◽  
Substrate Analogue ◽  
Isopenicillin N

The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue

2013 ◽  
Vol 530 (1) ◽  
pp. 48-53 ◽  
Author(s):  
Adam Daruzzaman ◽  
Ian J. Clifton ◽  
Robert M. Adlington ◽  
Jack E. Baldwin ◽  
Peter J. Rutledge
Keyword(s):  
Crystal Structure ◽  
Substrate Analogue ◽  
Isopenicillin N

Unexpected Oxidation of a Depsipeptide Substrate Analogue in Crystalline Isopenicillin N Synthase

ChemBioChem ◽  
2006 ◽  
Vol 7 (2) ◽  
pp. 351-358 ◽  
Author(s):  
Adam Daruzzaman ◽  
Ian J. Clifton ◽  
Robert M. Adlington ◽  
Jack E. Baldwin ◽  
Peter J. Rutledge
Keyword(s):  
Substrate Analogue ◽  
Isopenicillin N

scholarly journals Active-site-mediated elimination of hydrogen fluoride from a fluorinated substrate analogue by isopenicillin N synthase

2004 ◽  
Vol 382 (2) ◽  
pp. 659-666 ◽  
Author(s):  
Annaleise R. GRUMMITT ◽  
Peter J. RUTLEDGE ◽  
Ian J. CLIFTON ◽  
Jack E. BALDWIN
Keyword(s):  
Lewis Acid ◽  
Hydrogen Fluoride ◽  
Mechanism Of Action ◽  
Active Site ◽  
Nmr Studies ◽  
X Ray ◽  
Substrate Analogue ◽  
Haem Iron ◽  
Active Site Region ◽  
Isopenicillin N

Isopenicillin N synthase (IPNS) is a non-haem iron oxidase that catalyses the formation of bicyclic isopenicillin N from δ-(L-α-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, δ-(L-α-aminoadipoyl)-L-cysteinyl-D-β-fluorovaline (ACβFV). X-Ray crystallographic studies of IPNS crystals grown anaerobically with ACβFV reveal that the valinyl β-fluorine is missing from the active site region, and suggest the presence of the unsaturated tripeptide δ-(L-α-aminoadipoyl)-L-cysteinyl-D-isodehydrovaline in place of substrate ACβFV. 19F NMR studies confirm the release of fluoride from ACβFV 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.

scholarly journals Crystal Structure of Tapes japonica Lysozyme with Substrate Analogue

2007 ◽  
Vol 282 (37) ◽  
pp. 27459-27467 ◽  
Author(s):  
Takashi Goto ◽  
Yoshito Abe ◽  
Yoshimitsu Kakuta ◽  
Kohei Takeshita ◽  
Taiji Imoto ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Substrate Analogue

Isopenicillin N Synthase Mediates Thiolate Oxidation to Sulfenate in a Depsipeptide Substrate Analogue: Implications for Oxygen Binding and a Link to Nitrile Hydratase?

2008 ◽  
Vol 130 (31) ◽  
pp. 10096-10102 ◽  
Author(s):  
Wei Ge ◽  
Ian J. Clifton ◽  
Jeanette E. Stok ◽  
Robert M. Adlington ◽  
Jack E. Baldwin ◽  
...  
Keyword(s):  
Nitrile Hydratase ◽  
Oxygen Binding ◽  
Substrate Analogue ◽  
Isopenicillin N

Crystal structure of isopenicillin N synthase is the first from a new structural family of enzymes

Nature ◽  
1995 ◽  
Vol 375 (6533) ◽  
pp. 700-704 ◽  
Author(s):  
Peter L. Roach ◽  
Ian J. Clifton ◽  
Vilmos Fülöp ◽  
Karl Harlos ◽  
Geoffrey J. Barton ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Structural Family ◽  
Isopenicillin N

Structural Studies on the Reaction of Isopenicillin N Synthase with a Sterically Demanding Depsipeptide Substrate Analogue

ChemBioChem ◽  
2009 ◽  
Vol 10 (12) ◽  
pp. 2025-2031 ◽  
Author(s):  
Wei Ge ◽  
Ian J. Clifton ◽  
Annaleise R. Howard-Jones ◽  
Jeanette E. Stok ◽  
Robert M. Adlington ◽  
...  
Keyword(s):  
Structural Studies ◽  
Substrate Analogue ◽  
Sterically Demanding ◽  
Isopenicillin N
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