Isopenicillin N synthase binds δ-(L-α-aminoadipoyl)-L-cysteinyl-D-thia-allo-isoleucine through both sulfur atoms.

Isopenicillin N synthase binds δ-(L-α-aminoadipoyl)-L-cysteinyl-D-thia-allo-isoleucine through both sulfur atoms.

Isopenicillin N synthase (IPNS) catalyses the synthesis of isopenicillin N (IPN), the biosynthetic precursor to penicillin and cephalosporin antibiotics. IPNS is a non-heme iron(II) oxidase that mediates the oxidative cyclisation of the tripeptide δ-L-α-aminoadipoyl-L-cysteinyl-D-valine (ACV) to IPN...

Descripció completa

Dades bibliogràfiques
Autors principals:	Clifton, I, Ge, W, Adlington, R, Baldwin, J, Rutledge, P
Format:	Journal article
Idioma:	English
Publicat:	2011

Ítems similars

The crystal structure of isopenicillin N synthase with δ-((L)-α-aminoadipoyl)-(L)-cysteinyl-(D)-methionine reveals thioether coordination to iron.
per: Clifton, I, et al.
Publicat: (2011)

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.
per: Long, A, et al.
Publicat: (2005)

The interaction of isopenicillin N synthase with homologated substrate analogues δ-(L-α-aminoadipoyl)-L-homocysteinyl-D-Xaa characterised by protein crystallography.
per: Daruzzaman, A, et al.
Publicat: (2013)

Structural studies on the reaction of isopenicillin N synthase with the substrate analogue delta-(l-alpha-aminoadipoyl)-l-cysteinyl-d-alpha-aminobutyrate.
per: Long, A, et al.
Publicat: (2003)

AN EFFICIENT SUBSTITUTE FOR THE ALPHA-AMINOADIPOYL MOIETY OF DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VALINE IN THE ENZYMATIC-SYNTHESIS OF PENICILLINS
per: Baldwin, J, et al.
Publicat: (1987)

Analysis of the conversion of delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate by active-site mutants of Aspergillus nidulans isopenicillin N synthase.
per: Rowe, C, et al.
Publicat: (1998)

STUDIES ON THE EXCHANGE OF VALINE-OXYGEN DURING THE BIOSYNTHESIS OF DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VALINE
per: Baldwin, J, et al.
Publicat: (1992)

The crystal structure of isopenicillin N synthase with a dipeptide substrate analogue.
per: Daruzzaman, A, et al.
Publicat: (2013)

EXCHANGE OF VALINE-OXYGEN DURING THE BIOSYNTHESIS OF DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VALINE
per: Baldwin, J, et al.
Publicat: (1991)

The crystal structure of an LLL-configured depsipeptide substrate analogue bound to isopenicillin N synthase.
per: Ge, W, et al.
Publicat: (2010)

EXCHANGE OF THE VALINE-2-H IN THE BIOSYNTHESIS OF L-DELTA-(ALPHA-AMINOADIPOYL)-L-CYSTEINYL-D-VALINE
per: Baldwin, J, et al.
Publicat: (1993)

Crystallographic studies on the binding of selectively deuterated LLD- and LLL-substrate epimers by isopenicillin N synthase.
per: Ge, W, et al.
Publicat: (2010)

Molecular mechanism of the multifunctional enzyme L-delta(alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV) synthetase
per: Shiau, C, et al.
Publicat: (1995)

Molecular mechanism of the multifunctional enzyme L-delta-(alpha-aminoadipoyl)-L-cysteinyl-D-valine (ACV) synthetase.
per: Shiau, C, et al.
Publicat: (1995)

Delta-L-(alpha-aminoadipoyl)-L-cysteinyl-D-valine synthetase: isolation of L-cysteinyl-D-valine, a 'shunt' product, and implications for the order of peptide bond formation.
per: Shiau, C, et al.
Publicat: (1995)

Structural studies on the reaction of isopenicillin N synthase with a sterically demanding depsipeptide substrate analogue.
per: Ge, W, et al.
Publicat: (2009)

L-delta-(alpha-Aminoadipoyl)-L-cysteinyl-D-valine synthetase: thioesterification of valine is not obligatory for peptide bond formation.
per: Shiau, C, et al.
Publicat: (1997)

THE SYNTHESIS OF ARYL SUBSTITUTED ANALOGS OF PHENOXYACETYL-L-CYSTEINYL-D-VALINE AND PHENYLACETYL-L-CYSTEINYL-D-VALINE - APPLICATION TO THE PHOTOAFFINITY-LABELING OF ISOPENICILLIN N SYNTHETASE
per: Baldwin, J, et al.
Publicat: (1987)

delta-L-(alpha-aminoadipoyl)-L-cysteinyl-D-valine synthetase: the order of peptide bond formation and timing of the epimerisation reaction.
per: Shiau, C, et al.
Publicat: (1995)

Isopenicillin N synthase mediates thiolate oxidation to sulfenate in a depsipeptide substrate analogue: implications for oxygen binding and a link to nitrile hydratase?
per: Ge, W, et al.
Publicat: (2008)

GAMMA-LACTAM FORMATION FROM TRIPEPTIDES WITH ISOPENICILLIN-N SYNTHASE
per: Baldwin, J, et al.
Publicat: (1988)

EXAFS STUDIES OF ISOPENICILLIN-N SYNTHASE
per: Randall, C, et al.
Publicat: (1992)

Substrate specificity of L-delta-(alpha-aminoadipoyl)-L-cysteinyl-D-valine synthetase from Cephalosporium acremonium: demonstration of the structure of several unnatural tripeptide products.
per: Baldwin, J, et al.
Publicat: (1994)

Structure of isopenicillin N synthase complexed with substrate and the mechanism of penicillin formation.
per: Roach, P, et al.
Publicat: (1997)

ISOPENICILLIN-N SYNTHASE - A NEW MODE OF REACTIVITY
per: Baldwin, J, et al.
Publicat: (1991)

ISOPENICILLIN-N SYNTHASE - A NEW MODE OF REACTIVITY
per: Baldwin, J, et al.
Publicat: (1992)

Mechanistic studies on isopenicillin n synthase
per: Abbott, S
Publicat: (1991)

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
per: McNeill, LA, et al.
Publicat: (2017)

Crystallization and preliminary X-ray diffraction studies on recombinant isopenicillin N synthase from Aspergillus nidulans.
per: Roach, P, et al.
Publicat: (1995)

FORMATION OF A NOVEL BICYCLIC GAMMA-LACTAM WITH ISOPENICILLIN-N SYNTHASE
per: Baldwin, J, et al.
Publicat: (1989)

Molecular weight analysis of isopenicillin N synthase by electrospray mass spectrometry.
per: Aplin, RT, et al.
Publicat: (1990)

Crystal structure of isopenicillin N synthase is the first from a new structural family of enzymes.
per: Roach, P, et al.
Publicat: (1995)

Glutamine-330 is not essential for activity in isopenicillin N synthase from Aspergillus nidulans.
per: Sami, M, et al.
Publicat: (1997)

Modification of iron binding ligands in isopenicillin n synthase
per: Sami, M, et al.
Publicat: (1998)

Anaerobic crystallisation of an isopenicillin N synthase.Fe(II).substrate complex demonstrated by X-ray studies.
per: Roach, P, et al.
Publicat: (1996)

Studies on side chain interactions during the isopenicillin N synthase catalysed biosynthesis of penicillins
per: Cavelier, F, et al.
Publicat: (1997)

Studies of isopenicillin N synthase enzymatic properties using a continuous spectrophotometric assay.
per: Dubus, A, et al.
Publicat: (2000)

Photoaffinity labelling of isopenicillin N synthetase.
per: Baldwin, J, et al.
Publicat: (1990)

Anaerobic crystallisation of an isopenicillin N synthase center dot Fe(II)center dot substrate complex demonstrated by X-ray studies
per: Roach, P, et al.
Publicat: (1996)

X-ray absorption studies of the ferrous active site of isopenicillin N synthase and related model complexes.
per: Randall, C, et al.
Publicat: (1993)