1z6f

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(New page: 200px<br /><applet load="1z6f" size="450" color="white" frame="true" align="right" spinBox="true" caption="1z6f, resolution 1.60&Aring;" /> '''Crystal structure of...)
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[[Image:1z6f.gif|left|200px]]<br /><applet load="1z6f" size="350" color="white" frame="true" align="right" spinBox="true"
caption="1z6f, resolution 1.60&Aring;" />
caption="1z6f, resolution 1.60&Aring;" />
'''Crystal structure of penicillin-binding protein 5 from E. coli in complex with a boronic acid inhibitor'''<br />
'''Crystal structure of penicillin-binding protein 5 from E. coli in complex with a boronic acid inhibitor'''<br />
==Overview==
==Overview==
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Penicillin-binding protein 5 (PBP 5) from Escherichia coli is a, well-characterized d-alanine carboxypeptidase that serves as a, prototypical enzyme to elucidate the structure, function, and catalytic, mechanism of PBPs. A comprehensive understanding of the catalytic, mechanism underlying d-alanine carboxypeptidation and antibiotic binding, has proven elusive. In this study, we report the crystal structure at 1.6, A resolution of PBP 5 in complex with a substrate-like peptide boronic, acid, which was designed to resemble the transition-state intermediate, during the deacylation step of the enzyme-catalyzed reaction with peptide, substrates. In the structure of the complex, the boron atom is covalently, attached to Ser-44, which in turn is within hydrogen-bonding distance to, Lys-47. This arrangement further supports the assignment of Lys-47 as the, general base that activates Ser-44 during acylation. One of the two, hydroxyls in the boronyl center (O2) is held by the oxyanion hole, comprising the amides of Ser-44 and His-216, while the other hydroxyl, (O3), which is analogous to the nucleophilic water for hydrolysis of the, acyl-enzyme intermediate, is solvated by a water molecule that bridges to, Ser-110. Lys-47 is not well-positioned to act as the catalytic base in the, deacylation reaction. Instead, these data suggest a mechanism of catalysis, for deacylation that uses a hydrogen-bonding network, involving Lys-213, Ser-110, and a bridging water molecule, to polarize the hydrolytic water, molecule.
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Penicillin-binding protein 5 (PBP 5) from Escherichia coli is a well-characterized d-alanine carboxypeptidase that serves as a prototypical enzyme to elucidate the structure, function, and catalytic mechanism of PBPs. A comprehensive understanding of the catalytic mechanism underlying d-alanine carboxypeptidation and antibiotic binding has proven elusive. In this study, we report the crystal structure at 1.6 A resolution of PBP 5 in complex with a substrate-like peptide boronic acid, which was designed to resemble the transition-state intermediate during the deacylation step of the enzyme-catalyzed reaction with peptide substrates. In the structure of the complex, the boron atom is covalently attached to Ser-44, which in turn is within hydrogen-bonding distance to Lys-47. This arrangement further supports the assignment of Lys-47 as the general base that activates Ser-44 during acylation. One of the two hydroxyls in the boronyl center (O2) is held by the oxyanion hole comprising the amides of Ser-44 and His-216, while the other hydroxyl (O3), which is analogous to the nucleophilic water for hydrolysis of the acyl-enzyme intermediate, is solvated by a water molecule that bridges to Ser-110. Lys-47 is not well-positioned to act as the catalytic base in the deacylation reaction. Instead, these data suggest a mechanism of catalysis for deacylation that uses a hydrogen-bonding network, involving Lys-213, Ser-110, and a bridging water molecule, to polarize the hydrolytic water molecule.
==About this Structure==
==About this Structure==
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1Z6F is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Escherichia_coli Escherichia coli] with BO9 and GOL as [http://en.wikipedia.org/wiki/ligands ligands]. Active as [http://en.wikipedia.org/wiki/Serine-type_D-Ala-D-Ala_carboxypeptidase Serine-type D-Ala-D-Ala carboxypeptidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=3.4.16.4 3.4.16.4] Full crystallographic information is available from [http://ispc.weizmann.ac.il/oca-bin/ocashort?id=1Z6F OCA].
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1Z6F is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Escherichia_coli Escherichia coli] with <scene name='pdbligand=BO9:'>BO9</scene> and <scene name='pdbligand=GOL:'>GOL</scene> as [http://en.wikipedia.org/wiki/ligands ligands]. Active as [http://en.wikipedia.org/wiki/Serine-type_D-Ala-D-Ala_carboxypeptidase Serine-type D-Ala-D-Ala carboxypeptidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=3.4.16.4 3.4.16.4] Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1Z6F OCA].
==Reference==
==Reference==
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[[Category: Single protein]]
[[Category: Single protein]]
[[Category: Davies, C.]]
[[Category: Davies, C.]]
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[[Category: Gutheil, W.G.]]
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[[Category: Gutheil, W G.]]
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[[Category: Nicholas, R.A.]]
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[[Category: Nicholas, R A.]]
[[Category: Nicola, G.]]
[[Category: Nicola, G.]]
[[Category: Peddi, S.]]
[[Category: Peddi, S.]]
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[[Category: peptidoglycan synthesis]]
[[Category: peptidoglycan synthesis]]
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''Page seeded by [http://ispc.weizmann.ac.il/oca OCA ] on Wed Nov 21 07:15:54 2007''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 16:12:31 2008''

Revision as of 14:12, 21 February 2008


1z6f, resolution 1.60Å

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Crystal structure of penicillin-binding protein 5 from E. coli in complex with a boronic acid inhibitor

Overview

Penicillin-binding protein 5 (PBP 5) from Escherichia coli is a well-characterized d-alanine carboxypeptidase that serves as a prototypical enzyme to elucidate the structure, function, and catalytic mechanism of PBPs. A comprehensive understanding of the catalytic mechanism underlying d-alanine carboxypeptidation and antibiotic binding has proven elusive. In this study, we report the crystal structure at 1.6 A resolution of PBP 5 in complex with a substrate-like peptide boronic acid, which was designed to resemble the transition-state intermediate during the deacylation step of the enzyme-catalyzed reaction with peptide substrates. In the structure of the complex, the boron atom is covalently attached to Ser-44, which in turn is within hydrogen-bonding distance to Lys-47. This arrangement further supports the assignment of Lys-47 as the general base that activates Ser-44 during acylation. One of the two hydroxyls in the boronyl center (O2) is held by the oxyanion hole comprising the amides of Ser-44 and His-216, while the other hydroxyl (O3), which is analogous to the nucleophilic water for hydrolysis of the acyl-enzyme intermediate, is solvated by a water molecule that bridges to Ser-110. Lys-47 is not well-positioned to act as the catalytic base in the deacylation reaction. Instead, these data suggest a mechanism of catalysis for deacylation that uses a hydrogen-bonding network, involving Lys-213, Ser-110, and a bridging water molecule, to polarize the hydrolytic water molecule.

About this Structure

1Z6F is a Single protein structure of sequence from Escherichia coli with and as ligands. Active as Serine-type D-Ala-D-Ala carboxypeptidase, with EC number 3.4.16.4 Full crystallographic information is available from OCA.

Reference

Crystal structure of Escherichia coli penicillin-binding protein 5 bound to a tripeptide boronic acid inhibitor: a role for Ser-110 in deacylation., Nicola G, Peddi S, Stefanova M, Nicholas RA, Gutheil WG, Davies C, Biochemistry. 2005 Jun 14;44(23):8207-17. PMID:15938610

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