We apologize for Proteopedia being slow to respond. For the past two years, a new implementation of Proteopedia has been being built. Soon, it will replace this 18-year old system. All existing content will be moved to the new system at a date that will be announced here.

1s0y

From Proteopedia

(Difference between revisions)
Jump to: navigation, search
Line 1: Line 1:
-
[[Image:1s0y.gif|left|200px]]
+
{{Seed}}
 +
[[Image:1s0y.png|left|200px]]
<!--
<!--
Line 9: Line 10:
{{STRUCTURE_1s0y| PDB=1s0y | SCENE= }}
{{STRUCTURE_1s0y| PDB=1s0y | SCENE= }}
-
'''The structure of trans-3-chloroacrylic acid dehalogenase, covalently inactivated by the mechanism-based inhibitor 3-bromopropiolate at 2.3 Angstrom resolution'''
+
===The structure of trans-3-chloroacrylic acid dehalogenase, covalently inactivated by the mechanism-based inhibitor 3-bromopropiolate at 2.3 Angstrom resolution===
-
==Overview==
+
<!--
-
Isomer-specific 3-chloroacrylic acid dehalogenases function in the bacterial degradation of 1,3-dichloropropene, a compound used in agriculture to kill plant-parasitic nematodes. The crystal structure of the heterohexameric trans-3-chloroacrylic acid dehalogenase (CaaD) from Pseudomonas pavonaceae 170 inactivated by 3-bromopropiolate shows that Glu-52 in the alpha-subunit is positioned to function as the water-activating base for the addition of a hydroxyl group to C-3 of 3-chloroacrylate and 3-bromopropiolate, whereas the nearby Pro-1 in the beta-subunit is positioned to provide a proton to C-2. Two arginine residues, alphaArg-8 and alphaArg-11, interact with the C-1 carboxylate groups, thereby polarizing the alpha,beta-unsaturated acids. The reaction with 3-chloroacrylate results in the production of an unstable halohydrin, 3-chloro-3-hydroxypropanoate, which decomposes into the products malonate semialdehyde and HCl. In the inactivation mechanism, however, malonyl bromide is produced, which irreversibly alkylates the betaPro-1. CaaD is related to 4-oxalocrotonate tautomerase, with which it shares an N-terminal proline. However, in 4-oxalocrotonate tautomerase, Pro-1 functions as a base participating in proton transfer within a hydrophobic active site, whereas in CaaD, the acidic proline is stabilized in a hydrophilic active site. The altered active site environment of CaaD thus facilitates a previously unknown reaction in the tautomerase superfamily, the hydration of the alpha,beta-unsaturated bonds of trans-3-chloroacrylate and 3-bromopropiolate. The mechanism for these hydration reactions represents a novel catalytic strategy that results in carbon-halogen bond cleavage.
+
The line below this paragraph, {{ABSTRACT_PUBMED_14701869}}, adds the Publication Abstract to the page
 +
(as it appears on PubMed at http://www.pubmed.gov), where 14701869 is the PubMed ID number.
 +
-->
 +
{{ABSTRACT_PUBMED_14701869}}
==About this Structure==
==About this Structure==
Line 34: Line 38:
[[Category: Michael addition]]
[[Category: Michael addition]]
[[Category: Tautomerase family]]
[[Category: Tautomerase family]]
-
''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sat May 3 08:09:32 2008''
+
 
 +
''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Jul 28 05:10:05 2008''

Revision as of 02:10, 28 July 2008

Image:1s0y.png

Template:STRUCTURE 1s0y

The structure of trans-3-chloroacrylic acid dehalogenase, covalently inactivated by the mechanism-based inhibitor 3-bromopropiolate at 2.3 Angstrom resolution

Template:ABSTRACT PUBMED 14701869

About this Structure

1S0Y is a Protein complex structure of sequences from Pseudomonas pavonaceae. Full crystallographic information is available from OCA.

Reference

The X-ray structure of trans-3-chloroacrylic acid dehalogenase reveals a novel hydration mechanism in the tautomerase superfamily., de Jong RM, Brugman W, Poelarends GJ, Whitman CP, Dijkstra BW, J Biol Chem. 2004 Mar 19;279(12):11546-52. Epub 2003 Dec 29. PMID:14701869

Page seeded by OCA on Mon Jul 28 05:10:05 2008

Proteopedia Page Contributors and Editors (what is this?)

OCA

Retrieved from "http://52.214.119.220/wiki/index.php/1s0y"
Personal tools