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Homology modeling and SN2 displacement reaction of fluoroacetate dehalogenase from Burkholderia sp. FA1

Zhang, Yuan, Li, Ze-Sheng, Wu, Jia Yan, Sun, Miao, Zheng, Qing-Chuan, Sun, Chia-Chung·2004·Biochemical and Biophysical Research Communications
DOI 10.1016/j.bbrc.2004.10.044
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Abstract

Fluoroacetate dehalogenase (EC 3.8.1.3) catalyzes the dehalogenation of fluoroacetate and other haloacetates. In order to investigate the relation between the structure and the function, and understand the reaction mechanism of the enzyme, a 3D model of fluoroacetate dehalogenase FAc-DEX FA1 was built by homology-based modeling. The 3D model was optimized by unconstrained molecular dynamics simulation. Furthermore, the optimized 3D model was assessed by comparison of specific properties with two known protein structures. From the final 3D model, we find that the main residues involved in the active site in FAc-DEX FA1 were Phe34, Trp148, Tyr147, Tyr212, Asp104, and His271; especially Asp104 was the key nucleophilic residue in substrate binding. A reaction model including Asp104 and the substrate fluoroacetate was then constructed and used to characterize explicit enzymatic reactions. In order to further illustrate catalytic properties, the equilibrium geometries, energies, and frequencies of stationary points (reactants, products, and transition states) of the reaction model were calculated at the B3LYP/6-31G level of theory in both gas phase and solution. The results showed that the reaction in gas was dynamically more favorable than in solution.

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Metadata

Authors
Zhang, Y., Li, Z.-S., Wu, J. Y., Sun, M., Zheng, Q.-C., & Sun, C.-C.
Venue
Biochemical and Biophysical Research Communications
Publisher
Elsevier BV
Published
2004-12
Volume
325
Issue
2
Pages
414-420
ISSN
0006-291X
DOI
10.1016/j.bbrc.2004.10.044
Cited by
17
References
0
Language
en
Licence
Funders
  • National Natural Science Foundation of China (20073014, 20333050)
  • Ministry of Education of the People&apos;s Republic of China
  • Ministry of Education

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