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Harnessing fluoroacetate dehalogenase for defluorination of fluorocarboxylic acids: in silico and in vitro approach

Li, Yanwei, Yue, Yue, Zhang, Hongxia, Yang, Zhongyue, Wang, Hui, Tian, Shaixiao, Wang, Jian-bo, Zhang, Qingzhu, Wang, Wenxing·2019·Environment International
DOI 10.1016/j.envint.2019.104999
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Scheme 1. The QM region in the reactant. The boundary between the QM and MM regions are indicated by wavy lines. Labels of key atoms are shown in red. There are hydrogen networks between Arg111/Arg114 and carbonyl group of 2- fl uoropropionic acid and hydrogen networks between His155/Trp156/Tyr219 and leaving F atom. (For interpretation of the references to color in this fi gure legend, the reader is referred to the web version of this article.)
Scheme 1. The QM region in the reactant. The boundary between the QM and MM regions are indicated by wavy lines. Labels of key atoms are shown in red. There are hydrogen networks between Arg111/Arg114 and carbonyl group of 2- fl uoropropionic acid and hydrogen networks between His155/Trp156/Tyr219 and leaving F atom. (For interpretation of the references to color in this fi gure legend, the reader is referred to the web version of this article.)CC-BY-NC-ND · From the PDF
Image 2
CC-BY-NC-ND · From the PDF
Fig. 1 Energy barrier distribution (panel a) and energy barrier fl uctuations (panel b) of 20 conformations along the trajectory calculated at RIMP2/ccpVTZ//CHARMM22 level.
Fig. 1 Energy barrier distribution (panel a) and energy barrier fl uctuations (panel b) of 20 conformations along the trajectory calculated at RIMP2/ccpVTZ//CHARMM22 level.CC-BY-NC-ND · From the PDF
Fig. 2 The three dimensional structures, reaction itinerary and the electron density at B3LYP-D3/6-31G(d)//CHARMM22 level. Panels a, b, c are the spatial locations of active site amino acids in the structures of reactant, transition structure and product of conformation 15.58 ns, respectively. Panels d~f is the corresponding electron density of conformation 15.58 ns.
Fig. 2 The three dimensional structures, reaction itinerary and the electron density at B3LYP-D3/6-31G(d)//CHARMM22 level. Panels a, b, c are the spatial locations of active site amino acids in the structures of reactant, transition structure and product of conformation 15.58 ns, respectively. Panels d~f is the corresponding electron density of conformation 15.58 ns.CC-BY-NC-ND · From the PDF
Image 5
CC-BY-NC-ND · From the PDF
Fig. 3 Panels a~c show Gaussian distribution of distance O ε C α , angle O ε C α F and dihedral angle O ε C α C β O σ of the 5000 conformations.
Fig. 3 Panels a~c show Gaussian distribution of distance O ε C α , angle O ε C α F and dihedral angle O ε C α C β O σ of the 5000 conformations.CC-BY-NC-ND · From the PDF
Image 7
CC-BY-NC-ND · From the PDF
Fig. 4 Panel a shows the change of angle O ε C δ F along the C δ F cleavage process. Panels b~d are the correlation of the energy barrier with distance O ε C α , angle O ε C α F, and dihedral angle O ε C α C β O σ (in reactant), respectively. Panels e~g are the correlation of the energy barrier with distance O ε C α , angle O ε C α F, and dihedral angle O ε C α C β O σ (in transition structure), respectively.
Fig. 4 Panel a shows the change of angle O ε C δ F along the C δ F cleavage process. Panels b~d are the correlation of the energy barrier with distance O ε C α , angle O ε C α F, and dihedral angle O ε C α C β O σ (in reactant), respectively. Panels e~g are the correlation of the energy barrier with distance O ε C α , angle O ε C α F, and dihedral angle O ε C α C β O σ (in transition structure), respectively.CC-BY-NC-ND · From the PDF
Image 9
CC-BY-NC-ND · From the PDF
Fig. 6 Mass spectrometry (MS) analysis. Panel a shows the MS of 2,3,3,3-tetra fl uoropropionic acid ( m / z 145.0). Panel b shows the formation of 2-hydroxyl-3,3,3tri fl uoropropionic acid ( m/z 143.5) after de fl uorination of 2- fl uoropropionic acid.
Fig. 6 Mass spectrometry (MS) analysis. Panel a shows the MS of 2,3,3,3-tetra fl uoropropionic acid ( m / z 145.0). Panel b shows the formation of 2-hydroxyl-3,3,3tri fl uoropropionic acid ( m/z 143.5) after de fl uorination of 2- fl uoropropionic acid.CC-BY-NC-ND · From the PDF

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Metadata

Authors
Li, Y., Yue, Y., Zhang, H., Yang, Z., Wang, H., Tian, S., Wang, J.-B., Zhang, Q., & Wang, W.
Venue
Environment International
Publisher
Elsevier BV
Published
2019-10
Volume
131
Pages
104999
ISSN
0160-4120
DOI
10.1016/j.envint.2019.104999
Cited by
33
References
9
Language
en
Licence
Funders
National Natural Science Foundation of China

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CoChat. (2026). Citation check: Harnessing fluoroacetate dehalogenase for defluorination of fluorocarboxylic acids: in silico and in vitro approach. https://app.cochat.ai/papers/10.1016/j.envint.2019.104999
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Li, Y., Yue, Y., Zhang, H., Yang, Z., Wang, H., Tian, S., Wang, J.-B., Zhang, Q., & Wang, W. (2019). Harnessing fluoroacetate dehalogenase for defluorination of fluorocarboxylic acids: in silico and in vitro approach. Environment International. https://doi.org/10.1016/j.envint.2019.104999