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Biodegradation of 1,2,3-Trichloropropane to Valuable (S)-2,3-DCP Using a One-Pot Reaction System

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School of Life Science and Technology, University of Electronic Science and Technology of China, Chengdu 610054, China
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Department of Chemical Engineering, Hawassa University Institute of Technology, Hawassa P.O. Box 05, Ethiopia
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Ruđer Bošković Institute, Bijenička c. 54, 10000 Zagreb, Croatia
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Center for Informational Biology, University of Electronic Science and Technology of China, Chengdu 610054, China
*
Author to whom correspondence should be addressed.
Catalysts 2020, 10(1), 3; https://doi.org/10.3390/catal10010003
Received: 4 December 2019 / Revised: 13 December 2019 / Accepted: 16 December 2019 / Published: 18 December 2019
(This article belongs to the Section Biocatalysis)
1,2,3-trichloropropane (TCP) being one of the important environmental pollutants, has drawn significant concern due to its highly toxic and carcinogenic effects. In this study, we built a one-pot reaction system in which immobilized haloalkane dehalogenase (DhaA31) and halohydrin dehalognase (HheC) were used to catalyze the recalcitrant TCP to produce 2,3-dichloro-1-propanol (2,3-DCP) by removing epichlorohydrin (ECH). Since HheC displays a high R enantiopreference toward 2,3-DCP, the production of enantiopure (S)-2,3-DCP was expected. However, the enantioselective resolution of (R,S)-2,3-DCP by HheC was greatly inhibited by the circular reaction occurring between the product ECH and 1,3-dichloro-2-propanol (1.3-DCP). To resolve this problem, HZD-9 resin-based in situ product removal was implemented. Under the optimized conditions, TCP was completely consumed, resulting in optically pure (S)-2,3-DCP with enantiomer excess (e.e) > 99% and 40% yield (out of the 44% theoretical maximum). The scale-up resin-integrated reaction system was successfully carried out in 0.5 L batch reactor. Moreover, the system could be reused for 6 rounds with 64% of original activity retained, showing that it could be applied in the treatment of large volumes of liquid waste and producing enantiopure (S)-2,3-DCP. View Full-Text
Keywords: immobilized dehalogenases; 1,2,3-trichloropropane; enantiopure compound; one-pot reaction; in-situ product removal immobilized dehalogenases; 1,2,3-trichloropropane; enantiopure compound; one-pot reaction; in-situ product removal
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MDPI and ACS Style

Bogale, T.F.; Gul, I.; Wang, L.; Deng, J.; Chen, Y.; Majerić-Elenkov, M.; Tang, L. Biodegradation of 1,2,3-Trichloropropane to Valuable (S)-2,3-DCP Using a One-Pot Reaction System. Catalysts 2020, 10, 3. https://doi.org/10.3390/catal10010003

AMA Style

Bogale TF, Gul I, Wang L, Deng J, Chen Y, Majerić-Elenkov M, Tang L. Biodegradation of 1,2,3-Trichloropropane to Valuable (S)-2,3-DCP Using a One-Pot Reaction System. Catalysts. 2020; 10(1):3. https://doi.org/10.3390/catal10010003

Chicago/Turabian Style

Bogale, Tadesse F., Ijaz Gul, Le Wang, Jiao Deng, Yong Chen, Maja Majerić-Elenkov, and Lixia Tang. 2020. "Biodegradation of 1,2,3-Trichloropropane to Valuable (S)-2,3-DCP Using a One-Pot Reaction System" Catalysts 10, no. 1: 3. https://doi.org/10.3390/catal10010003

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