Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering

Zbynek Prokop; Yukari Sato; Jan Brezovsky; Tomas Mozga; Radka Chaloupkova; Tana Koudelakova; Petr Jerabek; Veronika Stepankova; Ryo Natsume; Jan G.E. Van Leeuwen; Dick B. Janssen; Jan Florian; Yuji Nagata; Toshiya Senda; Jiri Damborsky

doi:10.1002/anie.201001753

Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering

Zbynek Prokop, Yukari Sato, Jan Brezovsky, Tomas Mozga, Radka Chaloupkova, Tana Koudelakova, Petr Jerabek, Veronika Stepankova, Ryo Natsume, Jan G.E. Van Leeuwen, Dick B. Janssen, Jan Florian, Yuji Nagata, Toshiya Senda, Jiri Damborsky

Research output: Contribution to journal › Article › peer-review

78 Citations (Scopus)

Abstract

In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.

Original language	English
Pages (from-to)	6111-6115
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	35
DOIs	https://doi.org/10.1002/anie.201001753
Publication status	Published - 2010 Aug 16

Keywords

Enantioselectivity
Enzymes
Haloalkane dehalogenases
Protein engineering
Thermodynamics

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201001753

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Prokop, Z., Sato, Y., Brezovsky, J., Mozga, T., Chaloupkova, R., Koudelakova, T., Jerabek, P., Stepankova, V., Natsume, R., Van Leeuwen, J. G. E., Janssen, D. B., Florian, J., Nagata, Y., Senda, T., & Damborsky, J. (2010). Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering. Angewandte Chemie - International Edition, 49(35), 6111-6115. https://doi.org/10.1002/anie.201001753

Prokop, Z, Sato, Y, Brezovsky, J, Mozga, T, Chaloupkova, R, Koudelakova, T, Jerabek, P, Stepankova, V, Natsume, R, Van Leeuwen, JGE, Janssen, DB, Florian, J, Nagata, Y, Senda, T & Damborsky, J 2010, 'Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering', Angewandte Chemie - International Edition, vol. 49, no. 35, pp. 6111-6115. https://doi.org/10.1002/anie.201001753

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abstract = "In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.",

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AU - Prokop, Zbynek

AU - Sato, Yukari

AU - Brezovsky, Jan

AU - Mozga, Tomas

AU - Chaloupkova, Radka

AU - Koudelakova, Tana

AU - Jerabek, Petr

AU - Stepankova, Veronika

AU - Natsume, Ryo

AU - Van Leeuwen, Jan G.E.

AU - Janssen, Dick B.

AU - Florian, Jan

AU - Nagata, Yuji

AU - Senda, Toshiya

AU - Damborsky, Jiri

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N2 - In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.

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Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering

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