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^*

^*Bijbehorende auteur voor dit werk

Biotechnologie

Onderzoeksoutput: Article › Academic › peer review

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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 α‐bromoesters.

Originele taal-2	English
Pagina's (van-tot)	6111-6115
Aantal pagina's	5
Tijdschrift	Angewandte Chemie-International Edition
Volume	49
Nummer van het tijdschrift	35
DOI's	https://doi.org/10.1002/anie.201001753
Status	Published - 2010

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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

@article{65ecdaeadba84a80a71001c332d1bff9,

title = "Enantioselectivity of Haloalkane Dehalogenases and its Modulation by Surface Loop Engineering",

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 α‐bromoesters.",

keywords = "enantioselectivity, enzymes, haloalkane dehalogenases, protein engineering, thermodynamics, MOLECULAR-DYNAMICS SIMULATIONS, STRUCTURAL BASIS, ACTIVE-SITE, SUBSTITUTION-REACTION, CATALYTIC MECHANISM, PSEUDOMONAS-CEPACIA, BETA-BLOCKER, LIPASE, SPECIFICITY, ALCOHOLS",

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

year = "2010",

doi = "10.1002/anie.201001753",

language = "English",

volume = "49",

pages = "6111--6115",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "WILEY-V C H VERLAG GMBH",

number = "35",

}

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, nr. 35, blz. 6111-6115. https://doi.org/10.1002/anie.201001753

TY - JOUR

T1 - Enantioselectivity of Haloalkane Dehalogenases and its Modulation by Surface Loop Engineering

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

PY - 2010

Y1 - 2010

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 α‐bromoesters.

AB - 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 α‐bromoesters.

KW - enantioselectivity

KW - enzymes

KW - haloalkane dehalogenases

KW - protein engineering

KW - thermodynamics

KW - MOLECULAR-DYNAMICS SIMULATIONS

KW - STRUCTURAL BASIS

KW - ACTIVE-SITE

KW - SUBSTITUTION-REACTION

KW - CATALYTIC MECHANISM

KW - PSEUDOMONAS-CEPACIA

KW - BETA-BLOCKER

KW - LIPASE

KW - SPECIFICITY

KW - ALCOHOLS

U2 - 10.1002/anie.201001753

DO - 10.1002/anie.201001753

M3 - Article

SN - 1433-7851

VL - 49

SP - 6111

EP - 6115

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 35

ER -