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Directed Evolution of a Fluorinase for Improved Fluorination Efficiency with a Non‐native Substrate

Sun, Huihua, Yeo, Wan Lin, Lim, Yee Hwee, Chew, Xinying, Smith, Derek John, Xue, Bo, Chan, Kok Ping, Robinson, Robert C., Robins, Edward G., Zhao, Huimin, Ang, Ee Lui·2016·Angewandte Chemie International Edition
DOI 10.1002/anie.201606722
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Abstract

Fluorinases offer an environmentally friendly alternative for selective fluorination under mild conditions. However, their diversity is limited in nature and they have yet to be engineered through directed evolution. Herein, we report the directed evolution of the fluorinase FlA1 for improved conversion of the non‐native substrate 5′‐chloro‐5′‐deoxyadenosine (5′‐ClDA) into 5′‐fluoro‐5′‐deoxyadenosine (5′‐FDA). The evolved variants, fah2081 (A279Y) and fah2114 (F213Y, A279L), were successfully applied in the radiosynthesis of 5′‐[ 18 F]FDA, with overall radiochemical conversion (RCC) more than 3‐fold higher than wild‐type FlA1. Kinetic studies of the two‐step reaction revealed that the variants show a significantly improved k cat value in the conversion of 5′‐ClDA into S ‐adenosyl‐ l ‐methionine (SAM) but a reduced k cat value in the conversion of SAM into 5′‐FDA.

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Metadata

Authors
Sun, H., Yeo, W. L., Lim, Y. H., Chew, X., Smith, D. J., Xue, B., Chan, K. P., Robinson, R. C., Robins, E. G., Zhao, H., & Ang, E. L.
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2016-10-14
Volume
55
Issue
46
Pages
14277-14280
ISSN
  • 1433-7851
  • 1521-3773
DOI
10.1002/anie.201606722
Cited by
54
References
0
Language
en
Licence
onlinelibrary.wiley.com/termsAndConditions#vor (vor)

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