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Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Ligands

Goldberg, Nathaniel W. and Knight, Anders M. and Zhang, Ruijie K. and Arnold, Frances H. (2019) Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Ligands. Journal of the American Chemical Society, 141 (50). pp. 19585-19588. ISSN 0002-7863. PMCID PMC6924163. doi:10.1021/jacs.9b11608. https://resolver.caltech.edu/CaltechAUTHORS:20191125-092520827

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Abstract

Transition-metal catalysis is a powerful tool for the construction of chemical bonds. Here we show that Pseudomonas savastanoi ethylene-forming enzyme, a non-heme iron enzyme, can catalyze olefin aziridination and nitrene C–H insertion, and that these activities can be improved by directed evolution. The non-heme iron center allows for facile modification of the primary coordination sphere by addition of metal-coordinating molecules, enabling control over enzyme activity and selectivity using small molecules.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/jacs.9b11608DOIArticle
https://chemrxiv.org/articles/Nitrene_Transfer_Catalyzed_by_a_Non-Heme_Iron_Enzyme_and_Enhanced_by_Non-Native_Small-Molecule_Cofactors/10062044OrganizationDiscussion Paper
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6924163/PubMed CentralArticle
ORCID:
AuthorORCID
Goldberg, Nathaniel W.0000-0003-0201-8856
Knight, Anders M.0000-0001-9665-8197
Zhang, Ruijie K.0000-0002-7251-5527
Arnold, Frances H.0000-0002-4027-364X
Alternate Title:Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Cofactors
Additional Information:© 2019 American Chemical Society. Received: October 28, 2019; Published: December 2, 2019. This work was supported by the National Science Foundation (NSF) Division of Molecular and Cellular Biosciences (grant MCB-1513007). N.W.G., A.M.K., and R.K.Z. acknowledge support from the U.S. National Institutes of Health (NIH) training grants NIH T32 GM07616 (N.W.G.) and NIH T32 GM112592 (A.M.K., R.K.Z.) and NSF Graduate Research Fellowship DGE-1144469 (A.M.K., R.K.Z.). We thank Sabine Brinkmann-Chen for critical reading of the manuscript and Noah P. Dunham, S. B. Jennifer Kan, and Benjamin J. Levin for helpful discussions. We thank Professor Hans Renata and Professor Harry Gray for generously sharing plasmids. Author Contributions: N.W.G. and A.M.K. contributed equally. The authors declare the following competing financial interest(s): A provisional patent, on which N.W.G., A.M.K., and R.K.Z. are inventors, has been filed through the California Institute of Technology based on the results presented here.
Funders:
Funding AgencyGrant Number
NSFMCB-1513007
NIH Predoctoral FellowshipT32 GM07616
NIH Predoctoral FellowshipT32 GM112592
NSF Graduate Research FellowshipDGE-1144469
Issue or Number:50
PubMed Central ID:PMC6924163
DOI:10.1021/jacs.9b11608
Record Number:CaltechAUTHORS:20191125-092520827
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20191125-092520827
Official Citation:Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Ligands. Nathaniel W. Goldberg, Anders M. Knight, Ruijie K. Zhang, and Frances H. Arnold. Journal of the American Chemical Society 2019 141 (50), 19585-19588. DOI: 10.1021/jacs.9b11608
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:100023
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:25 Nov 2019 17:31
Last Modified:10 Feb 2022 00:23

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