CaltechAUTHORS
  A Caltech Library Service

Exploiting and engineering hemoproteins for abiological carbene and nitrene transfer reactions

Brandenberg, Oliver F. and Fasan, Rudi and Arnold, Frances H. (2017) Exploiting and engineering hemoproteins for abiological carbene and nitrene transfer reactions. Current Opinion in Biotechnology, 47 . pp. 102-111. ISSN 0958-1669 . PMCID PMC5617781. https://resolver.caltech.edu/CaltechAUTHORS:20170713-135322808

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20170713-135322808

Abstract

The surge in reports of heme-dependent proteins as catalysts for abiotic, synthetically valuable carbene and nitrene transfer reactions dramatically illustrates the evolvability of the protein world and our nascent ability to exploit that for new enzyme chemistry. We highlight the latest additions to the hemoprotein-catalyzed reaction repertoire (including carbene Si–H and C–H insertions, Doyle–Kirmse reactions, aldehyde olefinations, azide-to-aldehyde conversions, and intermolecular nitrene C–H insertion) and show how different hemoprotein scaffolds offer varied reactivity and selectivity. Preparative-scale syntheses of pharmaceutically relevant compounds accomplished with these new catalysts are beginning to demonstrate their biotechnological relevance. Insights into the determinants of enzyme lifetime and product yield are providing generalizable cues for engineering heme-dependent proteins to further broaden the scope and utility of these non-natural activities.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1016/j.copbio.2017.06.005DOIArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5617781/PubMed CentralArticle
ORCID:
AuthorORCID
Arnold, Frances H.0000-0002-4027-364X
Additional Information:© 2017 Elsevier Ltd. Available online 13 July 2017. O.F.B. acknowledges support from the Deutsche Forschungsgemeinschaft (BR 5238/1-1); R.F. acknowledges support from the National Institute of Health (GM098628) and National Science Foundation grant CHE-1609550; F.H.A. acknowledges support from the National Science Foundation, Office of Chemical, Bioengineering, Environmental and Transport Systems SusChEM Initiative (grant CBET-1403077) and the Division of Molecular and Cellular Biosciences (grant MCB-1513007), the Defense Advanced Research Projects Agency Biological Robustness in Complex Settings Contract HR0011-15-C-0093, the Caltech Innovation Initiative (CI2) Program, and the Jacobs Institute for Molecular Engineering for Medicine at Caltech. The authors thank Dr. Jennifer Kan, Dr. Stephan Hammer, Dr. Xiongyi Huang, Kelly Zhang and Anders Knight for helpful discussions and comments on the manuscript.
Funders:
Funding AgencyGrant Number
Deutsche Forschungsgemeinschaft (DFG)BR 5238/1-1
NIHGM098628
NSFCHE-1609550
NSFCBET-1403077
NSFMCB-1513007
Defense Advanced Research Projects Agency (DARPA)HR0011-15-C-0093
Caltech Innovation Initiative (CI2)UNSPECIFIED
Jacobs Institute for Molecular Engineering for MedicineUNSPECIFIED
PubMed Central ID:PMC5617781
Record Number:CaltechAUTHORS:20170713-135322808
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170713-135322808
Official Citation:Oliver F Brandenberg, Rudi Fasan, Frances H Arnold, Exploiting and engineering hemoproteins for abiological carbene and nitrene transfer reactions, Current Opinion in Biotechnology, Volume 47, October 2017, Pages 102-111, ISSN 0958-1669, https://doi.org/10.1016/j.copbio.2017.06.005. (http://www.sciencedirect.com/science/article/pii/S0958166917300137)
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:79093
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:13 Jul 2017 21:48
Last Modified:03 Oct 2019 18:16

Repository Staff Only: item control page