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Alternate Heme Ligation Steers Activity and Selectivity in Engineered Cytochrome P450-Catalyzed Carbene-Transfer Reactions.

Chen K, Zhang SQ, Brandenberg OF, Hong X, Arnold FH.

J Am Chem Soc. 2018 Nov 1. doi: 10.1021/jacs.8b09613. [Epub ahead of print]


Selective CH bond functionalization with engineered heme proteins: new tools to generate complexity.

Zhang RK, Huang X, Arnold FH.

Curr Opin Chem Biol. 2018 Oct 18;49:67-75. doi: 10.1016/j.cbpa.2018.10.004. [Epub ahead of print] Review.


Engineering enzymes for noncanonical amino acid synthesis.

Almhjell PJ, Boville CE, Arnold FH.

Chem Soc Rev. 2018 Oct 3. doi: 10.1039/c8cs00665b. [Epub ahead of print]


Engineered Biosynthesis of β-Alkyl Tryptophan Analogues.

Boville CE, Scheele RA, Koch P, Brinkmann-Chen S, Buller AR, Arnold FH.

Angew Chem Int Ed Engl. 2018 Nov 5;57(45):14764-14768. doi: 10.1002/anie.201807998. Epub 2018 Oct 12.


Chemistry Takes a Bath: Reactions in Aqueous Media.

Romney DK, Arnold FH, Lipshutz BH, Li CJ.

J Org Chem. 2018 Jul 20;83(14):7319-7322. doi: 10.1021/acs.joc.8b01412. No abstract available.


Catalytic iron-carbene intermediate revealed in a cytochrome c carbene transferase.

Lewis RD, Garcia-Borràs M, Chalkley MJ, Buller AR, Houk KN, Kan SBJ, Arnold FH.

Proc Natl Acad Sci U S A. 2018 Jul 10;115(28):7308-7313. doi: 10.1073/pnas.1807027115. Epub 2018 Jun 26.


Learned protein embeddings for machine learning.

Yang KK, Wu Z, Bedbrook CN, Arnold FH.

Bioinformatics. 2018 Jun 22. doi: 10.1093/bioinformatics/bty455. [Epub ahead of print] No abstract available.


Directed Evolution Mimics Allosteric Activation by Stepwise Tuning of the Conformational Ensemble.

Buller AR, van Roye P, Cahn JKB, Scheele RA, Herger M, Arnold FH.

J Am Chem Soc. 2018 Jun 13;140(23):7256-7266. doi: 10.1021/jacs.8b03490. Epub 2018 May 17.


Improved Synthesis of 4-Cyanotryptophan and Other Tryptophan Analogues in Aqueous Solvent Using Variants of TrpB from Thermotoga maritima.

Boville CE, Romney DK, Almhjell PJ, Sieben M, Arnold FH.

J Org Chem. 2018 Jul 20;83(14):7447-7452. doi: 10.1021/acs.joc.8b00517. Epub 2018 Apr 27.


Diverse Engineered Heme Proteins Enable Stereodivergent Cyclopropanation of Unactivated Alkenes.

Knight AM, Kan SBJ, Lewis RD, Brandenberg OF, Chen K, Arnold FH.

ACS Cent Sci. 2018 Mar 28;4(3):372-377. doi: 10.1021/acscentsci.7b00548. Epub 2018 Feb 21.


Enzymatic construction of highly strained carbocycles.

Chen K, Huang X, Kan SBJ, Zhang RK, Arnold FH.

Science. 2018 Apr 6;360(6384):71-75. doi: 10.1126/science.aar4239.


Learned protein embeddings for machine learning.

Yang KK, Wu Z, Bedbrook CN, Arnold FH.

Bioinformatics. 2018 Aug 1;34(15):2642-2648. doi: 10.1093/bioinformatics/bty178.


Genetically programmed chiral organoborane synthesis.

Kan SBJ, Huang X, Gumulya Y, Chen K, Arnold FH.

Nature. 2017 Dec 7;552(7683):132-136. doi: 10.1038/nature24996. Epub 2017 Nov 29.


Enzyme Nicotinamide Cofactor Specificity Reversal Guided by Automated Structural Analysis and Library Design.

Cahn JKB, Brinkmann-Chen S, Arnold FH.

Methods Mol Biol. 2018;1671:15-26. doi: 10.1007/978-1-4939-7295-1_2.


Directed Evolution: Bringing New Chemistry to Life.

Arnold FH.

Angew Chem Int Ed Engl. 2018 Apr 9;57(16):4143-4148. doi: 10.1002/anie.201708408. Epub 2017 Nov 28. Review.


Machine learning to design integral membrane channelrhodopsins for efficient eukaryotic expression and plasma membrane localization.

Bedbrook CN, Yang KK, Rice AJ, Gradinaru V, Arnold FH.

PLoS Comput Biol. 2017 Oct 23;13(10):e1005786. doi: 10.1371/journal.pcbi.1005786. eCollection 2017 Oct.


Anti-Markovnikov alkene oxidation by metal-oxo-mediated enzyme catalysis.

Hammer SC, Kubik G, Watkins E, Huang S, Minges H, Arnold FH.

Science. 2017 Oct 13;358(6360):215-218. doi: 10.1126/science.aao1482.


Enantioselective Total Synthesis of Nigelladine A via Late-Stage C-H Oxidation Enabled by an Engineered P450 Enzyme.

Loskot SA, Romney DK, Arnold FH, Stoltz BM.

J Am Chem Soc. 2017 Aug 2;139(30):10196-10199. doi: 10.1021/jacs.7b05196. Epub 2017 Jul 24.


Exploiting and engineering hemoproteins for abiological carbene and nitrene transfer reactions.

Brandenberg OF, Fasan R, Arnold FH.

Curr Opin Biotechnol. 2017 Oct;47:102-111. doi: 10.1016/j.copbio.2017.06.005. Epub 2017 Jul 13. Review.


Unlocking Reactivity of TrpB: A General Biocatalytic Platform for Synthesis of Tryptophan Analogues.

Romney DK, Murciano-Calles J, Wehrmüller JE, Arnold FH.

J Am Chem Soc. 2017 Aug 9;139(31):10769-10776. doi: 10.1021/jacs.7b05007. Epub 2017 Jul 28.


Enantioselective, intermolecular benzylic C-H amination catalysed by an engineered iron-haem enzyme.

Prier CK, Zhang RK, Buller AR, Brinkmann-Chen S, Arnold FH.

Nat Chem. 2017 Jul;9(7):629-634. doi: 10.1038/nchem.2783. Epub 2017 May 29.


Highly Stereoselective Biocatalytic Synthesis of Key Cyclopropane Intermediate to Ticagrelor.

Hernandez KE, Renata H, Lewis RD, Jennifer Kan SB, Zhang C, Forte J, Rozzell D, McIntosh JA, Arnold FH.

ACS Catal. 2016 Nov 4;6(11):7810-7813. doi: 10.1021/acscatal.6b02550. Epub 2016 Oct 17.


Structure-guided SCHEMA recombination generates diverse chimeric channelrhodopsins.

Bedbrook CN, Rice AJ, Yang KK, Ding X, Chen S, LeProust EM, Gradinaru V, Arnold FH.

Proc Natl Acad Sci U S A. 2017 Mar 28;114(13):E2624-E2633. doi: 10.1073/pnas.1700269114. Epub 2017 Mar 10.


Directed Evolution of a Bright Near-Infrared Fluorescent Rhodopsin Using a Synthetic Chromophore.

Herwig L, Rice AJ, Bedbrook CN, Zhang RK, Lignell A, Cahn JKB, Renata H, Dodani SC, Cho I, Cai L, Gradinaru V, Arnold FH.

Cell Chem Biol. 2017 Mar 16;24(3):415-425. doi: 10.1016/j.chembiol.2017.02.008. Epub 2017 Mar 2.


Tryptophan Synthase Uses an Atypical Mechanism To Achieve Substrate Specificity.

Buller AR, van Roye P, Murciano-Calles J, Arnold FH.

Biochemistry. 2016 Dec 27;55(51):7043-7046. doi: 10.1021/acs.biochem.6b01127. Epub 2016 Dec 13.


Directed evolution of cytochrome c for carbon-silicon bond formation: Bringing silicon to life.

Kan SB, Lewis RD, Chen K, Arnold FH.

Science. 2016 Nov 25;354(6315):1048-1051.


A General Tool for Engineering the NAD/NADP Cofactor Preference of Oxidoreductases.

Cahn JK, Werlang CA, Baumschlager A, Brinkmann-Chen S, Mayo SL, Arnold FH.

ACS Synth Biol. 2017 Feb 17;6(2):326-333. doi: 10.1021/acssynbio.6b00188. Epub 2016 Oct 5.


Identification of Mechanism-Based Inactivation in P450-Catalyzed Cyclopropanation Facilitates Engineering of Improved Enzymes.

Renata H, Lewis RD, Sweredoski MJ, Moradian A, Hess S, Wang ZJ, Arnold FH.

J Am Chem Soc. 2016 Sep 28;138(38):12527-33. doi: 10.1021/jacs.6b06823. Epub 2016 Sep 14.


A Panel of TrpB Biocatalysts Derived from Tryptophan Synthase through the Transfer of Mutations that Mimic Allosteric Activation.

Murciano-Calles J, Romney DK, Brinkmann-Chen S, Buller AR, Arnold FH.

Angew Chem Int Ed Engl. 2016 Sep 12;55(38):11577-81. doi: 10.1002/anie.201606242. Epub 2016 Aug 11.


Enhancement of cellulosome-mediated deconstruction of cellulose by improving enzyme thermostability.

Moraïs S, Stern J, Kahn A, Galanopoulou AP, Yoav S, Shamshoum M, Smith MA, Hatzinikolaou DG, Arnold FH, Bayer EA.

Biotechnol Biofuels. 2016 Aug 4;9:164. doi: 10.1186/s13068-016-0577-z. eCollection 2016.


Synthesis of β-Branched Tryptophan Analogues Using an Engineered Subunit of Tryptophan Synthase.

Herger M, van Roye P, Romney DK, Brinkmann-Chen S, Buller AR, Arnold FH.

J Am Chem Soc. 2016 Jul 13;138(27):8388-91. doi: 10.1021/jacs.6b04836. Epub 2016 Jul 1.


Discovery of a regioselectivity switch in nitrating P450s guided by molecular dynamics simulations and Markov models.

Dodani SC, Kiss G, Cahn JK, Su Y, Pande VS, Arnold FH.

Nat Chem. 2016 May;8(5):419-25. doi: 10.1038/nchem.2474. Epub 2016 Mar 21.


Exploring the Mechanism Responsible for Cellulase Thermostability by Structure-Guided Recombination.

Chang CJ, Lee CC, Chan YT, Trudeau DL, Wu MH, Tsai CH, Yu SM, Ho TH, Wang AH, Hsiao CD, Arnold FH, Chao YC.

PLoS One. 2016 Mar 17;11(3):e0147485. doi: 10.1371/journal.pone.0147485. eCollection 2016.


Asymmetric Enzymatic Synthesis of Allylic Amines: A Sigmatropic Rearrangement Strategy.

Prier CK, Hyster TK, Farwell CC, Huang A, Arnold FH.

Angew Chem Int Ed Engl. 2016 Apr 4;55(15):4711-5. doi: 10.1002/anie.201601056. Epub 2016 Mar 11.


Artificial domain duplication replicates evolutionary history of ketol-acid reductoisomerases.

Cahn JK, Brinkmann-Chen S, Buller AR, Arnold FH.

Protein Sci. 2016 Jul;25(7):1241-8. doi: 10.1002/pro.2852. Epub 2015 Dec 21.


Directed evolution of the tryptophan synthase β-subunit for stand-alone function recapitulates allosteric activation.

Buller AR, Brinkmann-Chen S, Romney DK, Herger M, Murciano-Calles J, Arnold FH.

Proc Natl Acad Sci U S A. 2015 Nov 24;112(47):14599-604. doi: 10.1073/pnas.1516401112. Epub 2015 Nov 9.


The nature of chemical innovation: new enzymes by evolution.

Arnold FH.

Q Rev Biophys. 2015 Nov;48(4):404-10. doi: 10.1017/S003358351500013X. Review.


Mutations in adenine-binding pockets enhance catalytic properties of NAD(P)H-dependent enzymes.

Cahn JK, Baumschlager A, Brinkmann-Chen S, Arnold FH.

Protein Eng Des Sel. 2016 Jan;29(1):31-8. doi: 10.1093/protein/gzv057. Epub 2015 Oct 27.


Chemomimetic biocatalysis: exploiting the synthetic potential of cofactor-dependent enzymes to create new catalysts.

Prier CK, Arnold FH.

J Am Chem Soc. 2015 Nov 11;137(44):13992-4006. doi: 10.1021/jacs.5b09348. Epub 2015 Nov 3.


Enantioselective Enzyme-Catalyzed Aziridination Enabled by Active-Site Evolution of a Cytochrome P450.

Farwell CC, Zhang RK, McIntosh JA, Hyster TK, Arnold FH.

ACS Cent Sci. 2015 May 27;1(2):89-93. Epub 2015 Apr 22.


Structural Adaptability Facilitates Histidine Heme Ligation in a Cytochrome P450.

McIntosh JA, Heel T, Buller AR, Chio L, Arnold FH.

J Am Chem Soc. 2015 Nov 4;137(43):13861-5. doi: 10.1021/jacs.5b07107. Epub 2015 Sep 23.


Genetically Encoded Spy Peptide Fusion System to Detect Plasma Membrane-Localized Proteins In Vivo.

Bedbrook CN, Kato M, Ravindra Kumar S, Lakshmanan A, Nath RD, Sun F, Sternberg PW, Arnold FH, Gradinaru V.

Chem Biol. 2015 Aug 20;22(8):1108-21. doi: 10.1016/j.chembiol.2015.06.020. Epub 2015 Jul 23.


Recent advances in engineering microbial rhodopsins for optogenetics.

McIsaac RS, Bedbrook CN, Arnold FH.

Curr Opin Struct Biol. 2015 Aug;33:8-15. doi: 10.1016/ Epub 2015 Jun 1. Review.


Cofactor specificity motifs and the induced fit mechanism in class I ketol-acid reductoisomerases.

Cahn JK, Brinkmann-Chen S, Spatzal T, Wiig JA, Buller AR, Einsle O, Hu Y, Ribbe MW, Arnold FH.

Biochem J. 2015 Jun 15;468(3):475-84. doi: 10.1042/BJ20150183. Epub 2015 Apr 7.


Expanding the enzyme universe: accessing non-natural reactions by mechanism-guided directed evolution.

Renata H, Wang ZJ, Arnold FH.

Angew Chem Int Ed Engl. 2015 Mar 9;54(11):3351-67. doi: 10.1002/anie.201409470. Epub 2015 Feb 3. Review.


Enzyme-controlled nitrogen-atom transfer enables regiodivergent C-H amination.

Hyster TK, Farwell CC, Buller AR, McIntosh JA, Arnold FH.

J Am Chem Soc. 2014 Nov 5;136(44):15505-8. doi: 10.1021/ja509308v. Epub 2014 Oct 24.


Non-natural olefin cyclopropanation catalyzed by diverse cytochrome P450s and other hemoproteins.

Heel T, McIntosh JA, Dodani SC, Meyerowitz JT, Arnold FH.

Chembiochem. 2014 Nov 24;15(17):2556-62. doi: 10.1002/cbic.201402286. Epub 2014 Oct 7.


Archaerhodopsin variants with enhanced voltage-sensitive fluorescence in mammalian and Caenorhabditis elegans neurons.

Flytzanis NC, Bedbrook CN, Chiu H, Engqvist MK, Xiao C, Chan KY, Sternberg PW, Arnold FH, Gradinaru V.

Nat Commun. 2014 Sep 15;5:4894. doi: 10.1038/ncomms5894.


P450-catalyzed asymmetric cyclopropanation of electron-deficient olefins under aerobic conditions.

Renata H, Wang ZJ, Kitto RZ, Arnold FH.

Catal Sci Technol. 2014 Oct 2;4(10):3640-3643.


Structural, functional, and spectroscopic characterization of the substrate scope of the novel nitrating cytochrome P450 TxtE.

Dodani SC, Cahn JK, Heinisch T, Brinkmann-Chen S, McIntosh JA, Arnold FH.

Chembiochem. 2014 Oct 13;15(15):2259-67. doi: 10.1002/cbic.201402241. Epub 2014 Sep 2.

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