CV | Cooper Jamieson

California Institute of Technology — Division of Chemistry and Chemical Engineering
1200 East California Boulevard, Pasadena, California 91125
csj@caltech.edu

Education
University of California, Los Angeles
2021	PhD, theoretical & computational chemistry Dissertation: “Pericyclases & Pericyclic Reactions in Nature” Advisors: Kendall N. Houk & Yi Tang
2019	MS, theoretical & computational chemistry

Lewis & Clark College, Portland, OR
2016	BA, chemistry (honors)
2016	BA, art

Research Experience
Post-Doctoral
2022 — Current	National Institute of Health, Ruth L. Kirschstein National Research Service Award Fellow to Nobel Laureate and Professor Frances H. Arnold • Develops machine learning models to optimize directed evolution workflow. • Engineers enzymes to catalyze nitrogen-nitrogen bond-forming reactions.
2021 — 2022	UCLA Post-Doctoral Fellow to Professors Kendall N. Houk and Yi Tang • Published > 25 papers, including first-author papers in Nature.

Graduate
2017 — 2021	UCLA Graduate Student Dissertation Year Fellow & Senior Foote Fellow, Professors Kendall N. Houk and Yi Tang • Discovered enzymatic pericyclic reactions in natural product biosynthesis • Named this family of enzymes the pericyclases • Characterized the first enzymatic Alder-ene reaction in biology • Expert in computational chemistry and in vivo and in vitro enzyme expression.

Undergraduate & Prior
2014 — 2016	John S. Rogers Research Assistant, Professor Louis Kuo
2013	John S. Rogers Research Assistant, Professor James A. Duncan
2011	Lawrence Berkeley National Laboratory Building Technologies Research Intern, Senior Scientist Mary Ann Piette

Teaching Experience
Graduate level University of California, Los Angeles

2020 Winter	Teaching Fellow, Physical Organic Chemistry I, Professor Kendall N. Houk & Ellen Sletten student evaluations: 8.8 out of 9 (31 students)
2019 Spring	Teaching Fellow, Physical Organic Chemistry II, Professor Kendall N. Houk student evaluations: 8.95 out of 9 (27 students)

Undergraduate level University of California, Los Angeles

	Teaching Assistant, Organic Reactions & Pharmaceuticals, Dr. Stephen Hardinger
2018 Spring	student evaluations: 8.05 out of 9 (60 students)
2018 Winter	student evaluations: 7.68 out of 9 (92 students)
2017 Fall	student evaluations: 7.51 out of 9 (71 students)
Lewis & Clark College, Portland, OR
2014 — 2016	Teaching Assistant, Organic Chemistry Lab I & II, Dr. Lisa Holmes
2012 — 2016	Teaching Assistant, Ceramics I, II, III & IV, Professor Ted Vogel

Awards & Scholarships
2022	Selected as a Young Scientist to attend the 71st Lindau Nobel Laureate Meeting
2021	Royal Society of Chemistry Horizon Prize
2021	Saul & Slyvia Winstein Dissertation Award
2020	UCLA Graduate Education Dissertation Year Fellowship
2020	Michael E. Jung Excellence in Teaching Award
2020	Don C. Atkins Excellence in Research Award
2020	UCLA Chemistry & Biochemistry Excellence in Research Fellowship
2019 — 2021	Senior Foote Graduate Fellowship
2019	Saul Winstein Fellowship
2019	The Future of Research Communications and e-Scholarship
2019	Stanford’s CQMD/Pulse Quantum Molecular Design Summer School
2015	John S. Rogers Science Research Grant
2014	John S. Rogers Science Research Grant
2014 — 2016	Kent Swanson Memorial Scholarship
2013 — 2016	Mellon Funds Research Grant & Lewis & Clark College Presidential Grant

Service, Outreach & Professional Associations
2021	American Association for the Advancement of Science Member
2015 — 2021	American Chemical Society Member
2020	American Chemical Society Reviewer Lab Certificate
2019	UCLA’s Exploring Your Universe Science Festival
2018	Sequoia & Kings Canyon National Park Citizen Science Volunteer
2017	Read Marfa Volunteer

Work Experience

2018 — 2022	Artificial Intelligence & Computational Chemist, Ro5 Developed and patented 3 machine learning models for pharmaceutical development.
2016 — 2017	Conservation maintenance assistant, the Chinati Foundation Developed cleaning protocols for museum artworks. Daily duties included maintaining all artworks on museum grounds and in storage.
2016	Artist assistant, Zoe Leonard Prepared all cameras for shoots, labeled and documented all locations & material.
2016	Artist assistant, Jeff Elrod Prepared canvases for paint and applied friskets. Assisted in printing artworks.
2016	Artist assistant, Robert Irwin Assisted in installing light works Cool School and Apache and in the fabrication of untitled (dawn to dusk) at the Chinati Foundation. See permanent installations in Marfa, TX and publication: Robert Irwin: untitled (dawn to dusk).

Publications & Patents

Research Contributions
22.	Computational Prediction and Experimental Validation of a Bridged Cation Intermediate in Akanthomycin Biosynthesis. Cooper S. Jamieson, Masao Ohashi, K. N. Houk, & Yi Tang. J. Am. Chem. Soc., 2022, DOI: 10.1021/jacs.2c02288
21.	Discovery and Characterization of a Terpene Biosynthetic Pathway featuring a Norbornene-forming Diels-Alderase. Zuodong Sun, Cooper S. Jamieson, Masao Ohashi, K. N. Houk, & Yi Tang. chemRxiv, 2022 DOI: 10.26434/chemrxiv-2022-dst89
20.	Ambimodal Transition States in Diels−Alder Cycloadditions of Tropolone and Tropolonate with N-Methylmaleimide. K. N. Houk,* Hong Zhang, Mathias Kirk Thøgersen, Cooper S. Jamieson, Xiao-Song Xue, & Karl Anker Jørgensen. Angew. Chem. Int. Ed., 2021, 60, 24991. DOI: 10.1002/anie.202109608
19.	Sulfide Oxidation by 2,6-Bis[hydroxyl(methyl)amino]-4-morpholino-1,3,5-triazinatodioxomolybdenum(VI): Mechanistic Implications with DFT Calculations for a New Class of Molybdenum(VI) Complex. Cayden X. Bullock, Cooper S. Jamieson, Pierre Moënne-Loccoz, Buck Taylor, Jordan A. M. Gonzalez, Ellie A. Draves, & Louis Y. Kuo.* Inorg. Chem., 2021, 60, 11, 7762–7772. DOI: 10.1021/acs.inorgchem.1c00145
18.	Computational Exploration of the Mechanism of Critical Steps in the Biomimetic Synthesis of Preuisolactone A, and Discovery of New Ambimodal (5 + 2)/(4 + 2) Cycloadditions. Hong Zhang,* Alexander J. E. Novak, Cooper S. Jamieson, Xiao-Song Xue, Shuming Chen, Dirk Trauner* & K. N. Houk* J. Am. Chem. Soc., 2021, 143, 17, 6601–6608. DOI: 10.1021/jacs.1c01856
17.	Library Construction of Stereochemically Diverse Isomers of Spirooliganin: Their Total Synthesis and Antiviral Activity. Ru-Bing Wang, Shuang-Gang Ma, Cooper S. Jamieson, Rong-Mei Gao, Yun-Bao Liu, Yong Li, Xiao-Jing Wang, Yu-Huan Li, K. N. Houk, Jing Qu,* & Shi-Shan Yu.* Chem. Sci. , 2021, 12, 20, 7003-7011. DOI: 10.1039/D1SC01277K
16.	Biosynthesis of para-Cyclophane-Containing Hirsutellone Family of Fungal Natural Products. Masao Ohashi, Thomas B. Kakule, Man-Cheng Tang, Cooper S. Jamieson, Mengting Liu, Yi-Lei Zhao, Kendall N. Houk* & Yi Tang* J. Am. Chem. Soc., 2021, 143, 15, 5605–5609. DOI: 10.1021/jacs.1c00098
15.	Total Synthesis and Computational Investigations of Sesquiterpene-Tropolones Ameliorate Stereochemical Inconsistencies and Resolve an Ambiguous Biosynthetic Relationship. Christopher Y. Bemis, Chad N. Ungarean, Alexander S. Shved, Cooper S. Jamieson, Taehwan Hwang, Ken S. Lee, K. N. Houk & David Sarlah* J. Am. Chem. Soc., 2021, 143, 15, 6006–6017. DOI: 10.1021/jacs.1c02150
14.	Cycloadditions of Cyclopentadiene and Cycloheptatriene with Tropones: All Endo-[6+4] Cycloadditions Are Ambimodal. Cooper S. Jamieson,‡ Arkajyoti Sengupta‡ & K. N. Houk* J. Am. Chem. Soc., 2021, 143, 10, 3918–3926. DOI: 10.1021/jacs.0c13401
13.	Catalytic mechanism and endo-to-exo selectivity reversion of an octalin-forming natural Diels–Alderase. Michio Sato, Shinji Kishimoto, Mamoru Yokoyama, Cooper S. Jamieson, Kazuto Narita, Naoya Maeda, Kodai Hara, Hiroshi Hashimoto, Yuta Tsunematsu, K. N. Houk, Yi Tang & Kenji Watanabe* Nat. Catal., 2021, 4, 223–232. DOI: 10.1038/s41929-021-00577-2
12.	A polyketide cyclase that forms medium-ring lactones. De-Wei Gao,‡ Cooper S. Jamieson,‡ Gaoqian Wang,‡ Yan Yan, Jiahai Zhou,* K. N. Houk* & Yi Tang* J. Am. Chem. Soc., 2020, 143, 1, 80–84. DOI: 10.1021/jacs.0c11226.11
11.	An enzymatic Alder-ene reaction. Masao Ohashi,‡ Cooper S. Jamieson,‡ Yujuan Cai,‡ Dan Tan, Daiki Kanayama, Man-cheng Tang, Sarah M. Anthony, Jason V. Chari, Joyann S. Barber, Elias Picazo, Thomas B. Kakule, Shugeng Cao, Neil K. Garg, Jiahai Zhou,* K. N. Houk* & Yi Tang* Nature, 2020, 586, 7827, 64–69. DOI: 10.1038/s41586-020-2743-5
10.	Biosynthesis of the fungal glyceraldehyde-3-phosphate dehydrogenase inhibitor heptelidic acid and mechanism of self-resistance. Yan Yan, Xin Zang, Cooper S. Jamieson, Hsiao-ching Lin, Kendall N. Houk, Jiahai Zhou & Yi Tang* Chem. Sci., 2020, 11, 9554–9562. DOI: 10.1039/D0SC03805A
9.	Ro5 Bioactivity Lab: Identification of Drug Candidates for COVID-19. Zeyu Yang, Orestis Bastas, Mikhail Demtchenko, Aurimas Pabrinkis, Cooper S. Jamieson, Danius Bačkis, Charles D. Knuff, Žygimantas Jočys & Roy Tal* Preprint, 2020, DOI: 10.26434/chemrxiv.12275741.v1
8.	Bioinspired Synthesis of (–)-PF-1018. Hugo Quintela, Cooper S. Jamieson, Qian-Zhen Shao, K. N. Houk, & Dirk Trauner* Angew. Chem., 2019 59, 13, 5263–5267. DOI: 10.1002/anie.201912452
7.	Enzymatic Intermolecular Hetero-Diels–Alder Reaction in the Biosynthesis of Tropolonic Sesquiterpenes. Qibin Chen,‡ Jie Gao,‡ Cooper S. Jamieson, Jiawang Liu, Masao Ohashi, Jian Bai, Daojian Yan, Bingyu Liu, Yongsheng Che, Yanan Wang, K. N. Houk* & Youcai Hu* J. Am. Chem. Soc., 2019, 141, 36, 14052–14056. DOI: http://www.doi.org/10.1021/jacs.9b06592
6.	Structural Basis for Stereoselective Dehydration and Hydrogen-Bonding Catalysis by the SAM-Dependent Pericyclase LepI. Yujuan Cai,‡ Yang Hai,‡ Masao Ohashi,‡ Cooper S. Jamieson, Marc Garcia-Borras, K. N. Houk,* Jihai Zhou* & Yi Tang* Nat. Chem., 2019, 11, 9, 812–820. DOI: 10.1038/s41557-019-0294-x, bioRxiv, 2018, 491761. DOI: http://www.doi.org/10.1101/491761
5.	Enzyme-catalyzed inverse-electron demand Diels-Alder reaction in the biosynthesis of antifungal ilicicolin H. Zhuan Zhang, Cooper S. Jamieson, Yi-Lei Zhao, Masa Ohashi,* K. N. Houk* & Yi Tang* J. Am. Chem. Soc., 2019, 141, 14, 5659–5663. DOI: 10.1021/jacs.9b02204
4.	An Ambimodal trispericyclic transition state and dynamic control of periselectivity. Xiao-Song Xue,‡ Cooper S. Jamieson,‡ Marc Garcia-Borràs,‡ Xiaofei Dong,‡ Zhongyue Yang & K. N. Houk* J. Am. Chem. Soc., 2019, 141, 3, 1217–1221. DOI: 10.1021/jacs.8b12674
3.	Genome-mined Diels-Alderase catalyzes formation of the cis-octahydrodecalins of varicidin A and B. Dan Tan,‡ Cooper S. Jamieson,‡ Masao Ohashi, Man-Cheng Tang,* K. N. Houk* & Yi Tang* J. Am. Chem. Soc., 2019, 141, 2, 769–773. DOI: 10.1021/jacs.8b12010
2.	Relationships between product ratios in ambimodal pericyclic reactions and bond lengths in transition structures. Zhongyue Yang, Xiaofei Dong, Yanmin Yu, Peiyuan Yu, Yingzi Li, Cooper S. Jamieson & K. N. Houk.* J. Am. Chem. Soc., 2018, 140, 8, 3061–3067. DOI: 10.1021/jacs.7b13562
1.	CASSCF Calculations reveal competitive chair (pericyclic) and boat (pseudopericyclic) transition states for the [3,3] sigmatropic rearrangement of allyl esters. Henry W. Kreiman, Mackenzie E. Batali, Cooper S. Jamieson, Molly A. Lyon & James A. Duncan.* J. Org. Chem., 2018, 83, 4, 1717–1726. DOI: 10.1021/acs.joc.7b02316

Reviews, Accounts, and Perspectives
4.	Biosynthesis and synthetic biology of psychoactive natural products. Cooper S. Jamieson,‡ Joshua Misa,‡ Yi Tang* & John M. Billingsley* Chem. Soc. Rev., 2021, Advance Article. DOI: 10.1039/D1CS00065A
3.	Expanding the Frontiers of Higher-Order Cycloadditions. David McLeod, Mathias Thøgersen, Nicolaj Jessen, Karl Anker Jørgensen,* Cooper S. Jamieson, Xiao-Song Xue, K. N. Houk,* Fang Liu* & Roald Hoffmann* Acc. Chem. Res., 2019, 52, 12, 3488–3501. DOI: 10.1021/acs.accounts.9b00498
2.	Mechanisms and dynamics of reactions involving entropic intermediates. Zhongyue Yang, Cooper S. Jamieson, Xiao-Song Xue, Marc Garcia- Borràs, Tyler Benton, Xiaofei Dong, Fang Liu & K. N. Houk* Trends in Chemistry, 2019, 1, 1, 22–34. DOI: 10.1016/j.trechm.2019.01.009
1.	The expanding world of biosynthetic pericyclases: cooperation of experiment and theory for discovery. Cooper S. Jamieson,‡ Masao Ohashi,‡ Fang Liu, Yi Tang* & K. N. Houk* Nat. Prod. Rep., 2018, 36, 698–713. DOI: http://www.doi.org/10.1039/c8np00075a
Patents
2.	System and method for prediction of protein-ligand interactions and their bioactivity. Orestis Bastas, Alwin Bucher, Aurimas Pabrinkis, Mikhail Demtchenko, Zeyu Yang, Cooper S. Jamieson, Žygimantas Jočys, Roy Tal & Charles D. Knuff. Under review, 2021, assignment 14001AE.
1.	System and method for the prediction of pharmacological properties using machine learning. Orestis Bastas, Zeyu Yang, Cooper S. Jamieson, Žygimantas Jočys, Roy Tal & Charles D. Knuff. Under review, 2021, assignment 14003AE.