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Computational Design of an Enzyme Catalyst for a Stereoselective Bimolecular Diels-Alder Reaction
Open accessAbstract
Biocatalytic Boost: Enzymes tend to direct reactions toward specific products much more selectively than synthetic catalysts. Unfortunately, this selectivity has evolved for cellular purposes and may not promote the sorts of reactions chemists are seeking to enhance (see the Perspective by Lutz ). Siegel et al. (p. 309 ) now describe the design of enzymes that catalyze the bimolecular Diels-Alder reaction, a carbon-carbon bond formation reaction that is central to organic synthesis but unknown in natural metabolism. The enzymes display high stereoselectivity and substrate specificity, and an x-ray structure of the most active enzyme confirms that the structure matches the design. Savile et al. (p. 305 , published online 17 June) applied a directed evolution approach to modify an existing transaminase enzyme so that it recognized a complex ketone in place of its smaller native substrate, and could tolerate the high temperature and organic cosolvent necessary to dissolve this ketone. This biocatalytic reaction improved the production efficiency of a drug that treats diabetes.
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Citations
Cited by
Engineering the third wave of biocatalysis
Bornscheuer, U. T., Huisman, G. W., Kazlauskas, R. J., Lutz, S., Moore, J. C., & Robins, K. (2012) · Nature · doi:10.1038/nature11117 · Cited by 2,628
The Protein-Folding Problem, 50 Years On
Dill, K. A., & MacCallum, J. L. (2012) · Science · doi:10.1126/science.1219021 · Cited by 1,699
The Rosetta All-Atom Energy Function for Macromolecular Modeling and Design
Alford, R. F., Leaver-Fay, A., Jeliazkov, J. R., O’Meara, M. J., DiMaio, F. P., Park, H., Shapovalov, M. V., Renfrew, P. D., Mulligan, V. K., Kappel, K., et al. (2017) · Journal of Chemical Theory and Computation · doi:10.1021/acs.jctc.7b00125 · Cited by 1,532
Self-citationEngineering Cellular Metabolism
Nielsen, J., & Keasling, J. D. (2016) · Cell · doi:10.1016/j.cell.2016.02.004 · Cited by 1,378
Methods for the directed evolution of proteins
Packer, M. S., & Liu, D. R. (2015) · Nature Reviews Genetics · doi:10.1038/nrg3927 · Cited by 991
Metadata
- Authors
- Siegel, J. B., Zanghellini, A., Lovick, H. M., Kiss, G., Lambert, A. R., St.Clair, J. L., Gallaher, J. L., Hilvert, D., Gelb, M. H., Stoddard, B. L., Houk, K. N., Michael, F. E., & Baker, D.
- Venue
- Science
- Published
- 2010-07-16
- Volume
- 329
- Issue
- 5989
- Pages
- 309-313
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2066381187
- Cited by
- 921
- References
- 0
- FWCI
- 28.36
- Type
- journal article
- Language
- en
- Open access
- green
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- Siegel, J. B., Zanghellini, A., Lovick, H. M., Kiss, G., Lambert, A. R., St.Clair, J. L., Gallaher, J. L., Hilvert, D., Gelb, M. H., Stoddard, B. L., Houk, K. N., Michael, F. E., & Baker, D. (2010). Computational Design of an Enzyme Catalyst for a Stereoselective Bimolecular Diels-Alder Reaction. Science. https://doi.org/10.1126/science.1190239
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