Abdallah II, Pramastya H, van Merkerk R, Sukrasno QWJ (2019) Metabolic engineering of Bacillus subtilis toward taxadiene biosynthesis as the first committed step for taxol production. Front Microbiol 10:218. https://doi.org/10.3389/fmicb.2019.00218
Article PubMed PubMed Central Google Scholar
Acevedo-Rocha CG, Li A, D’Amore L, Hoebenreich S, Sanchis J, Lubrano P, Ferla MP, Garcia-Borràs M, Osuna S, Reetz MT (2021) Pervasive cooperative mutational effects on multiple catalytic enzyme traits emerge via long-range conformational dynamics. Nat Commun 12(1):1621. https://doi.org/10.1038/s41467-021-21833-w
Article CAS PubMed PubMed Central Google Scholar
Ajikumar PK, Xiao WH, Tyo KEJ, Wang Y, Simeon F, Leonard E, Mucha O, Phon TH, Pfeifer B, Stephanopoulos G (2010) Isoprenoid pathway optimization for taxol precursor overproduction in Escherichia coli. Science 330(6000):70–74. https://doi.org/10.1126/science.1191652
Article CAS PubMed PubMed Central Google Scholar
Alonso-Gutierrez J, Chan R, Batth TS, Adams PD, Keasling JD, Petzold CJ, Lee TS (2013) Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production. Metab Eng 19:33–41. https://doi.org/10.1016/j.ymben.2013.05.004
Article CAS PubMed Google Scholar
Barnes HJ, Arlotto MP, Waterman MR (1991) Expression and enzymatic activity of recombinant cytochrome P450 17 alpha-hydroxylase in Escherichia coli. Proc Natl Acad Sci USA 88(13):5597–5601. https://doi.org/10.1073/pnas.88.13.5597
Article CAS PubMed PubMed Central Google Scholar
Bernhofer M, Dallago C, Karl T, Satagopam V, Heinzinger M, Littmann M, Olenyi T, Qiu J, Schütze K, Yachdav G, Ashkenazy H, Ben-Tal N, Bromberg Y, Goldberg T, Kajan L, O’Donoghue S, Sander C, Schafferhans A, Schlessinger A, Vriend G, Mirdita M, Gawron P, Gu W, Jarosz Y, Trefois C, Steinegger M, Schneider R, Rost B (2021) PredictProtein - Predicting protein structure and function for 29 years. Nucleic Acids Res 49(W1):W535–W540. https://doi.org/10.1093/nar/gkab354
Article CAS PubMed PubMed Central Google Scholar
Biggs BW, Lim CG, Sagliani K, Shankar S, Stephanopoulos G, De Mey M, Ajikumar PK (2016a) Overcoming heterologous protein interdependency to optimize P450-mediated taxol precursor synthesis in Escherichia coli. Proc Natl Acad Sci USA 113(12):3209–3214. https://doi.org/10.1073/pnas.1515826113
Article CAS PubMed PubMed Central Google Scholar
Biggs BW, Rouck JE, Kambalyal A, Arnold W, Lim CG, De Mey M, O’Neil-Johnson M, Starks CM, Das A, Ajikumar PK (2016b) Orthogonal assays clarify the oxidative biochemistry of Taxol P450 CYP725A4. ACS Chem Biol 11(5):1445–1451. https://doi.org/10.1021/acschembio.5b00968
Article CAS PubMed Google Scholar
Campeotto I, Goldenzweig A, Davey J, Barfod L, Marshall JM, Silk SE, Wright KE, Draper SJ, Higgins MK, Fleishman SJ (2017) One-step design of a stable variant of the malaria invasion protein RH5 for use as a vaccine immunogen. Proc Natl Acad Sci USA 114(5):998–1002. https://doi.org/10.1073/pnas.1616903114
Article CAS PubMed PubMed Central Google Scholar
Chau M, Croteau R (2004) Molecular cloning and characterization of a cytochrome P450 taxoid 2alpha-hydroxylase involved in Taxol biosynthesis. Arch Biochem Biophys 427(1):48–57. https://doi.org/10.1016/j.abb.2004.04.016
Article CAS PubMed Google Scholar
Chau M, Jennewein S, Walker K, Croteau R (2004) Taxol biosynthesis: molecular cloning and characterization of a cytochrome P450 taxoid 7 beta-hydroxylase. Chem Biol 11(5):663–672. https://doi.org/10.1016/j.chembiol.2004.02.025
Article CAS PubMed Google Scholar
Cheesman MJ, Traylor MJ, Hilton ME, Richards KE, Taylor MC, Daborn PJ, Russell RJ, Gillam EM, Oakeshott JG (2013) Soluble and membrane-bound Drosophila melanogaster CYP6G1 expressed in Escherichia coli: purification, activity, and binding properties toward multiple pesticides. Insect Biochem Mol Biol 43(5):455–465. https://doi.org/10.1016/j.ibmb.2013.02.003
Article CAS PubMed Google Scholar
Chen S, Wu JL, Liang Y, Tang YG, Song HX, Wu LL, Xing YF, Yan N, Li YT, Wang ZY, Xiao SJ, Lu X, Chen SJ, Lu M (2021) Arsenic trioxide rescues structural p53 mutations through a cryptic allosteric site. Cancer Cell 39(2):225–239. https://doi.org/10.1016/j.ccell.2020.11.013
Article CAS PubMed Google Scholar
DeJong JHM, Liu Y, Bollon AP, Long RM, Jennewein S, Williams D, Croteau RB (2006) Genetic engineering of taxol biosynthetic genes in Saccharomyces cerevisiae. Biotechnol Bioeng 93(2):212–224. https://doi.org/10.1002/bit.20694
Article CAS PubMed Google Scholar
Edgar S, Zhou K, Qiao K, King JR, Simpson JH, Stephanopoulos G (2016) Mechanistic insights into taxadiene epoxidation by taxadiene-5α-hydroxylase. ACS Chem Biol 11(2):460–469. https://doi.org/10.1021/acschembio.5b00767
Article CAS PubMed Google Scholar
Engels B, Dahm P, Jennewein S (2008) Metabolic engineering of taxadiene biosynthesis in yeast as a first step towards Taxol (Paclitaxel) production. Metab Eng 10(3–4):201–206. https://doi.org/10.1016/j.ymben.2008.03.001
Article CAS PubMed Google Scholar
Gialama D, Kostelidou K, Michou M, Delivoria DC, Kolisis FN, Skretas G (2017) Development of Escherichia coli strains that withstand membrane protein-induced toxicity and achieve high-level recombinant membrane protein production. ACS Synth Biol 6(2):284–300. https://doi.org/10.1021/acssynbio.6b00174
Article CAS PubMed Google Scholar
Goldenzweig A, Goldsmith M, Hill SE, Gertman O, Laurino P, Ashani Y, Dym O, Unger T, Albeck S, Prilusky J, Lieberman RL, Aharoni A, Silman I, Sussman JL, Tawfik DS, Fleishman SJ (2016) Automated structure- and sequence-based design of proteins for high bacterial expression and stability. Mol Cell 63(2):337–346. https://doi.org/10.1016/j.molcel.2016.06.012
Article CAS PubMed PubMed Central Google Scholar
Gubellini F, Verdon G, Karpowich NK, Luff JD, Boël G, Gauthier N, Handelman SK, Ades SE, Hunt JF (2011) Physiological response to membrane protein overexpression in E. coli. Mol Cell Proteomics 10(10):M111.007930. https://doi.org/10.1074/mcp.M111.007930
Article CAS PubMed PubMed Central Google Scholar
Hausjell J, Halbwirth H, Spadiut O (2018) Recombinant production of eukaryotic cytochrome P450s in microbial cell factories. Biosci Rep 38(2):BSR20171290. https://doi.org/10.1042/BSR20171290
Article CAS PubMed PubMed Central Google Scholar
Hu B, Zhao X, Wang E, Zhou J, Li J, Chen J, Du G (2023) Efficient heterologous expression of cytochrome P450 enzymes in microorganisms for the biosynthesis of natural products. Crit Rev Biotechnol 43(2):227–241. https://doi.org/10.1080/07388551.2022.2029344
Article CAS PubMed Google Scholar
Huang Q, Roessner CA, Croteaul R, Scott AI, Huang QL, Roessner C (2001) Engineering Escherichia coli for the synthesis of taxadiene, a key intermediate in the biosynthesis of taxol. Bioorgan Med Chem 9(9):2237–2242. https://doi.org/10.1016/s0968-0896(01)00072-4
Jennewein S, Rithner CD, Williams RM, Croteau RB (2001) Taxol biosynthesis: taxane 13 alpha-hydroxylase is a cytochrome P450-dependent monooxygenase. Proc Natl Acad Sci USA 98(24):13595–13600. https://doi.org/10.1073/pnas.251539398
Article CAS PubMed PubMed Central Google Scholar
Jennewein S, Long RM, Williams RM, Croteau R (2004) Cytochrome p450 taxadiene 5alpha-hydroxylase, a mechanistically unusual monooxygenase catalyzing the first oxygenation step of taxol biosynthesis. Chem Biol 11(3):379–387. https://doi.org/10.1016/j.chembiol.2004.02.022
Article CAS PubMed Google Scholar
Jennewein S, Park H, DeJong JM, Long RM, Bollon AP, Croteau RB (2005) Coexpression in yeast of Taxus cytochrome P450 reductase with cytochrome P450 oxygenases involved in Taxol biosynthesis. Biotechnol Bioeng 89(5):588–598. https://doi.org/10.1002/bit.20390
Article CAS PubMed Google Scholar
Jumper J, Evans R, Pritzel A, Green T, Figurnov M, Ronneberger O, Tunyasuvunakool K, Bates R, Žídek A, Potapenko A, Bridgland A, Meyer C, Kohl SAA, Ballard AJ, Cowie A, Romera-Paredes B, Nikolov S, Jain R, Adler J, Back T, Petersen S, Reiman D, Clancy E, Zielinski M, Steinegger M, Pacholska M, Berghammer T, Bodenstein S, Silver D, Vinyals O, Senior AW, Kavukcuoglu K, Kohli P, Hassabis D (2021) Highly accurate protein structure prediction with AlphaFold. Nature 596(7873):583–589. https://doi.org/10.1038/s41586-021-03819-2
Article CAS PubMed PubMed Central Google Scholar
Kriegel M, Wiederanders HJ, Alkhashrom S, Eichler J, Muller YA (2021) A PROSS-designed extensively mutated estrogen receptor α variant displays enhanced thermal stability while retaining native allosteric regulation and structure. Sci Rep 11(1):10509. https://doi.org/10.1038/s41598-021-89785-1
Article CAS PubMed PubMed Central Google Scholar
Lv X, Gu J, Wang F, Xie W, Liu M, Ye L, Yu H (2016) Combinatorial pathway optimization in Escherichia coli by directed co-evolution of rate-limiting enzymes and modular pathway engineering. Biotechnol Bioeng 113(12):2661–2669. https://doi.org/10.1002/bit.26034
Article CAS PubMed Google Scholar
Malladi SK, Schreiber D, Pramanick I, Sridevi MA, Goldenzweig A, Dutta S, Fleishman SJ, Varadarajan R (2020) One-step sequence and structure-guided optimization of HIV-1 envelope gp140. Curr Res Struct Biol 2:45–55. https://doi.org/10.1016/j.crstbi.2020.04.001
Comments (0)