Abstract
The oxygenation reactions catalyzed by cytochromes P450 (CYPs) play critical roles in plant natural products biosynthesis. At the same time, CYPs are one of most challenging enzymes to functionally characterize due to the difficulty of recombinantly expressing these membrane-associated monooxygenases. In the course of investigating rice diterpenoid biosynthesis, we have developed a synthetic biology approach for functional expression of relevant CYPs in Escherichia coli. In certain cases, activity was observed for only one of two closely related paralogs although it seems clear that related reactions are required for production of the known diterpenoids. Here, we report that optimization of the recombinant expression system enabled characterization of not only these previously recalcitrant CYPs, but also discovery of additional activity relevant to rice diterpenoid biosynthesis. Of particular interest, CYP701A8 was found to catalyze 3β-hydroxylation of syn-pimaradiene, which is presumably relevant to momilactone biosynthesis, while CYP71Z6 & 7 were found to catalyze multiple reactions, with CYP71Z6 catalyzing the production of 2α,3α-dihydroxy-ent-isokaurene via 2α-hydroxy-ent-isokaurene, and CYP71Z7 catalyzing the production of...Continue Reading
References
Aug 1, 1997·The Journal of Biological Chemistry·P UrbanD Pompon
Feb 5, 1998·Plant Physiology·M Mizutani, D Ohta
Nov 7, 1996·Chemical Reviews·Masanori SonoJohn H. Dawson
May 15, 2002·Bioscience, Biotechnology, and Biochemistry·Anotai AtawongOsamu Kodama
Jun 9, 2004·Phytochemistry·Yoshiki KonoAkira Sakurai
Aug 10, 2004·Plant Physiology·P Ross WildermanReuben J Peters
Aug 19, 2004·Plant Molecular Biology·Hironori ItohMakoto Matsuoka
Nov 16, 2004·Plant Physiology·Sladjana PrisicReuben J Peters
May 8, 2007·Journal of the American Chemical Society·Anthony CyrReuben J Peters
Sep 18, 2007·The Journal of Biological Chemistry·Kazuhiro ShimuraHisakazu Yamane
Sep 25, 2009·Applied Microbiology and Biotechnology·Dana MorroneReuben J Peters
Oct 15, 2009·The Plant Cell·Sivakumar SwaminathanReuben J Peters
Aug 12, 2010·The Biochemical Journal·Dana MorroneReuben J Peters
Oct 5, 2010·Natural Product Reports·Reuben J Peters
Oct 6, 2010·Archives of Biochemistry and Biophysics·Masaharu Mizutani, Fumihiko Sato
Dec 24, 2010·The Plant Journal : for Cell and Molecular Biology·Qiang WangReuben J Peters
Jul 9, 2011·Bioscience, Biotechnology, and Biochemistry·Kazunori Okada
Oct 12, 2011·FEBS Letters·Yisheng WuReuben J Peters
Jan 5, 2012·The Journal of Biological Chemistry·Qiang WangReuben J Peters
Jan 17, 2012·Plant Physiology·Qiang WangReuben J Peters
Jul 24, 2012·Natural Product Reports·Larissa M Podust, David H Sherman
Jan 9, 2013·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·Björn Hamberger, Søren Bak
Jun 26, 2013·The Biochemical Journal·Yisheng WuReuben J Peters
Oct 11, 2013·Organic & Biomolecular Chemistry·Jiachen Zi, Reuben J Peters
Jan 24, 2014·The Plant Journal : for Cell and Molecular Biology·Eric A SchmelzReuben J Peters
Jan 30, 2014·Annual Review of Plant Biology·Jiachen ZiReuben J Peters
Nov 19, 2014·Journal of the American Chemical Society·Jiachen ZiReuben J Peters
Jan 13, 2015·Molecular Plant·Naoki KitaokaReuben J Peters
Citations
Feb 18, 2016·Proceedings of the National Academy of Sciences of the United States of America·Sibongile MafuReuben J Peters
Mar 10, 2016·Proceedings of the National Academy of Sciences of the United States of America·Bradley Walters BiggsParayil Kumaran Ajikumar
Oct 17, 2015·Phytochemistry·Hongjie MaoQiang Wang
Mar 2, 2016·ACS Chemical Biology·Bradley Walters BiggsParayil Kumaran Ajikumar
Jun 24, 2016·The Plant Journal : for Cell and Molecular Biology·Naoki KitaokaReuben J Peters
Feb 7, 2017·Bioscience, Biotechnology, and Biochemistry·Zhongfeng YeKazunori Okada
Mar 8, 2017·Scientific Reports·Yoshimi YamamuraJung-Bum Lee
Nov 22, 2017·Bioscience, Biotechnology, and Biochemistry·Zhongfeng YeKazunori Okada
Nov 30, 2018·Chembiochem : a European Journal of Chemical Biology·Yujie YuanTiangang Liu
May 17, 2019·Plant Molecular Biology·Qinqin ShenQiang Wang
May 21, 2020·The New Phytologist·Reuben J Peters
May 16, 2020·Proceedings of the National Academy of Sciences of the United States of America·Lingfeng MaoKazunori Okada
Apr 14, 2020·The Plant Journal : for Cell and Molecular Biology·Prema S KarunanithiPhilipp Zerbe
Nov 21, 2018·Microbial Cell Factories·Victor FormanIrini Pateraki
Jun 4, 2020·Proceedings of the National Academy of Sciences of the United States of America·Juan Zhang, Reuben J Peters
Mar 27, 2019·BMC Plant Biology·Prema S KarunanithiPhilipp Zerbe
Oct 28, 2020·Nature Chemical Biology·Ricardo De La Peña, Elizabeth S Sattely
Mar 2, 2021·Journal of Experimental Botany·Núria Serra SerraClaude Becker
Apr 2, 2021·The Plant Cell·Naoki KitaokaReuben J Peters
Apr 24, 2021·The New Phytologist·Jin LiangQiang Wang
Jul 12, 2018·Journal of Agricultural and Food Chemistry·Ming ZhaoChun-Tao Che
Sep 14, 2021·The Plant Journal : for Cell and Molecular Biology·Andrew MuchlinskiPhilipp Zerbe