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Oxetane Ring Formation in Taxol Biosynthesis Is Catalyzed by a Bifunctional Cytochrome P450 Enzyme [PDF]

Journal of the American Chemical Society, 2023
Taxol is a potent drug used in various cancer treatments. Its complex structure has prompted extensive research into its biosynthesis. However, certain critical steps, such as the formation of the oxetane ring, which is essential for its activity, have remained unclear.
Yong Zhao, Feiyan Liang, Yuman Xie, Yao-Tao Duan, Aggeliki Andeadelli, Irini Pateraki, Antonios M. Makris, Thomas G. Pomorski, Dan Staerk, Sotirios C. Kampranis   +9 more
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ChemInform Abstract: Taxol Biosynthesis: An Update

ChemInform, 1997
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
M. HEZARI, R. CROTEAU
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Towards the biosynthesis of an alternative to Taxol

Molecular Medicine Today, 1998
Kosan Biosciences (Burlingame, CA, USA) has received a Phase I Small Business Innovative Research Grant from the US National Cancer Institute to support their work on the biosynthetic pathway of the epothilones, a group of polyketides first isolated from the soil myxobacterium Sorangium cellulosum, as potential alternatives to the anticancer drug ...
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Synthetic biology for Taxol biosynthesis and sustainable production

Trends in Biotechnology
Incomplete understanding of the biosynthetic pathway of the anticancer compound Taxol hinders its production by metabolic engineering. Recent reports by Jiang et al. and other groups now describe the missing steps in Taxol biosynthesis, notably including oxetane ring formation.
Linfeng Xie, Jiaoqi Gao, Yongjin J. Zhou
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Researchers Probe Steps Of Taxol Biosynthesis

Chemical & Engineering News Archive, 1996
Understanding detailed pathway could lead to improved cell culture techniques for production of potent anticancer drug Researchers are beginning to understand the detailed biosynthetic pathway by which yew plants produce the anticancer agent taxol. Their findings could lead to the development of a more efficient cell culture process for commercial ...
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[Advances of taxol combinatorial biosynthesis].

Sheng wu gong cheng xue bao = Chinese journal of biotechnology, 2015
Taxol is a kind of isoprenoid with strong anticancer activity. It is difficult to be obtained because of its low concentration in nature, which hinders its application in cancer treatment. Recently, biosynthesis methods for taxol production have attracted more attentions.
Jie, Li, Chunmei, Wang
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Key Step In Taxol Biosynthesis Revealed

Chemical & Engineering News Archive, 2000
Four research groups, working collaboratively, have determined the remarkable single-step mechanism by which the acyclic compound geranylgeranyl diphosphate (GGPP) is converted biosynthetically into the tricyclic core of Bristol-Myers Squibb's anticancer agent Taxol (paclitaxel).
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[Recent advances in the biosynthesis of Taxol].

Yao xue xue bao = Acta pharmaceutica Sinica, 2009
Taxol is one of the most potent chemotherapeutic agents known, showing excellent activity against a range of cancers. In addition to anticancer, taxol has the effect of preventing graft arteriosclerosis, antiscaring formation and inhibiting angiogenesis.
Jian-qiang, Kong, Wei, Wang, Ping, Zhu, Ke-di, Cheng   +3 more
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Engineering Escherichia coli for the synthesis of taxadiene, a key intermediate in the biosynthesis of taxol

Bioorganic & Medicinal Chemistry, 2001
Taxadiene, the key intermediate of paclitaxel (Taxol) biosynthesis, has been prepared enzymatically from isopentenyl diphosphate in cell-free extracts of Escherichia coli by overexpressing genes encoding isopentenyl diphosphate isomerase, geranylgeranyl diphosphate synthase and taxadiene synthase.
Q, Huang, C A, Roessner, R, Croteau, A I, Scott   +3 more
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Mechanistic possibilities for oxetane formation in the biosynthesis of Taxol’s D ring

Russian Journal of General Chemistry, 2008
Three mechanistic possibilities for the formation of the oxetane (D ring) of Taxol were examined at various levels of theory [B3LYP/6-31+G(d,p), mPW1PW91/6-31+G(d,p), and MP2/6-31+G(d,p)] including one mechanism involving an unusual oxabicyclobutonium ion intermediate.
Dan Willenbring, Dean J. Tantillo
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