|Systematic IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||272.476 g·mol−1|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Taxadiene (taxa-4,11-diene) is a diterpene. Taxadiene is the first committed intermediate in the synthesis of taxol. Six hydroxylation reactions, and a few others, are needed to convert taxadiene to baccatin III.
Enzymatically, taxadiene is produced from geranylgeranyl pyrophosphate by taxadiene synthase. A biochemical gram-scale production of taxadiene has been reported in 2010 using genetically engineered Escherichia coli.
- Lin, Xiaoyan; Hezari, Mehri; Koepp, Alfred E.; Floss, Heinz G.; Croteau, Rodney (1996). "Mechanism of Taxadiene Synthase, a Diterpene Cyclase That Catalyzes the First Step of Taxol Biosynthesis in Pacific Yew†". Biochemistry. 35 (9): 2968–77. doi:10.1021/bi9526239. PMID 8608134.
- Ajikumar PK, Xiao WH, Tyo KE, Wang Y, Simeon F, Leonard E, et al. (2010). "Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli" (PDF). Science. 330 (6000): 70–4. doi:10.1126/science.1191652. PMC 3034138. PMID 20929806.
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