Chemistry:Baccatin III

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Baccatin III
Baccatin III.svg
Names
IUPAC name
(2β,5α,7α,10α,13β)-4,10-Diacetoxy-1,7,13-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C31H38O11
Molar mass 586.62677 Da
Melting point 229 to 234 °C (444 to 453 °F; 502 to 507 K)
Acidity (pKa) 12.76
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Baccatin III is an isolate from the yew tree (Genera Taxus). Baccatin III is a precursor to the anti-cancer drug paclitaxel (Taxol).

In 2014, researchers reported introduction and expression of the endophytic fungal gene responsible for synthesizing baccatin III (10-deacetylbaccatin III 10-O-acetyltransferase), to the mushroom Flammulina velutipes.[1] Researchers achieved the same accomplishment with Escherichia coli in 2000.[2]

See also

References

  1. "Bioproduction of baccatin III, an advanced precursor of paclitaxol with transgenic Flammulina velutipes expressing 10-Deacetylbaccatin III-10-O-acetyl transferase gene.". J Sci Food Agric 94 (12): 2376–2383. 2014. doi:10.1002/jsfa.6562. PMID 24403190. 
  2. "Molecular cloning of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus and functional expression in Escherichia coli.". Proc Natl Acad Sci U S A 97 (2): 583–7. 2000. doi:10.1073/pnas.97.2.583. PMID 10639122. Bibcode2000PNAS...97..583W.