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7-(Triethylsilyl)-baccatin III

7-(Triethylsilyl)-baccatin III

Product ID T0090
Cas No. 115437-21-3
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $595.20 In stock
10 mg $952.20 In stock
25 mg $1,859.40 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

7-Triethylsilyl-baccatin III is a synthetic intermediate in the synthesis of taxol. Baccatin has traditionally been assumed to be devoid of activity, although many studies have indicated that baccatin exhibits anticancer and immunomodulatory activities. Baccatin decreases the mitochondrial membrane potential and induces caspase 10-dependent apoptosis in a variety of cancer cell lines, resulting in inhibition of cell proliferation. Baccatin also increases tubulin assembly and inhibits tubulin disassembly, altering microtubule polymerization. Additionally, this compound increases presentation of antigen on MHC I and II receptors on dendritic cells in vitro and in vivo.

Product Info

Cas No.

115437-21-3

Purity

≥98%

Formula

C37H52O11Si

Formula Wt.

700.89

IUPAC Name

[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Appearance

White Powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

T0090 MSDS PDF

Info Sheet

T0090 Info Sheet PDF

References

Chakravarthi BV, Sujay R, Kuriakose GC, et al. Inhibition of cancer cell proliferation and apoptosis-inducing activity of fungal taxol and its precursor baccatin III purified from endophytic Fusarium solani. Cancer Cell Int. 2013 Oct 23;13(1):105. PMID: 24152585.

Lee YH, Lee YR, Kim KH, et al. Baccatin III, a synthetic precursor of taxol, enhances MHC-restricted antigen presentation in dendritic cells. Int Immunopharmacol. 2011 Aug;11(8):985-91. PMID: 21354357.

Ge H, Spletstoser JT, Yang Y, et al. Synthesis of docetaxel and butitaxel analogues through kinetic resolution of racemic beta-lactams with 7-O-triethylsilylbaccatin III. J Org Chem. 2007 Feb 2;72(3):756-9. PMID: 17253791.

Chatterjee SK, Barron DM, Vos S, et al. Baccatin III induces assembly of purified tubulin into long microtubules. Biochemistry. 2001 Jun 12;40(23):6964-70. PMID: 11389612.

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