LKT Labs

Biochemicals for Life Science Research

Paclitaxel, from Taxus yunnanensis

Product ID P0092
Cas No. 33069-62-4
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $51.20 In stock
5 mg $89.40 In stock
25 mg $204.40 In stock
100 mg $460.10 In stock
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Description

Paclitaxel is a diterpene compound found in Taxus yunnanensis that exhibits anticancer chemotherapeutic and anti-angiogenic activities. Paclitaxel induces tubulin polymerization, forming stable but nonfunctional microtubules; it inhibits shortening of microtubule leading edges, decreases peripheral microtubule formation, and alters morphology of focal adhesions, preventing cell migration and proliferation. Paclitaxel also dysregulates the epithelial-to-mesenchymal (EMT) transition, inducing transition of cancer cells into benign fibroblast-like cells. In vitro, paclitaxel induces caspase 8-mediated apoptosis through the association of caspase 8’s death effector domain with microtubules.

Product Info

Cas No.

33069-62-4
Purity

≥98%
Formula

C47H51NO14
Formula Wt.

853.91
Chemical Name

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

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

Taxol, Taxol A, Paxene
Melting Point

213-217°C
Solubility

Insoluble in water (4 mg/L). Soluble in ethanol (18 mg/mL), DMSO (50 mg/mL).
Appearance

White Crystalline Powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

P0092 MSDS PDF
Info Sheet

P0092 Info Sheet PDF

References

Kamath K, Smiyun G, Wilson L, et al. Mechanisms of inhibition of endothelial cell migration by taxanes. Cytoskeleton (Hoboken). 2013 Oct 23. [Epub ahead of print]. PMID: 24155271.

Caltová K, Cervinka M. Antiproliferative effects of selected chemotherapeutics in human ovarian cancer cell line A2780. Acta Medica (Hradec Kralove). 2012;55(3):116-24. PMID: 23297519.

Jia L, Zhang S, Ye Y, et al. Paclitaxel inhibits ovarian tumor growth by inducing epithelial cancer cells to benign fibroblast-like cells. Cancer Lett. 2012 Dec 30;326(2):176-82. PMID: 22902993.

Mielgo A, Torres VA, Clair K, et al. Paclitaxel promotes a caspase 8-mediated apoptosis through death effector domain association with microtubules. Oncogene. 2009 Oct 8;28(40):3551-62. PMID: 19668227.

Botta M, Forli S, Magnani M, et al. Molecular modeling approaches to study the binding mode on tubulin of microtubule destabilizing and stabilizing agents. Top Curr Chem. 2009;286:279-328. PMID: 23563616.

Chen YQ, Zhu WH, Wu YQ, et al. Effects of culture conditions on callus growth and taxol formation of Taxus yunnanensis Cheng et L.K.Fu. Zhongguo Zhong Yao Za Zhi. 2000 May;25(5):269-72. PMID: 12512447.

Kumar N. Taxol-induced polymerization of purified tubulin. Mechanism of action. J Biol Chem. 1981 Oct 25;256(20):10435-41. PMID: 6116707.

Yu YH, Kim E, Park DE, et al. Cationic solid lipid nanoparticles for co-delivery of paclitaxel and siRNA. Eur J Pharm Biopharm. 2012 Feb;80(2):268-273. PMID: 22108492.

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