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Monastrol PDF Print E-mail

Cell permeable non-tubulin-interacting mitosis inhibitor. Blocks mitosis (IC50=14µM) by binding to the mitotic kinesin Eg5.

{vmproduct:sku=ST075209} 

IDNUMBER ST075209

CAS 254753-54-3


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Monastrol Secifications 

Product Name

Monastrol
IUPAC Name

4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro -4H-pyrimidin-5-carboxylic acid ethyl ester

Description

reversible, cell-permeable, non-tubulin interacting inhibitor of the mitotic kinesin Eg5 motor protein

IDNUMBER

ST075209

CAS Registry Number

254753-54-3

MDL Number

MFCD00813077

Molecular Formula

C14H16N2O3S

Molecular Weight

292.35

APPEARANCE

Butter-white powder

Original Storage Container

Clear crew-top vial with black cap

Storage temperature

~10°C

Transportation (short-term) temperature

Ambient

Long term storage
 -20°C
Handling
 Protect from light

SOLUBILITY

 

PURITY (HPLC)

>97%

Known Activity

inhibitor of the mitotic kinesin Eg5 motor protein; arrests cells in mitosis with monoastral spindles

Reference

Mailhes, J.B., Mastromatteo, C., Fuseler J.W. Transient exposure to the Eg5 kinesin inhibitor monastrol leads to syntelic orientation of chromosomes and aneuploidy in mouse oocytes. Mutation Research. 2004 Apr 11;559(1-2):153-67.

Cochran J.C. , Gatial J.E. III, et al. Monastrol Inhibition of the Mitotic Kinesin Eg5. 2005, April 1, J. Biol. Chem., Vol. 280, Issue 13, 12658-12667

Crevel I. M-T. C., Alonso M. C., Cross R. A. Monastrol stabilises an attached low-friction mode of Eg5. Current Biology Magazine. Volume 14, Issue 11, 8 June 2004, Pages R411-R412

Haque. S. A., Hasaka T.P., Brooks A.D., et al. Monastrol, a prototype anti-cancer drug that inhibits a mitotic kinesin, induces rapid bursts of axonal outgrowth from cultured postmitotic neurons. Cell Motility and the Cytoskeleton. Volume 58, Issue 1, Pages 10 - 16

Mayer, T.U., Kapoor, T.M., Haggarty S.J., et al. Small Molecule Inhibitor of Mitotic Spindle Bipolarity Identified in a Phenotype-Based Screen. Science 29 October 1999: Vol. 286. no. 5441, pp. 971 – 974.

Kapoor T.M., Mayera T.U., et al. Probing Spindle Assembly Mechanisms with Monastrol, a Small Molecule Inhibitor of the Mitotic Kinesin, Eg5. The Journal of Cell Biology, Volume 150, Number 5, September 4, 2000 975-988.

Yoon S.Y., Choi J.E., Huh J-W., et al. Monastrol, a selective inhibitor of the mitotic kinesin Eg5, induces a distinctive growth profile of dendrites and axons in primary cortical neuron cultures. Cell Motility and the Cytoskeleton, Volume 60, Issue 4 , Pages 181 – 190, Published Online, Wiley-Liss: 4 Mar 2005

Leizerman I., Avunie-Masala R., et al. Differential effects of monastrol in two human cell lines. Cellular and Molecular Life Sciences. Vol. 61, Number 16 / August, 2004, 2060-2070.

Luo, L., Carson, J., et al. Mechanism of Inhibition of Human KSP by Monastrol: Insights from Kinetic Analysis and the Effect of Ionic Strength on KSP Inhibition. Biochemistry, 43 (48), 15258 -15266, 2004.

Maliga Z., Xing, J., et al. A Pathway of Structural Changes Produced by Monastrol Binding to Eg5. J. Biol. Chem., Vol. 281, Issue 12, 7977-7982, March 24, 2006.

Marcus, A., Peters U., Thomas S., et al. Mitotic Kinesin Inhibitors Induce Mitotic Arrest and Cell Death in Taxol-resistant and -sensitive Cancer Cells. J. Biol. Chem., Vol. 280, Issue 12, 11569-11577, March 25, 2005.

 

 
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