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Stemolecule™ Purmorphamine

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04-0009
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Stemoleculeā„¢ Purmorphamine promotes the differentiation of human and murine mesenchymal progenitor cells into osteoblasts.1,2 It is ideal for stem cell and cell signaling researchers using human embryonic stem cells to investigate differentiation with small molecules.

1. Wu, X. et al., J Am Chem Soc. 124:14520-14521 (2002).
2. Beloti, M. M. et al., Journal of Cell Biology International 29 (7):537-541 (2005).
Structure
Stemolecule™ Purmorphamine chemical structure.

Structure

Stemolecule™ Purmorphamine

Stemolecule™ Purmorphamine is a small molecule that promotes the differentiation of human and murine mesenchymal progenitor cells into osteoblasts1,2. Purmorphamine's effect on differentiation of C3H10T1/2 cells was determined based on alkaline phosphatase expression, resulting in an EC50 value of 1 μM1. The mechanism of action study of Purmorphamine indicates that it is an agonist of Smoothened, a 7-transmembrane receptor of the hedgehog signaling pathway3,4. Hedgehog signaling is involved in several cell differentiation processes and, recently, Fontaine and colleagues (2008) found that hedgehog signaling alters maturation of human mesenchymal stem cells into adipocytes5. Purmorphamine can be used also to replace sonic hedgehog for generation of motor neurons from human embryonic stem cells as described by Li et al. (2008)6.

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References

  1. Wu, X. et al., J Am Chem Soc. 124:14520-14521 (2002).
  2. Beloti, M. M. et al., Journal of Cell Biology International 29 (7):537-541 (2005).
  3. Wu, X. et al., Chemistry and Biology 11:1229-1238 (2004).
  4. Sinha, S. et al., Nature Chemical Biology 2(1):29-30 (2006).
  5. Fontaine, C. et al., Stem Cells 26(4):1037-1046 (2008).
  6. Li, X. J. et al., Stem Cells 26(4):886-893 (2008).

For research use only. Not for use in diagnostic procedures. Not for resale.

Stemolecule™ Purmorphamine

Chemical Formula C31H32N6O2
Alternate Name 2-(1-Naphthoxy)-6-(4-morpholinoanilino)- 9-cyclohexylpurine
Structure structure
Molecular Weight 520.6
CAS Number 483367-10-8
Purity >98.6% by HPLC analysis
Formulation Pale beige solid
Solubility Soluble in DMSO (100 mM). For a 10 mM concentrated stock solution, reconstitute the compound by adding 960 µl of DMSO to the entire contents of the vial. Note: for most cells, the maximum tolerance to DMSO is <0.5%.
Storage 4°C protected from light. Following reconstitution, store aliquots at -20°C
Stability Stock solutions stable at -20°C for 6 months
Quality Control The purity of Purmorphamine was determined by HPLC analysis. The accurate mass and structure of Purmorphamine was determined by mass spectrometry and NMR, respectively. Cellular toxicity of PD173074 was tested by using HeLa and HEK293 cells.
References
  1. Wu, X. et al., J Am Chem Soc. 124:14520-14521 (2002).
  2. Beloti, M. M. et al., Journal of Cell Biology International 29 (7):537-541 (2005).
  3. Wu, X. et al., Chemistry and Biology 11:1229-1238 (2004).
  4. Sinha, S. et al., Nature Chemical Biology 2(1):29-30 (2006).
  5. Fontaine, C. et al., Stem Cells 26(4):1037-1046 (2008).
  6. Li, X. J. et al., Stem Cells 26(4):886-893 (2008).

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