Manumycin A An antibiotic that acts as a selective and vigorous inhibitor of Ras farnesyltransferase

Manumycin A (CAS 52665-74-4)

Manumycin A | CAS 52665-74-4 is rated 5.0 out of 5 by 1.
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Application: An antibiotic that acts as a selective and vigorous inhibitor of Ras farnesyltransferase
CAS Number: 52665-74-4
Purity: ≥96%
Molecular Weight: 550.7
Molecular Formula: C31H38N2O7
* Refer to Certificate of Analysis for lot specific data (including water content).
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Manumycin A is an antibiotic originally generated by Streptomyces parvulus that acts as a selective and vigorous inhibitor of Ras farnesyltransferase. The compound has been observed to block the activity of IKKβ by robustly and rapidly inhibiting TNF alpha induced phosphorylation of IκBα and NF-κB nuclear translocation. Studies indicate that Manumycin A has the ability to induce the dimerization of IKKβ and dissociation of IKK from IKKγ/NEMO, the adapter protein. Atherosclerosis studies report that Manumycin A decreases oxidative stress. Additionally, Manumycin A irreversibly inhibits neutral sphingomyelina, and has been shown to produce nitric oxide and induce apoptosis in leukemia cell studies. Manumycin A is an inhibitor of Farnesyl Transferase and N-SMase.


References

1. Hara, M., et al. 1993. Proc. Natl. Acad. Sci. U.S.A. 90: 2281-2285. PMID: 8460134
2. Zou, Y., et al. 1996. J. Biol. Chem. 271: 33592-33597. PMID: 8969227
3. Arenz, C., et al. 2001. Chembiochem. 2: 141-143. PMID: 11828438
4. She, M., et al. 2005. Leukemia. 19: 595-602. PMID: 15744347
5. Bernier, M., et al. 2006. J. Biol. Chem. 281: 2551-2561. PMID: 16319058
6. Sugita, M., et al. 2007. Arterioscler. Thromb. Vasc. Biol. 27: 1390-1395. PMID: 17363690

Physical State :
Solid
Solubility :
Soluble in ethanol (5 mg/ml), DMSO (10 mg/ml), DMF (20 mg/ml), 1:1 DMF:PBS (pH 7.2) (0.5 mg/ml), CHCl3, and MeOH. Insoluble in water.
Storage :
Store at -20° C
Boiling Point :
~863.6° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.60
IC50 :
GGTase I: IC50 = 180 µM; FTase: IC50 = 5 µM
Ki Data :
FPP: Ki= 1.2 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
6438330
MDL Number :
MFCD00920782
SMILES :
CCCC[C@@H](C)/C=C(\\C)/C=C(\\C)/C(=O)NC1=C[C@]([C@H]2[C@@H](C1=O)O2)(/C=C/C=C/C=C/C(=O)NC3=C(CCC3=O)O)O

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Certificate of Analysis

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Manumycin A  Product Citations

See how others have used Manumycin A. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 11044431  Marra, DE. et al. 2000. Circulation. 102: 2124-2130.

PMID: # 8460134  Hara, M. et al. 1993. Proc. Natl. Acad. Sci. U.S.A. 90: 2281-2285.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Marra Marra, et. al. (PubMed ID 11044431) treated SMCs with manumycin A to serve as a positive control for apoptosis. Manumycin is known to be an activator of apoptosis (a substantial increase in DNA fragmentation was observed). -SCBT Publication Review
Date published: 2015-05-29
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