LKT Labs

Biochemicals for Life Science Research

Manumycin A

Manumycin A

Product ID M017545
Cas No. 52665-74-4
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $214.60 In stock
5 mg $779.90 In stock
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Description

Manumycin A is a natural antibiotic found in Streptomyces parvulus that is known to inhibit the enzyme farnesyl transferase. Manumycin A has been found to induce apoptosis, inhibit the PI3K-AKT pathway, and decrease expression of caspase-9 and PARP in human colorectal cancer cells. The result of manumycin A on human oral squamous cancer cells was inhibition of cell viability, induction of apoptosis, regulation of transcription factor Sp1, and control of mitochondrial membrane permeability. In a mouse model of muscular dystrophy, treatment with manumycin A corrected aberrant splicing of Clcn1 gene.

Product Info

Cas No.

52665-74-4
Purity

≥98%
Formula

C31H38N2O7
Formula Wt.

550.65
Chemical Name

(2E,4E,6R)-N-[(5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyldeca-2,4-dienamide
IUPAC Name

(2E,4E,6R)-N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyldeca-2,4-dienamide
Synonym

Manumycin-A; 2,4-Decadienamide, N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyl-, (2E,4E,6R)- (9CI); (2E,4E,6R)-N-[(1S,5S,6R)-5-Hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyl-2,4-decadienamide
Solubility

Soluble in methanol or DMSO; Insoluble in water.
Appearance

Yelow powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

M017545 MSDS PDF
Info Sheet

M017545 Info Sheet PDF

References

Zhang J, Jiang H, Xie L, et al. Antitumor effect of manumycin A on colorectal cancer cells by increasing the reactive oxygen species production and blocking PI3K-AKT pathway. Onco Targets Ther. 2016 May 24;9:2885-2895. PMID: 27307747.

Cho JJ, Chae JI, Kim KH, et al. Manumycin A from a new Streptomyces strain induces endoplasmic reticulum stress-mediated cell death through specificity protein 1 signaling in human oral squamous cell carcinoma. Int J Oncol. 2015 Nov;47(5):1954-1962. PMID: 26352011.

Li JG, She MR, Lu CY, et al. Manumycin induces apoptosis in prostate cancer cells. Onco Targets Ther. 2014 May 22;7:771-777. PMID: 24899815.

Oana K, Oma Y, Suo S, et al. Manumycin A corrects aberrant splicing of Clcn1 in myotonic dystrophy type 1 (DM1) mice. Sci Rep. 2013;3:2142. PMID: 23828222.

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