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S6076

Sigma-Aldrich

Siomycin A

from Streptomyces sioyaensis, ≥98% (HPLC)

Synonym(s):

Antibiotic 6741-21, Mutabillicin, Mutabilycin, Sporangiomycin

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About This Item

Empirical Formula (Hill Notation):
C71H81N19O18S5
CAS Number:
Molecular Weight:
1648.84
UNSPSC Code:
12352200
NACRES:
NA.77

biological source

Streptomyces sioyaensis

Quality Level

assay

≥98% (HPLC)

solubility

DMSO: complete 10 mg/ml, clear, colorless to faintly yellow
DMSO: soluble

Storage temp.

−20°C

General description

Siomycin A is a member of the thiazole antibiotics family.[1]

Application

Siomycin A from Streptomyces sioyaensis yields clear, colorless to faint yellow solution in DMSO at 10 mg/ml.
Siomycin A from Streptomyces sioyaensis may be used in cell signaling studies.
Siomycin A has been used as a forkhead box protein M1 (FOXM1) inhibitor to study the effect of pharmacological inhibition of FOXM1 on isocitrate dehydrogenases 1 (IDH1) protein levels.[2]

Biochem/physiol Actions

Siomycin A is a macrocyclic antibiotic with potent and selective antibacterial activity against gram negative and gram positive bacteria, including Mcobacterium tuberculosis and other clinical resistant strains. Siomycin inhibits antibody production and also inhibits the oncogenic transcription factor forkhead box M1 (FoxM1). Siomycin A has been shown to reduce anchorage-independent growth of cells in soft agar. Moveover in vitro asays show that Siomycin A selectively induces apoptosis of transformed, but not normal cells.
Siomycin A is a macrocyclic antibiotic with potent and selective antibacterial activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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FoxM1: a potential drug target for glioma.
Yu Li et al.
Future oncology (London, England), 8(3), 223-226 (2012-03-14)
Uppoor G Bhat et al.
PloS one, 4(8), e6593-e6593 (2009-08-13)
Proteasome inhibitors are currently in the clinic or in clinical trials, but the mechanism of their anticancer activity is not completely understood. The oncogenic transcription factor FoxM1 is one of the most overexpressed genes in human tumors, while its expression
Tomonori Mori et al.
Chemistry, an Asian journal, 3(6), 1013-1025 (2008-05-09)
The total synthesis of siomycin A (1), a representative compound of the thiostrepton family of peptide antibiotics, was achieved by incorporating the five synthetic segments A (2), B (3), C (4), D (5), and E (6). The dehydropiperidine segment A
The structure of siomycin-D1, peptide antibiotic isolated from Streptomyces sioyaensis.
K Tokura et al.
The Journal of antibiotics, 33(12), 1563-1567 (1980-12-01)
Bulbul Pandit et al.
The Prostate, 70(8), 825-833 (2010-01-09)
We previously described the identification of a transcriptional inhibitor ARC and FoxM1 inhibitors, thiazole antibiotics, Siomycin A and thiostrepton that were able to induce potent p53-independent apoptosis in cancer cell lines of different origin. Here, we report the characterization of

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