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Transcript
Siomycin A
from Streptomyces sioyaensis
Catalog Number S6076
Storage Temperature –20 °C
CAS RN 12656-09-6
Synonyms: Mutabilycin, Sporangiomycin, Mutabillicin,
Antibiotic 6741-21
Precautions and Disclaimer
This product is for R&D use only, not for drug,
household, or other uses. Please consult the Material
Safety Data Sheet for information regarding hazards
and safe handling practices.
Preparation Instructions
The product is soluble in DMSO.
Storage/Stability
Store the product sealed at –20 °C. Under these
conditions the product is stable for at least 2 years.
Product Description
Molecular formula: C71H81N19O18S5
Molecular Weight: 1648.84
Siomycin A is a macrocyclic antibiotic with potent and
selective antibacterial activity against Gram-negative
and Gram-positive bacteria, including Mycobacterium
tuberculosis and other clinical resistant strains.1-3
Siomycin A has been reported to inhibit antibody
production.4 It also inhibits the oncogenic transcription
factor, forkhead box M1, (FoxM1, previously known as
HFH-11B, Trident, WIN, or MPP2). FoxM1 is
overexpressed in a number of different carcinomas;
whereas, its expression is turned off in terminally
differentiated cells.5 The reduced transcription activity
was reflected in the down regulation of protein and
mRNA levels of FoxM1 and effects on down stream
genes, Cdc25B phosphatase, Survivin, cyclin B, Aurora
B kinase, and CENPB. Siomycin A was shown to
reduce anchorage-independent growth of cells in soft
agar. Moreover, in vitro assays found Siomycin A was
able to selectively induce apoptosis of transformed but
not normal cells.5-7
References
1. Tokura, K., et al., Water-soluble Siomycin
derivatives. Preparation, chemical structures and
biological properties of half- esters of the peptide
antibiotic. J. Antibiotics, 34, 800-810 (1981).
2. Wakisaka, Y., et al., Fermentative preparation of
S35-Siomycin, A sulfur-containing peptide antibiotic.
J. Antibiotics, 26, 104-106 (1973).
3. Yagi, S., et al., Stimulative effect of elemental sulfur
of Siomycin production by Streptomyces sioyaensis.
Appl. Microbiol., 22, 153-156 (1971).
4. Ueno, M., et al., Suppressive effect of antibiotic
Siomycin on antibody production. J. Antibiotics, 57,
590-596 (2004).
5. Radhakrishnan, S.K., et al., Identification of a
chemical inhibitor of the oncogenic transcription
factor Forkhead box M1. Cancer Res., 66, 97319734 (2006).
6. Bhat, U.G., et al., Novel anticancer compounds
induce apoptosis in melanoma cells. Cell Cycle, 7,
1851-1855 (2008).
7. Gartel, A.L., FoxM1 inhibitors as potential anticancer
drugs. Informa Pharmac. Sci., Expert Opin. Ther.
Targets, 12, 663-665 (2008).
DWF,KAA,MAM 09/10-1
Purity: ≥98% (HPLC)
Sigma brand products are sold through Sigma-Aldrich, Inc.
Sigma-Aldrich, Inc. warrants that its products conform to the information contained in this and other Sigma-Aldrich publications. Purchaser
must determine the suitability of the product(s) for their particular use. Additional terms and conditions may apply. Please see reverse side of
the invoice or packing slip.