P0103
Prodigiosin hydrochloride
from Serratia marcescens, ≥98% (HPLC), powder
Sinónimos:
2,2′-Bi-1H-Pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl, 2-Methyl-3-amyl-6-methoxyprodigiosene
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About This Item
Fórmula empírica (notación de Hill):
C20H25N3O · HCl
Número de CAS:
Peso molecular:
359.89
UNSPSC Code:
12352200
NACRES:
NA.32
Productos recomendados
biological source
Serratia marcescens
Quality Level
assay
≥98% (HPLC)
form
powder
solubility
DMSO: soluble
H2O: insoluble
acetonitrile: soluble
chloroform: soluble
methanol: soluble
shipped in
wet ice
storage temp.
−20°C
General description
Prodigiosin is a red pigment with common pyrrolyl pyrromethene skeleton and is biosynthesized by Serratia marcescens and other bacteria.
Biochem/physiol Actions
Prodigiosin (PG) exhibits antibacterial, anticancer, cytotoxic, immunosuppressive and antiproliferative activities. Prodigiosin stimulates apoptosis in hematopoietic cancer cells and in cells derived from other human cancers, such as gastric and colon, with no marked toxicity in nonmalignant cell lines. In addition, prodigiosin also has p53-independent anti-proliferative activity. Experimental studies show that prodigiosin promotes various cellular processes such as cell shrinkage, chromatin condensation, restructuring of actin microfilament network and detachment of cells from the cell culture substrate. Different targets and mechanisms of action were described for prodigiosin, including induction of single- and double stranded DNA breaks modulation of pH, regulation of mitogen-activated protein kinase, and inhibition of cell cycle progression.
Prodigiosin, a tripyrrole red pigment biosynthesized by Serratia marcescens and other bacteria, exhibits antibacterial, anticancer, cytotoxic, immunosuppressive, and antiproliferative activities. Prodigiosin induces apoptosis in hematopoietic cancer cells and cells derived from other human cancers, including gastric and colon with no marked toxicity in nonmalignant cell lines. Morphological analysis of prodigiosin-treated cells demonstrated that prodigiosin induces cell shrinkage, chromatin condensation, reorganization of actin microfilament architecture, and detachment of cells from the cell culture substrate. Different targets and mechanisms of action are described for prodigiosin, including induction of single- and double-strand DNA breaks, modulation of pH, regulation of mitogen-activated protein kinase, and inhibition of cell cycle progression.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The prodigiosins, proapoptotic drugs with anticancer properties.
Perez-Tomas R
Biochemical Pharmacology, 66(8), 1447-1452 (2003)
Purification and characterization of prodigiosin produced by integrated bioreactor from Serratia sp. KH-95.
Song MJ
Journal of Bioscience and Bioengineering, 101(2), 157-161 (2006)
Prodigiosin from the supernatant of Serratia marcescens induces apoptosis in haematopoietic cancer cell lines.
Montaner B
British Journal of Pharmacology, 131(3), 585-593 (2000)
Beatriz Montaner et al.
Annals of the New York Academy of Sciences, 973, 246-249 (2002-12-18)
Prodigiosin (PG) is an active component of bacterial origin, with reported apoptotic effects. We examined the activation of caspases-9, -8, and -3 in PG-treated Jurkat cells in a dose-response study. These caspases were activated in apoptotic cells, as judged by
T-cell specific immunosuppression by prodigiosin isolated from Serratia marcescens.
Han SB
International Journal of Immunopharmacology, 20(1-3), 1-13 (1998)
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