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AdipoGen Life Sciences
Prodigiosin
95
CHF
CHF 95.00
In stock
AG-CN2-0105-C250250 µgCHF 95.00
AG-CN2-0105-M0011 mgCHF 285.00
Product Details | |
---|---|
Synonyms | NSC 47147; BRN 4526727 |
Product Type | Chemical |
Properties | |
Formula |
C20H25N3O |
MW | 323.4 |
Merck Index | 14: 7767 |
CAS | 82-89-3 |
Source/Host Chemicals | Isolated from γ-proteobacterium strain MS-02-063. |
Purity Chemicals | ≥95% (HPLC) |
Appearance | Dark red solid. |
Solubility | Soluble in methanol, ethanol, chloroform, ethyl acetate, hexane, acetone or acetonitrile. Insoluble in water. |
InChi Key | SZXDNGVQRDTJSD-FOWTUZBSSA-N |
Smiles | CCCCCC1=C\C(=C/C2=C(OC)C=C(N2)C2=CC=CN2)N=C1C |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light. |
Use/Stability | Stable for at least 3 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Red-pigmented antibiotic [1].
- Antimalarial [2, 13].
- Immunosuppressive [3, 7, 11, 12].
- Apoptosis inducer [4-6, 15].
- Cytotoxic. Induces phosphorylation of p38-MAPK [8].
- Antimetastatic. Tumor invasion inhibitor [9].
- Induces p21WAF1/CIP1 expression [10].
- Anticancer compound [11, 12, 15].
- gp91(phox) and iNOS expression inhibitor [14].
- mTORC1 and mTORC2 complex inhibitor [16].
- Down-regulates SKP2 to induce p27(KIP1) stabilization [17].
- Blocking autophagosome-lysosome fusion [19].
Product References
- The Antibiotic Activity of Violacein, Prodigiosin, and Phthiocol: H.C. Lichstein & V.F. Van De Sand; J. Bacteriol. 52, 145 (1946)
- Antimalarial activity of prodigiosin: A.J. Castro; Nature 213, 903 (1967)
- T-cell specific immunosuppression by prodigiosin isolated from Serratia marcescens: S.B. Han, et al.; Int. J. Immunopharmacol. 20, 1 (1998)
- Prodigiosin from the supernatant of Serratia marcescens induces apoptosis in haematopoietic cancer cell lines: B. Montaner, et al.; Br. J. Pharmacol. 131, 585 (2000)
- Prodigiosin-induced apoptosis in human colon cancer cells: B. Montaner & R. Perez-Tomas; Life Sci. 68, 2025 (2001)
- Prodigiosin induces cell death and morphological changes indicative of apoptosis in gastric cancer cell line HGT-1: C. Diaz-Ruiz, et al.; Histol. Histopathol. 16, 415 (2001)
- Prodigiosin blocks T cell activation by inhibiting interleukin-2Ralpha expression and delays progression of autoimmune diabetes and collagen-induced arthritis: S.B. Han, et al.; JPET 299, 415 (2001)
- The cytotoxic prodigiosin induces phosphorylation of p38-MAPK but not of SAPK/JNK: B. Montaner & R. Perez-Tomas; Toxicol. Lett. 129, 93 (2002)
- Antimetastatic effect of prodigiosin through inhibition of tumor invasion: J. Zhang, et al.; Biochem. Pharmacol. 69, 407 (2005)
- The anticancer agent prodigiosin induces p21WAF1/CIP1 expression via transforming growth factor-beta receptor pathway: V. Soto-Cerrato, et al.; Biochem. Pharmacol. 74, 1340 (2007)
- Prodigiosins as anti cancer agents: living upto their name: R. Pandey, et al.; Curr. Pharm. Des. 15, 732 (2009)
- New insights on the antitumoral properties of prodiginines: R. Perez-Tomas & M. Vinas; Curr. Med. Chem. 17, 2222 (2010)
- Prodigiosin produced by Serratia marcescens NMCC46 as a mosquito larvicidal agent against Aedes aegypti and Anopheles stephensi: C.D. Patil, et al.; Parasitol. Res. 109, 1179 (2011)
- Prodigiosin inhibits gp91(phox) and iNOS expression to protect mice against the oxidative/nitrosative brain injury induced by hypoxia-ischemia: C.C. Chang, et al.; Toxicol. Appl. Pharmacol. 257, 137 (2011)
- Prodigiosin, the red pigment of Serratia marcescens, shows cytotoxic effects and apoptosis induction in HT-29 and T47D cancer cell lines: D. Dalili, et al; Nat. Prod. Res. 26, 2078 (2011)
- Identification of dual mTORC1 and mTORC2 inhibitors in melanoma cells: prodigiosin vs. obatoclax: M. Espona-Fiedler, et al.; Biochem. Pharmacol. 83, 489 (2012)
- Prodigiosin down-regulates SKP2 to induce p27(KIP1) stabilization and antiproliferation in human lung adenocarcinoma cells: H.Y. Hsieh, et al.; Br. J. Pharmacol. 166, 2095 (2012)
- Sensitivity of Bacillus oleronius, a bacterium that is associated with rosacea, to prodigiosin: M.V. Sayger, et al.; Science Matters (2020)
- Prodigiosin impairs autophagosome-lysosome fusion that sensitizes colorectal cancer cells to 5-fluorouracil-induced cell death: C. Zhao, et al.; Cancer Lett. 481, 15 (2020)