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ProductsBack/Prodigiosin [82-89-3]
Chemical Structure
Chemical Structure
Chemical Structure

Prodigiosin [82-89-3]

Research Use Only
AG-CN2-0105
AdipoGen Life Sciences
CAS Number82-89-3
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Product group Chemicals
Estimated Purity>95%
Molecular Weight323.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Prodigiosin [82-89-3]
  • Delivery Days Customer
    10
  • CAS Number
    82-89-3
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Molecular Formula
    C20H25N3O
  • Molecular Weight
    323.4
  • Scientific Description
    Chemical. CAS: 82-89-3. Formula: C20H25N3O. MW: 323.4. Isolated from gamma-proteobacterium strain MS-02-063. Red-pigmented antibiotic. Antimalarial. Immunosuppressive. Apoptosis inducer. Cytotoxic. Induces phosphorylation of p38-MAPK. Antimetastatic. Tumor invasion inhibitor. Induces p21WAF1/CIP1 expression. Anticancer compound. gp91(phox) and iNOS expression inhibitor. mTORC1 and mTORC2 complex inhibitor. Down-regulates SKP2 to induce p27(KIP1) stabilization. - 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].
  • SMILES
    CCCCCC1=C\C(=C/C2=C(OC)C=C(N2)C2=CC=CN2)N=C1C
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

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)