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Prodigiosin

ALX-380-321

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NADPH oxidase inhibitor

Antibacterial, antifungal, cytotoxic and antialgal activity. Has been shown to inhibit NADPH oxidase activation in macrophages. Induces apoptosis by phosphorylation of p38 MAP kinase. Additionally, inhibits the association of p47-phox and Rac (NADPH oxidase cytosolic components) to the plasma membrane in macrophages.

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Product Details

Alternative Name	Prodigiosine, 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2’-bi[1H-pyrrole]
Appearance	Yellow to dark red solid.
CAS	82-89-3
Couple Target	NADPH oxidase
Couple Type	Inhibitor
Formula	C₂₀H₂₅N₃O
MI	14: 7767
MW	323.4
Purity	≥95% (HPLC)
Solubility	Soluble in dioxane, pyridine, methylene chloride, hexane, chloroform or methanol; insoluble in water.
Source	Isolated from Serratia marcescens.

Handling & Storage

Use/Stability	As indicated on product label or CoA when stored as recommended.
Handling	Protect from light.
Long Term Storage	-20°C
Shipping	Ambient Temperature

Regulatory Status	RUO – Research Use Only

A prodigiosin analogue inactivates NADPH oxidase in macrophage cells by inhibiting assembly of p47phox and Rac: T. Nakashima, et al.; J. Biochem. 143, 107 (2008), Abstract
Producing mechanism of an algicidal compound against red tide phytoplankton in a marine bacterium gamma-proteobacterium: T. Nakashima, et al.; Appl. Microbiol. Biotechnol. 73, 684 (2006), Abstract
Mode of action of an antialgal agent produced by a marine gammaproteobacterium against Chattonella marina: T. Nakashima, et al.; Aquat. Microb. Ecol. 45, 255 (2006), Abstract — Full Text
Evaluation of the anti-Trichophyton activity of a prodigiosin analogue produced by gamma-proteobacterium, using stratum corneum epidermis of the Yucatan micropig: T. Nakashima, et al.; J. Infect. Chemother. 11, 123 (2005), Abstract
Characterization of bacterium isolated from the sediment at coastal area of Omura Bay in Japan and several biological activities of pigment produced by this isolate: T. Nakashima, et al.; Microbiol. Immunol. 49, 407 (2005), Abstract
Apoptosis-mediated cytotoxicity of prodigiosin-like red pigment produced by gamma-Proteobacterium and its multiple bioactivities: T. Nakashima, et al.; Biol. Pharm. Bull. 28, 2289 (2005), Abstract

Last modified: May 29, 2024

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Prodigiosin

ALX-380-321

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