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Merck

V9389

Sigma-Aldrich

Violacein

from Janthinobacterium lividum, >98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC), powder, anticancer

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About This Item

Empirische Formel (Hill-System):
C20H13N3O3
CAS-Nummer:
Molekulargewicht:
343.34
UNSPSC-Code:
12352200
NACRES:
NA.77

Produktbezeichnung

Violacein from Janthinobacterium lividum, >98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC)

Qualitätsniveau

Assay

>98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC)

Löslichkeit

H2O: insoluble
acetone: soluble
ethanol: soluble
methanol: soluble

Lagertemp.

2-8°C

SMILES String

N1C(=C\C(=C4/c5c(cccc5)NC/4=O)\C1=O)c2c3c([nH]c2)ccc(c3)O

InChI

1S/C20H13N3O3/c24-10-5-6-15-12(7-10)14(9-21-15)17-8-13(19(25)23-17)18-11-3-1-2-4-16(11)22-20(18)26/h1-9,21,24H,(H,22,26)(H,23,25)/b18-13-

InChIKey

XAPNKXIRQFHCHN-AQTBWJFISA-N

Allgemeine Beschreibung

Violacein from Janthinobacterium lividum is used as a colorant for natural and synthetic fabrics. It functions as a respiratory pigment and regulates tryptophan production. Violacein exhibits anti-protozoal activity.

Anwendung

Violacein from Janthinobacterium lividum has been used:
  • for cell culture assays
  • as a standard to determine the crude violacein concentration in ethanol extracts of D. violaceinigra str. NI28 cultures
  • as a standard to identify violacein in the leaf samples of Nicotiana

Biochem./physiol. Wirkung

Violacein, a violet pigment, is an indole derivative produced by various bacterial strains such as Chromobacterium violaceum, Janthinobacterium lividum, Chromobacterium lividum, and Pseudoalteromonas luteoviolacea. Violacein is a member of a novel class of cytotoxic drugs, which mediate apoptosis. Violacein exhibits antitumoral, antibacterial, antiulcerogenic, antileishmanial, and antiviral activities. Violacein and its β-cyclodextrin complexes trigger apoptosis and differentiation in HL60 leukemic cells. Violacein cytotoxicity is preceded by activation of caspase 8, transcription of NF-κB target genes, and p38-MAPK activation resembling TNF-α signal transduction.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Jerneja Ambrožič Avguštin et al.
Antonie van Leeuwenhoek, 103(4), 763-769 (2012-11-30)
A bacterial strain designated JA-1, related to Janthinobacterium lividum, was isolated from glacier ice samples from the island Spitsbergen in the Arctic. The strain was tested for phenotypic traits and the most prominent appeared to be the dark red brown
Joaquin Atalah et al.
Extremophiles : life under extreme conditions, 24(1), 43-52 (2019-07-22)
Violacein is an intensely purple pigment synthesized by various genera of bacteria that has been discovered to have a wide range of interesting biological activities which range from anticarcinogenic to antibacterial. One of the hindrances for its real-life application is
A robust gene-stacking method utilizing yeast assembly for plant synthetic biology
Shih PM, et al.
Nature Communications, 7, 13215-13215 (2016)
Recent research advances on Chromobacterium violaceum
Kothari V, et al.
Asian Pacific Journal of Tropical Biomedicine, 10(8), 744-752 (2017)
Clecio Dantas et al.
Analytical and bioanalytical chemistry, 405(4), 1293-1302 (2012-11-20)
In this work, the application of multivariate curve resolution-alternating least squares (MCR-ALS) is proposed for extracting information from multitechnique fused multivariate data (UV-VIS absorption, fluorescence, and liquid chromatography-mass spectrometry) gathered during the biosynthesis of violacein pigment. Experimental data sets were

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