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V9389

Violacein

Name: Violacein
Brand: SIGMA

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

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₃N₃O₃

CAS Number:

548-54-9

Molecular Weight:

343.34

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

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

Quality level:

200

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Product Name

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

Quality Level

200

assay

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

solubility

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

storage temp.

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-

InChI key

XAPNKXIRQFHCHN-AQTBWJFISA-N

Related Categories

Bioactive Small Molecules

General description

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.

Application

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 Actions

Violacein is a member of a novel class of cytotoxic drugs, which mediate apoptosis. Violacein exhibits antitumoral, antibacterial, antiulcerogenic, antileishmanial, and antiviral activities.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000436153

0000425888

0000415099

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Violacein induces death of resistant leukaemia cells via kinome reprogramming, endoplasmic reticulum stress and Golgi apparatus collapse.

Karla C S Queiroz et al.

PloS one, 7(10), e45362-e45362 (2012-10-17)

It is now generally recognised that different modes of programmed cell death (PCD) are intimately linked to the cancerous process. However, the mechanism of PCD involved in cancer chemoprevention is much less clear and may be different between types of

Exploring in vivo violacein biosynthesis by application of multivariate curve resolution on fused UV-VIS absorption, fluorescence, and liquid chromatography-mass spectrometry data.

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

Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.

Yee Meng Chong et al.

Journal of natural products, 74(10), 2261-2264 (2011-09-14)

A methanol-soluble extract of the bark of Myristica cinnamomea was found to exhibit anti-quorum sensing activity, and subsequent bioassay-guided isolation led to the identification of the active compound malabaricone C (1). Compound 1 inhibited violacein production by Chromobacterium violaceum CV026

Isolation and characterization of a novel violacein-like pigment producing psychrotrophic bacterial species Janthinobacterium svalbardensis sp. nov.

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

Isolation and characterization of violacein from an Antarctic Iodobacter: a non-pathogenic psychrotolerant microorganism.

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

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Global Trade Item Number

SKU	GTIN
V9389-1MG	04061826694831

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