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V9389

Sigma-Aldrich

Violacein

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

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About This Item

Formule empirique (notation de Hill):
C20H13N3O3
Numéro CAS:
548-54-9
Poids moléculaire :
343.34
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Nom du produit

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

Niveau de qualité

200

Essai

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

Solubilité

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

Température de stockage

2-8°C

Chaîne SMILES 

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-

Clé InChI

XAPNKXIRQFHCHN-AQTBWJFISA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000308074
0000245676
0000238580
0000187084
0000177956

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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
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
Recent research advances on Chromobacterium violaceum
Kothari V, et al.
Asian Pacific Journal of Tropical Biomedicine, 10(8), 744-752 (2017)
A robust gene-stacking method utilizing yeast assembly for plant synthetic biology
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Microbial Production of Violacein and Process Optimization for Dyeing Polyamide Fabrics With Acquired Antimicrobial Properties
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