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Merck

V9389

Violacein

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

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A propos de cet article

Formule empirique (notation de Hill) :
C20H13N3O3
Numéro CAS:
548-54-9
Poids moléculaire :
343.34
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
>98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC)
Quality level:
200

Principaux documents

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Nom du produit

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

Catégories apparentées

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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000436153
0000436153
0000425888
0000425888
0000415099

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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
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
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
Recent research advances on Chromobacterium violaceum
Kothari V, et al.
Asian Pacific Journal of Tropical Biomedicine, 10(8), 744-752 (2017)
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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