V9389

Violacein

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

• 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)

Properties

• Product Name: Violacein from Janthinobacterium lividum, >98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC)
• Quality Segment: 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)