3-[5-(1H-Indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one

Base Information

• Chemical Name: 3-[5-(1H-Indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one
• CAS No.: 5839-61-2
• Molecular Formula: C20H13N3O2
• Molecular Weight: 327.342
• Mol file: 5839-61-2.mol

Synonyms:

Chemical Property of 3-[5-(1H-Indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one

Chemical Property:

• Melting Point: >300 °C
• Boiling Point: 755.2±60.0 °C(Predicted)
• PKA: 10.33±0.40(Predicted)
• PSA: 73.99000
• Density: 1.466±0.06 g/cm3(Predicted)
• LogP: 3.51130

Purity/Quality:

99% ^*data from raw suppliers

Deoxyviolacein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Deoxyviolacein is a minor, more hydrophobic co-metabolite of violacein. While its presence has been long recognised in “purified” violacein, separation of deoxyviolacein has not been undertaken. Lack of availability has restricted more extensive investigation of deoxyviolacein. Deoxyviolacein is a minor, more hydrophobic co-metabolite of violacein, a useful bacterial pigment.

Technology Process of 3-[5-(1H-Indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one

There total 2 articles about 3-[5-(1H-Indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 2.5%

L-5-HTP (4350-09-8,4298-20-8) → Oxyviolacein (132185-16-1) + violacein (548-54-9) + Deoxyviolacein (5839-61-2)

Guidance literature:

fermentation in nutrient broth medium;

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → violacein (548-54-9) + Deoxyviolacein (5839-61-2)

Guidance literature:

In various solvent(s); at 25 ℃; for 48h; Product distribution; Mechanism; biosynthesis by Chromobacterium violaceum JCM 1249, pH = 7, yield of products increased by addition of tryptophan;

upstream raw materials:

L-Tryptophan

L-5-HTP

Refernces

• 1、 Hoshino, Tsutomu,Kondo, Tadao,Uchiyama, Takeo,Ogasawara, Nagahiro. "Biosynthesis of Violacein: a Novel Rearrangement in Tryptophan Metabolism with a 1,2-Shift of the Indole Ring". . p. 965 - 968. Retrieved 2007/10/02.