6,6'-Dibromoindigo is a major component of the historic pigment Tyrian purple, arguably the most famous dye of antiquity. Over the last century, chemists have been interested in developing practical syntheses of the compound We describe herein a new, reasonably simple and efficient synthesis of Tyrian purple which opens the way to the production of large quantities of the dye with minimal hazards and at low cost.
Download full-text PDF |
Source |
---|---|
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257764 | PMC |
http://dx.doi.org/10.3390/molecules15085561 | DOI Listing |
J Mol Graph Model
January 2025
Department of Chemistry, Turabah University College, Taif University, P.O. Box 11099, Taif, 21944, Saudi Arabia.
In this research, molecular modification is employed to see the enhancement in the efficiency of Tyrian Purple (TP), a natural dye, for organic photovoltaic materials. By using Density Functional Theory (DFT) based molecular modeling, seven new structures are designed with pi spacer to extend electron donor moieties. Teheir Frontier Molecular Orbital (FMO) analysis demonstartes their charges with a similar pattern of distributions over their Highest Occupied and Lowed Unocuupied Molecular Orbitals (HOMO/lUMO).
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2024
Technical University of Munich, TUM School of Natural Sciences, Physics Department E20, James Franck Strasse 1, 85748, Garching, Germany.
Natural products are attractive components to tailor environmentally friendly advanced new materials. We present surface-confined metallosupramolecular engineering of coordination polymers using natural dyes as molecular building blocks: indigo and the related Tyrian purple. Both building blocks yield identical, well-defined coordination polymers composed of (1 dehydroindigo : 1 Fe) repeat units on two different silver single crystal surfaces.
View Article and Find Full Text PDFMetab Eng
January 2024
Shenzhen Key Laboratory for the Intelligent Microbial Manufacturing of Medicines, CAS Key Laboratory of Quantitative Engineering Biology, Center for Synthetic Biochemistry, Shenzhen Institute of Synthetic Biology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, 518055, China; School of Life Sciences, Inner Mongolia University, Hohhot, 150100, China. Electronic address:
Tyrian purple (6,6'-Dibromoindigo) is an ancient precious dye, which possesses remarkable properties as a biocompatible semiconductor material. Recently, biosynthesis has emerged as an alternative for the sustainable production of Tyrian purple from a natural substrate. However, the selectivity issue in enzymatic tryptophan (Trp) and bromotryptophan (6-Br-Trp) degradation was an obstacle for obtaining high-purity Tyrian purple in a single cell biosynthesis.
View Article and Find Full Text PDFJ Mol Graph Model
November 2023
Research Center for Advanced Materials Science (RCAMS), King Khalid University, Abha 61514, P. O. Box 9004, Saudi Arabia; Department of Chemistry, Faculty of Science, King Khalid University, Abha 61413, P.O. Box 9004, Saudi Arabia.
A series of new organic dyes (T1-T6) with nonfullerene acceptors have been theoretically designed around the chemical structure of tyrian purple (T) natural dye. For their ground state energy parameters, all the molecular geometries of those dyes were optimized by density functional theory (DFT) at its Becke, 3-parameter, Lee-Yang-Parr (B3LYP) level of theory with 6-31G+(d,p) basis sets. When benchmarking against several long range and range separated levels of theory, the Coulomb attenuated B3LYP (CAM-B3LYP) produced most accurate absorption maxima (λ) value to that of T so it was further employed for further Time dependent DFT (TD-DFT) calculations.
View Article and Find Full Text PDFInt J Mol Sci
May 2023
Department of Physics and Biophysics, Poznań University of Life Science, 60-637 Poznań, Poland.
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!