meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride

meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride 5,10,15,20-Tetrakis(4-sulfonatophenyl)-21H,23H-porphine dihydrochloride CAS: 139050-15-0 MDL: MFCD00661071

SDS

Molecular weight: 1007.911 g/mol

Molecular Formula: C₄₄H₃₂Cl₂N₄O₁₂S

CAS Number: 139050-15-0

Storage: Store at room temperature, protected from light

Synonyms: 21H,23H-Porphinium, 5,10,15,20-tetrakis(4-sulfophenyl)-, chloride (1:2),5,10,15,20-Tetrakis(4-sulfophenyl)porphyrin-21,23-diium dichloride, 5,10,15,20-Tetrakis(4-sulfophenyl)porphyrin-21,23-diiumdichlorid, Dichlorure de 5,10,15,20-tétrakis(4-sulfophényl)porphyrine-21,23-diium, 139050-15-0, 5,10,15,20-Tetrakis(4-sulfonatophenyl)-21H,23H-porphine dihydrochloride, meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride, MFCD00661071

 Field of Interest: Self-assembly, Molecular Recognition, Photodynamic Therapy, FRET, J-Aggregates

Background: meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride is a synthetic porphyrin specialty chemical produced by Frontier Specialty Chemicals. A quantum dot FRET assembly containing meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride was shown to be an effective radiometric Zn(II) sensor.¹  Atomic Force microscopy was used to investigate the structure of J-aggregates formed by meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride.²  pH dependent exciton coupling was observed for self-assembled peptide-porphyrin complexes with meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride.³ meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride was used as a fluorescence based reporter of structural changes of human albumin induced by guanidine hydrochloride.⁴ In the presence of potassium iodide, meso-Tetra(4-sulfonatophenyl)porphine dihydrochloride is effective as a photosensitizer for antimicrobial photodynamic inactivation.⁵ 

References:   

1.) Liu, et al. QD-Biopolymer-TSPP Assembly as Efficient BiFRET Sensor for Ratiometric and Visual Detection of Zinc Ion. ACS Appl. Mater. Interfaces 2017, 9, 5, 4725–4732

2.) Rotomskis, et al. Hierarchical Structure of TPPS₄ J-Aggregates on Substrate Revealed by Atomic Force Microscopy. J. Phys. Chem. B 2004, 108, 9, 2833–2838

3.) Kuciauskas, et al. Self-Assembly of Peptide−Porphyrin Complexes Leads to pH-dependent Excitonic Coupling. J. Phys. Chem. B 2009, 113, 43, 14439–14447

4.) Andrade, et al. Tetrakis(4-sulfonatophenyl)porphyrin fluorescence as reporter of human serum albumin structural changes induced by guanidine hydrochloride. Journal of Photochemistry and Photobiology A: Chemistry. Volume 217, Issue 1, 1 January 2011, Pages 125-135

5.) Huang, et. al. Potentiation by potassium iodide reveals that the anionic porphyrin TPPS4 is a surprisingly effective photosensitizer for antimicrobial photodynamic inactivation. Journal of Photochemistry and Photobiology B: Biology Volume 178, January 2018, Pages 277-286