323497

5,10,15,20-Tetrakis(1-methyl-4-pyridinio)porphyrin tetra(p-toluenesulfonate)

Dye content 90 %

• Synonym(s): meso-Tetra(N-methyl-4-pyridyl)porphine tetratosylate salt, TMPyP
• Empirical Formula (Hill Notation): C₇₂H₆₆N₈O₁₂S₄
• CAS Number: 36951-72-1
• Molecular Weight: 1363.60
• Beilstein/REAXYS Number: 6049195
• MDL number: MFCD00013468
• UNSPSC Code: 12352103
• PubChem Substance ID: 24859370
• NACRES: NA.23

Properties

• form: powder
• composition: Dye content, 90%
• solubility: water: soluble 50 mM(lit.)
• λmax: 421 nm
• SMILES string: Cc1ccc(cc1)S([O-])(=O)=O.Cc2ccc(cc2)S([O-])(=O)=O.Cc3ccc(cc3)S([O-])(=O)=O.Cc4ccc(cc4)S([O-])(=O)=O.C[n+]5ccc(cc5)-c6c7ccc(n7)c(-c8cc[n+](C)cc8)c9ccc([nH]9)c(-c%10cc[n+](C)cc%10)c%11ccc(n%11)c(-c%12cc[n+](C)cc%12)c%13ccc6[nH]%13
• InChI: 1S/C44H37N8.4C7H8O3S/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31;4*1-6-2-4-7(5-3-6)11(8,9)10/h5-28H,1-4H3,(H,45,46,47,48);4*2-5H,1H3,(H,8,9,10)/q+3;;;;/p-3/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-;;;;
• InChI key: AKZFRMNXBLFDNN-GVHKZQBISA-K

Description

General description

5,10,15,20-Tetrakis(1-methyl-4-pyridinio)porphyrin tetra(p toluenesulfonate) (TMPyP) is a positively charged, two-photon dye, that can bind to DNA in cell cultures and affect the cell viability. Long term encapsulation of TMPyP by nanoparticles is reported to prevent the dye from direct contact with cells, but the dye can still kill the cells via singlet-oxygen production on exposure to infrared light. Nanostructured catalyst of platinum nanoparticles supported on TMPyP functionalized graphene is prepared by hydrothermal polyol process. TMPyP is reported to show excellent ¹O₂ luminescence signals on incubation with the fungus, Candida albicans. On photoexcitation, TMPyP undergoes charge-transfer interaction with chemically reduced graphene oxide. It is also reported to be a promising photodynamic therapy photosensitizer.

Application

5,10,15,20-Tetrakis(1-methyl-4-pyridinio)porphyrin tetra(p-toluenesulfonate) (TMPyP), a cationic porphyrin, was used to study the noncovalent functionalization of graphene with cationic porphyrins using UV–vis and fluorescence methods. TMPyP may be used as an optical indicator ligand in the preparation of multifunctional membrane for visual warning and enhanced adsorptive removal of cadmium ions in aqueous solutions. TMPyP was also used to fabricate the (TMPyP)- single-walled carbon nanotubes (SWNT)/sodium copper chlorophyllin-SWNT layer-by-layer film from noncovalently adsorbed composites.

Safety Information

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