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: 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.[1] 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.[1] Nanostructured catalyst of platinum nanoparticles supported on TMPyP functionalized graphene is prepared by hydrothermal polyol process.[2] TMPyP is reported to show excellent ¹O₂ luminescence signals on incubation with the fungus, Candida albicans.[3] On photoexcitation, TMPyP undergoes charge-transfer interaction with chemically reduced graphene oxide.[4] It is also reported to be a promising photodynamic therapy photosensitizer.[5]

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.[6] 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.[7] 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.[8]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves