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Documenti fondamentali

323497

Sigma-Aldrich

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

Dye content 90 %

Sinonimo/i:

meso-Tetra(N-methyl-4-pyridyl)porphine tetratosylate salt, TMPyP

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About This Item

Formula empirica (notazione di Hill):
C72H66N8O12S4
Numero CAS:
Peso molecolare:
1363.60
Beilstein:
6049195
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.23

Stato

powder

Composizione

Dye content, 90%

Solubilità

water: soluble 50 mM(lit.)

λmax

421 nm

Stringa SMILE

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-;;;;
AKZFRMNXBLFDNN-GVHKZQBISA-K

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Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Yuangang Li et al.
Small (Weinheim an der Bergstrasse, Germany), 10(14), 2776-2781 (2014-03-26)
Organic nanofibers are formed by simple ionic co-assembly of positively charged porphyrin (electron donor) and negatively charged perylenediimide (electron acceptor) derivatives in aqueous solution. Two kinds of electron transfer routes between electron donor and electron acceptor under light excitation in
Ariane Felgenträger et al.
Journal of biomedical optics, 18(4), 045002-045002 (2013-04-05)
Singlet oxygen (¹O₂) is an important reactive intermediate in photodynamic reactions, particularly in antimicrobial PDT (aPDT). The detection of ¹O₂ luminescence is frequently used to elucidate the role of ¹O₂ in various environments, particularly in microorganisms and human cells. When
Ting-xiu Ye et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 86, 467-471 (2011-11-29)
In this study, the noncovalent functionalization of graphene with cationic porphyrins in an aqueous medium was investigated using UV-vis and fluorescence approaches. To characterize the interaction between graphene and cationic porphyrins, 5,10,15,20-tetra (4-pyridyl)-21H,23H-porphine, 5,10,15,20-tetrakis (1-methyl-4-pyridinio) porphyrin tetra (p-toluenesulfonate) and 5,10,15,20-tetrakis
Sharif M Abdelghany et al.
Biomacromolecules, 14(2), 302-310 (2013-01-19)
meso-Tetra(N-methyl-4-pyridyl) porphine tetra tosylate (TMP) is a photosensitizer that can be used in photodynamic therapy (PDT) to induce cell death through generation of reactive oxygen species in targeted tumor cells. However, TMP is highly hydrophilic, and therefore, its ability to
Aleksandra Wojcik et al.
ACS nano, 4(11), 6697-6706 (2010-10-30)
Photoexcited cationic 5,10,15,20-tetrakis(1-methyl-4-pyridinio)porphyrin tetra(p-toluenesulfonate) (TMPyP) undergoes charge-transfer interaction with chemically reduced graphene oxide (RGO). Formation of the ground-state TMPyP-RGO complex in solution is marked by the red-shift of the porphyrin absorption band. This complexation was analyzed by Benesi-Hildebrand plot. Porphyrin

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