Effect of solvent and pH on the spectral characteristics of meso-tetrakis(p-hydroxyphenyl) porphyrin in dimethylformamide and dimethylformamide + water mixed solvents

Manna, Bidyut Kr.; Bera, Subhash Chandra; Rohatgi-Mukherjee, K.K.

doi:10.1016/0584-8539(94)00163-6

Cited by 25 publications

(15 citation statements)

References 14 publications

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“…The overcrowding thus created in the centre is responsible for the distortion of the ring structure of the planar porphyrin. This increased charge density in the core region transforms the spectrum to acid type expected for D 4h symmetry, associated to the enhancement intensity for band QI which is forbidden otherwise [9].…”

Section: Resultsmentioning

confidence: 97%

Synthesis and Spectroscopic Characterization of Meso-tetra (3-hydroxyphenyl) Porphyrin

Cretu¹,

Bucovicean²,

Armeanu³

et al. 2008

Rev. Chim.

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The preparation of compounds where functionality in the meso-position of the tetrapyrrolic ring is introduced during the formation of the porphyrin represents the main purpose of this work. The synthesis of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin (3-OHPP), by Adler method, implying reaction between m-hydroxybenzaldehyde/ pyrrole/ propionic anhydride at a molar ratio of 1/ 1/ 1, in large excess of propionic acid, as solvent, is presented. The hydroxy-porphyrin was isolated from the reaction mixture by precipitation with hexane and it was purified by column chromatography. The purity of the compound (3-OHPP) was certified by HPLC on polar KROMASIL SI 100 column, using as eluent hexane. The structure was elucidated by 1H-NMR, FT-IR, fluorescence and UV-vis analysis. Photophysical properties were studied by UV-vis, emission and excitation spectra performed in different solvents and in various acid pH-media. The obtained compound represents a precursor for new materials exhibiting opto-electronic properties, useful in PDT therapy and for further applications in solar energy conversion and catalysis.

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Section: Resultsmentioning

confidence: 97%

Synthesis and Spectroscopic Characterization of Meso-tetra (3-hydroxyphenyl) Porphyrin

Cretu¹,

Bucovicean²,

Armeanu³

et al. 2008

Rev. Chim.

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“…Generally,pHplays an important role in maintaining the stability,n ormal morphology,a nd function of cells and organisms.D ue to the spectral characteristics that change upon protonation/deprotonation of the pyrrole ring in porphyrins with ac hange in pH, [101] porphyrin-based MOFs could be used to construct pH sensors,showing great potential in pH monitoring,d isease diagnosis,a nd even evaluating therapeutic efficacy.In2013, Zhou et al reported for the first time Zr-based porphyrinic MOF PCN-225 and metalloporphyrinic MOF PCN-225(Zn) for pH sensing. [35b] Ther esults demonstrated that the fluorescence intensity of PCN-225 has astrong correlation with the pH of the solution in the range of pH 0-10.2.…”

Section: 4 Ph Sensingmentioning

confidence: 99%

Section: Biomedical Applications Of Porphyrin‐based Mofsmentioning

confidence: 99%

Porphyrin‐Based Metal–Organic Frameworks for Biomedical Applications

2020

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Porphyrins and porphyrin derivatives have been widely explored for various applications owing to their excellent photophysical and electrochemical properties. However, inherent shortcomings, such as instability and self‐quenching under physiological conditions, limit their biomedical applications. In recent years, metal–organic frameworks (MOFs) have received increasing attention. The construction of porphyrin‐based MOFs by introducing porphyrin molecules into MOFs or using porphyrins as organic linkers to form MOFs can combine the unique features of porphyrins and MOFs as well as overcome the limitations of porphyrins. This Review summarizes important synthesis strategies for porphyrin‐based MOFs including porphyrin@MOFs, porphyrinic MOFs, and composite porphyrinic MOFs, and highlights recent achievements and progress in the development of porphyrin‐based MOFs for biomedical applications in tumor therapy and biosensing. Finally, the challenges and prospects presented by this class of emerging materials for biomedical applications are discussed.

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“…Im Allgemeinen spielt der pH-Wert eine wichtige Rolle bei der Aufrechterhaltung der Stabilität, der Morphologie und der Zellfunktionen des Organismus.D urch einen veränderten pH-Wert, also durch Protonierung oder Deprotonierung,k çnnen die spektroskopischen Eigenschaften der Pyrrole in den Porphyrinringen verändert werden. [101] Dementsprechend kçnnen PMOFs eingesetzt werden, um pH-Sensoren zu entwickeln, welche außer zur Messung des pH-Werts ebenfalls fürdie Erkrankungsdiagnose oder gar fürdie Bewertung der therapeutischen Wirksamkeit eingesetzt werden. 2013 publizierten Zhou et al zum ersten Mal ein Zrbasiertes PMOF,P CN-225, und das metalloporphyrinische MOF PCN-225(Zn) fürd ie pH-Wert Sensorik.…”

Section: 4 Ph-sensorikunclassified