Reactions of anionic porphyrin with group 11 elements: a spectrophotometric and electrospray ionization mass spectrometry study

Giovannetti, Rita; Bartocci, Vito; Pucciarelli, Filippo; Ricciutelli, Massimo

doi:10.1016/j.talanta.2003.12.036

Cited by 16 publications

(7 citation statements)

References 24 publications

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“…36, 47 The copper chlorin presents a different chromophore with distinct photophysical properties. In particular, metallochlorins are known to alter the fluorescence properties (mainly fluorescence quenching).…”

Section: Resultsmentioning

confidence: 99%

Selective time-resolved binding of copper(ii) by pyropheophorbide-a methyl ester

Ghosh

Saleh

Nau

2010

Photochem Photobiol Sci

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The complexation behavior of pyropheophorbide-a methyl ester (PPME) with transition metal ions as well as other biologically relevant metal ions has been investigated in water-DMF (2 : 1 v/v) solution. PPME was found to selectively complex Cu(2+) ions, which leads to a distinct change in its absorption spectrum as well as efficient fluorescence quenching. The degree of fluorescence quenching by Cu(2+) depended on concentration and time. Upon addition of Cu(2+), the fluorescence showed a time-resolved decay on the time scale of minutes to hours, with the decay rate being dependent on the cation concentration. Fitting according to a bimolecular reaction rate law provided a rate constant of 650 +/- 90 M(-1) s(-1) at 298 K for metallochlorin formation. The potential implications of Cu(2+) binding for the use of PPME in photodynamic therapy are discussed, along with its use as a fluorescent sensor for detection of micromolar concentrations of Cu(2+).

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Section: Resultsmentioning

confidence: 99%

Selective time-resolved binding of copper(ii) by pyropheophorbide-a methyl ester

Ghosh

Saleh

Nau

2010

Photochem Photobiol Sci

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“…Metalloporphyrins have broad catalytic properties since they can interact with several molecular species through their axial positions, as demonstrated by their numerous applications in chemical analysis. Several porphyrins are useful as spectrophotometric reagents for quantitative analyses of a variety of metal ions [233][234][235][236] and as active materials for electroanalysis and electrochemical biosensors. Metalloporphyrins are also used on potentiometric sensors, a process that exploits selective binding events to transduce the analytic ionic activity of a solution into a potential readout.…”

Section: Applications Of Porphyrins As Vector Control and Biosensorsmentioning

confidence: 99%

Porphyrin Derivative Nanoformulations for Therapy and Antiparasitic Agents

et al. 2020

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Porphyrins and analogous macrocycles exhibit interesting photochemical, catalytic, and luminescence properties demonstrating high potential in the treatment of several diseases. Among them can be highlighted the possibility of application in photodynamic therapy and antimicrobial/antiparasitic PDT, for example, of malaria parasite. However, the low efficiency generally associated with their low solubility in water and bioavailability have precluded biomedical applications. Nanotechnology can provide efficient strategies to enhance bioavailability and incorporate targeted delivery properties to conventional pharmaceuticals, enhancing the effectiveness and reducing the toxicity, thus improving the adhesion to the treatment. In this way, those limitations can be overcome by using two main strategies: (1) Incorporation of hydrophilic substituents into the macrocycle ring while controlling the interaction with biological systems and (2) by including them in nanocarriers and delivery nanosystems. This review will focus on antiparasitic drugs based on porphyrin derivatives developed according to these two strategies, considering their vast and increasing applications befitting the multiple roles of these compounds in nature.

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“…ESI-MS detection of porphyrin-chelated Cu, Ag and Au [15], however, was not applicable to the quantification of them because the porphyrin reacted with Cu quite slowly, it required five times Ag to form a complex with Ag and it produced not a complex but only colloidal substance with Au, respectively. In another ESI-MS work, an EDTA complex of Cu was reported but it could not be used practically because the limit of detection (LOD) of Cu was 1 M, i.e., 63 gl -1 , and that was equal to one tenth of normal serum Cu level [16], although the chelate complex contributed to increase m/z value in MS detection from 63 of Cu to 354 of Cu(H 3 EDTA) + .…”

Section: Introductionmentioning

confidence: 99%

Simultaneous determination of coinage metals, copper, silver, and gold in tissues using electrospray ionization tandem mass spectrometry

et al. 2012

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A rapid and sensitive mass spectrometric method was developed for the simultaneous determination of coinage metals such as copper (Cu), silver (Ag) and gold (Au). The metals in a wet ashed tissue solution were complexed with diethyldithiocarbamate (DDC; C 4 H 10 NCS 2) and were extracted together with isoamyl alcohol. After the acidification of the extract with oxalic acid, metals were quantified using their product ions, Cu(DDCH) + , Ag(DDCH) + and Au(DDCH) + that derived from the precursor ions Cu(DDC) 2 + , Ag(DDC) 2 + and Au(DDC) 2 + , respectively, by electrospray ionization tandem mass spectrometry. The limits of detection were 0.6, 0.3 and 1 gl-1 for Cu, Ag and Au and the quantification ranges were 2-100, 1-100 and 3-100 gl-1 for Cu, Ag and Au, respectively. Cu levels in spontaneously hypertensive osteogenic disorder rats at 6 weeks old and at 30 weeks old were found to be 1.8 times and 5.1 times those of the normotensive osteogenic disorder rats, respectively, when using wet-ashed kidney solutions diluted to 1,000 fold.

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Reactions of anionic porphyrin with group 11 elements: a spectrophotometric and electrospray ionization mass spectrometry study

Cited by 16 publications

References 24 publications

Selective time-resolved binding of copper(ii) by pyropheophorbide-a methyl ester

Selective time-resolved binding of copper(ii) by pyropheophorbide-a methyl ester

Porphyrin Derivative Nanoformulations for Therapy and Antiparasitic Agents

Simultaneous determination of coinage metals, copper, silver, and gold in tissues using electrospray ionization tandem mass spectrometry

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