Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin
The interaction of a series of metal derivatives of 5, 10, 15, 20-<i>tetrakis</i>(4-sulfonato-phenyl)porphyrin (MTPPS<sub>4</sub>, M = Cu(II), Pt(II), Ni(II), Zn(II) and Co(II)), including the metal free porphyrin (TPPS<sub>4</sub>), with the aromatic amino acids...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/2/472 |
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| author | Roberto Zagami Maria Angela Castriciano Mariachiara Trapani Andrea Romeo Luigi Monsù Scolaro |
| author_facet | Roberto Zagami Maria Angela Castriciano Mariachiara Trapani Andrea Romeo Luigi Monsù Scolaro |
| author_sort | Roberto Zagami |
| collection | DOAJ |
| description | The interaction of a series of metal derivatives of 5, 10, 15, 20-<i>tetrakis</i>(4-sulfonato-phenyl)porphyrin (MTPPS<sub>4</sub>, M = Cu(II), Pt(II), Ni(II), Zn(II) and Co(II)), including the metal free porphyrin (TPPS<sub>4</sub>), with the aromatic amino acids L-tryptophan (L-Trp), L-and D-phenylalanine (L-and D-Phe) and L-histidine (L-His) have been investigated through UV/Vis spectroscopy. The amino acid L-serine (L-Ser) has been included as reference compound. The spectroscopic changes induced by adding the amino acids have been exploited to evaluate the extent of interaction between the molecular components in the supramolecular adducts. The binding constants have been estimated for most of the investigated systems, assuming a simple 1:1 equilibrium. The bathochromic shifts of the B-bands, the extent of hypochromicity and the binding constants have been analyzed through two chemical descriptors. All the data point to the important role played by the steric hindrance introduced by axial ligands coordinated to the metal ions and to the degree of hydrophobicity and size of the aromatic moiety in the amino acids. |
| first_indexed | 2024-03-08T09:48:51Z |
| format | Article |
| id | doaj.art-87a9e47dce7e4e6295d835bb8b259eb5 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-08T09:48:51Z |
| publishDate | 2024-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-87a9e47dce7e4e6295d835bb8b259eb52024-01-29T14:08:53ZengMDPI AGMolecules1420-30492024-01-0129247210.3390/molecules29020472Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)PorphyrinRoberto Zagami0Maria Angela Castriciano1Mariachiara Trapani2Andrea Romeo3Luigi Monsù Scolaro4Dipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed Ambientali, University of Messina, V. le F. Stagno D’Alcontres, 31, 98166 Messina, ItalyDipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed Ambientali, University of Messina, V. le F. Stagno D’Alcontres, 31, 98166 Messina, ItalyCNR—ISMN Istituto per lo Studio dei Materiali Nanostrutturati c/o Dipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed Ambientali, University of Messina, V. le F. Stagno D’Alcontres, 31, 98166 Messina, ItalyDipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed Ambientali, University of Messina, V. le F. Stagno D’Alcontres, 31, 98166 Messina, ItalyDipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed Ambientali, University of Messina, V. le F. Stagno D’Alcontres, 31, 98166 Messina, ItalyThe interaction of a series of metal derivatives of 5, 10, 15, 20-<i>tetrakis</i>(4-sulfonato-phenyl)porphyrin (MTPPS<sub>4</sub>, M = Cu(II), Pt(II), Ni(II), Zn(II) and Co(II)), including the metal free porphyrin (TPPS<sub>4</sub>), with the aromatic amino acids L-tryptophan (L-Trp), L-and D-phenylalanine (L-and D-Phe) and L-histidine (L-His) have been investigated through UV/Vis spectroscopy. The amino acid L-serine (L-Ser) has been included as reference compound. The spectroscopic changes induced by adding the amino acids have been exploited to evaluate the extent of interaction between the molecular components in the supramolecular adducts. The binding constants have been estimated for most of the investigated systems, assuming a simple 1:1 equilibrium. The bathochromic shifts of the B-bands, the extent of hypochromicity and the binding constants have been analyzed through two chemical descriptors. All the data point to the important role played by the steric hindrance introduced by axial ligands coordinated to the metal ions and to the degree of hydrophobicity and size of the aromatic moiety in the amino acids.https://www.mdpi.com/1420-3049/29/2/472porphyrinsamino acidssupramolecular adductshydrophobicity |
| spellingShingle | Roberto Zagami Maria Angela Castriciano Mariachiara Trapani Andrea Romeo Luigi Monsù Scolaro Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin Molecules porphyrins amino acids supramolecular adducts hydrophobicity |
| title | Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin |
| title_full | Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin |
| title_fullStr | Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin |
| title_full_unstemmed | Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin |
| title_short | Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin |
| title_sort | interaction of aromatic amino acids with metal complexes of tetrakis 4 sulfonatophenyl porphyrin |
| topic | porphyrins amino acids supramolecular adducts hydrophobicity |
| url | https://www.mdpi.com/1420-3049/29/2/472 |
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