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Bio-conjugated Organic Chromophores for the Building-Up of Supramolecular Architectures and Sensors

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (30 October 2023) | Viewed by 1890

Special Issue Editors


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Guest Editor
ChiBioFarAm Department, University of Messina, 98166 Messina, Italy
Interests: organic synthesis; luminescent probes; carbohydrates; bioactive compounds; oligo phenylene ethynylene; sulfenic acids
Special Issues, Collections and Topics in MDPI journals

E-Mail Website
Guest Editor
ChiBioFarAm Department, University of Messina, 98166 Messina, Italy
Interests: organic synthesis; luminescent probes; carbohydrates; BODIPY; curcumin; sulfenic acids
Special Issues, Collections and Topics in MDPI journals

E-Mail Website
Guest Editor
ChiBioFarAm Department, University of Messina, 98166 Messina, Italy
Interests: organic synthesis; luminescent probes; spectroscopic characterization; porphyrin; aggregation
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

The synthesis of biocompatible organic chromophores is a topic that is becoming increasingly popular in the scientific community, and combining them with bioinspired tools is an efficient method to help their tolerability and biological targeting. The tendency of these kinds of probes to intermolecularly interact through non-covalent bonds is the driving force for generating new supramolecular aggregates that are useful in drug delivery, cellular targeting and for the building up new bioinspired supramolecular materials. Moreover, the introduction of suitable reaction sites -, e.g., pH-responsive or redox-active functional groups in the conjugate backbone is a key tool for the use of a single chromophore and/or of the corresponding supramolecular architectures in the fields of organic sensors.

Authors proposing scientific studies regarding the organic synthesis of new biocompatible probes and their application in the above-mentioned fields are strongly encouraged to participate in the preparation of this Special Issue.

Prof. Dr. Anna Barattucci
Prof. Dr. Paola Bonaccorsi
Dr. Chiara Maria Antonietta Gangemi
Guest Editors

Manuscript Submission Information

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Keywords

  • organic synthesis
  • supramolecular aggregates
  • luminescence
  • biocompatibility
  • organic probes

Published Papers (2 papers)

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Research

14 pages, 2155 KiB  
Article
Interaction of Aromatic Amino Acids with Metal Complexes of Tetrakis-(4-Sulfonatophenyl)Porphyrin
by Roberto Zagami, Maria Angela Castriciano, Mariachiara Trapani, Andrea Romeo and Luigi Monsù Scolaro
Molecules 2024, 29(2), 472; https://doi.org/10.3390/molecules29020472 - 18 Jan 2024
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Abstract
The interaction of a series of metal derivatives of 5, 10, 15, 20-tetrakis(4-sulfonato-phenyl)porphyrin (MTPPS4, M = Cu(II), Pt(II), Ni(II), Zn(II) and Co(II)), including the metal free porphyrin (TPPS4), with the aromatic amino acids L-tryptophan (L-Trp), L-and D-phenylalanine [...] Read more.
The interaction of a series of metal derivatives of 5, 10, 15, 20-tetrakis(4-sulfonato-phenyl)porphyrin (MTPPS4, M = Cu(II), Pt(II), Ni(II), Zn(II) and Co(II)), including the metal free porphyrin (TPPS4), 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. Full article
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9 pages, 2193 KiB  
Communication
Binaphthyl-Based Chiral Macrocyclic Hosts for the Selective Recognition of Iodide Anions
by Zong-Cheng Wang, Ying-Zi Tan, Lin-Li Tang and Fei Zeng
Molecules 2023, 28(12), 4784; https://doi.org/10.3390/molecules28124784 - 15 Jun 2023
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Abstract
In this study, we explorethe synthesis of binaphthyl-based chiral macrocyclic hosts for the first time. They exhibited the selective recognition abilities of iodide anions which can be favored over those of other anions (AcO, NO3, ClO4 [...] Read more.
In this study, we explorethe synthesis of binaphthyl-based chiral macrocyclic hosts for the first time. They exhibited the selective recognition abilities of iodide anions which can be favored over those of other anions (AcO, NO3, ClO4, HSO4, Br, PF6, H2PO4, BF4, and CO3F3S), as confirmed by UV-vis, HRMS, and 1H NMR spectroscopy experiments, as well as DFT calculations. Neutral aryl C–H···anion interactions play an important role in the formation complexes. The recognition process can be observed by the naked eye. Full article
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