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Thiosemicarbazone and hydrazone moieties were chosen because they are considered both proton-donor and proton-acceptor, which is an interesting feature in the design of chemosensors. The obtained compounds were tested for the recognition of organic and inorganic anions (such as AcO\u2212, F\u2212, Cl\u2212, Br\u2212, I\u2212, ClO4\u2212, CN\u2212, NO3\u2212, BzO\u2212, OH\u2212, H2PO4\u2212 and HSO4\u2212) and of alkaline, alkaline-earth, and transition metal cations, (such as Na+, K+, Cs+, Ag+, Cu+, Cu2+, Ca2+, Cd2+, Co2+, Pb2+, Pd2+, Ni2+, Hg2+, Zn2+, Fe2+, Fe3+ and Cr3+) in acetonitrile and its aqueous mixtures in varying ratios via spectrofluorimetric titrations. The results indicate that there is a strong interaction via the donor N, O and S atoms at the side chain of the various phenylalanines, with higher sensitivity for Cu2+, Fe3+ and F\u2212 in a 1:2 ligand-ion stoichiometry. The photophysical and metal ion-sensing properties of these phenylalanines suggest that they might be suitable for incorporation into peptide chemosensory frameworks.<\/jats:p>","DOI":"10.3390\/molecules28217256","type":"journal-article","created":{"date-parts":[[2023,10,25]],"date-time":"2023-10-25T06:19:58Z","timestamp":1698214798000},"page":"7256","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["New Amino Acid-Based Thiosemicarbazones and Hydrazones: Synthesis and Evaluation as Fluorimetric Chemosensors in Aqueous Mixtures"],"prefix":"10.3390","volume":"28","author":[{"given":"C\u00e1tia I. C.","family":"Esteves","sequence":"first","affiliation":[{"name":"Centre of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7996-1626","authenticated-orcid":false,"given":"Maria Manuela M.","family":"Raposo","sequence":"additional","affiliation":[{"name":"Centre of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7915-4720","authenticated-orcid":false,"given":"Susana P. G.","family":"Costa","sequence":"additional","affiliation":[{"name":"Centre of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2023,10,25]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"4487","DOI":"10.1039\/C4CS00292J","article-title":"Fluorescence imaging of metal ions implicated in diseases","volume":"44","author":"Qian","year":"2015","journal-title":"Chem. Soc. 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