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Marti-Centelles, VicenteAuthor

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February 2, 2025
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Recognition of Free Tryptophan in Water by Synthetic Pseudopeptides: Fluorescence and Thermodynamic Studies

Publicated to: CHEMISTRY-A EUROPEAN JOURNAL. 20 (24): 7465-7478 - 2014-06-10 20(24), DOI: 10.1002/chem.201304851

Authors:

Marti-Centelles, Vicente; Angeles Izquierdo, M; Isabel Burguete, M; Galindo, Francisco; Luis, Santiago V
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Affiliations

Univ Jaume 1, Dept Quim Inorgan & Organ, Av Sos Baynat S-N, E-12071 Castellon de La Plana, Spain - Author

Abstract

Pseudopeptidic receptors containing an acridine unit have been prepared and their fluorescence response to a series of amino acids was measured in water. Free amino acids, not protected either at the C or the N terminus, were used for this purpose. The prepared receptors display a selective response to tryptophan (Trp) versus the other assayed amino acids under acidic conditions. The macrocyclic nature of the receptor is important as the fluorescence quenching is higher for the macrocyclic compound than for the related open-chain receptor. Notably, under the experimental acidic conditions used, both the receptor and guest are fully protonated and positively charged; thus, the experimental results suggest the formation of supramolecular species that contain two positively charged organic molecular components in proximity stabilized through aromatic-aromatic interactions and a complex set of cation-anion-cation interactions. The selectivity towards Trp seems to be based on the existence of a strong association between the indole ring of the monocharged amino acid and the acridinium fragment of the triprotonated form of the receptor, which is established to be assisted by the interaction of the cationic moieties with hydrogen sulfate anions.
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Keywords

Amino acidsAmino-acidsAnion recognitionComplexeExcited acridineFluorescenceMacrocyclesModels, molecularMolecular recognitionMolecular structureOrganic-dyesPseudopeptidesReceptorsSelective recognitionSelf-aggregationSupramolecular chemistryThermodynamicsTryptophaTryptophan

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal CHEMISTRY-A EUROPEAN JOURNAL due to its progression and the good impact it has achieved in recent years, according to the agency WoS (JCR), it has become a reference in its field. In the year of publication of the work, 2014, it was in position 22/157, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Multidisciplinary.

Independientemente del impacto esperado determinado por el canal de difusión, es importante destacar el impacto real observado de la propia aportación.

Según las diferentes agencias de indexación, el número de citas acumuladas por esta publicación hasta la fecha 2026-04-03:

  • WoS: 19
  • Europe PMC: 8
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Impact and social visibility

From the perspective of influence or social adoption, and based on metrics associated with mentions and interactions provided by agencies specializing in calculating the so-called "Alternative or Social Metrics," we can highlight as of 2026-04-03:

  • The use, from an academic perspective evidenced by the Altmetric agency indicator referring to aggregations made by the personal bibliographic manager Mendeley, gives us a total of: 18.
  • The use of this contribution in bookmarks, code forks, additions to favorite lists for recurrent reading, as well as general views, indicates that someone is using the publication as a basis for their current work. This may be a notable indicator of future more formal and academic citations. This claim is supported by the result of the "Capture" indicator, which yields a total of: 18 (PlumX).

With a more dissemination-oriented intent and targeting more general audiences, we can observe other more global scores such as:

  • The Total Score from Altmetric: 4.
  • The number of mentions on the social network X (formerly Twitter): 1 (Altmetric).
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Leadership analysis of institutional authors

There is a significant leadership presence as some of the institution’s authors appear as the first or last signer, detailed as follows: First Author (Martí Centelles, Vicente) .

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Awards linked to the item

Financial support from was provided by the Spanish MINECO (CTQ2012-38543-C03-01) and Generalitat Valenciana (PROMETEO 2012/020). V. M.-C acknowledges the Spanish Ministry of Science (FPU AP2007-02562) and Generalitat Valenciana (APOSTD/2013/041) for personal support. The technical support of the SCIC of the UJI for different instrumental techniques is acknowledged.
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