Highly Fluorescent Green Fluorescent Protein Chromophore Analogues Made by Decorating the Imidazolone Ring

  1. Gutiérrez, Sara. 1
  2. Martínez-Lõpez, D. 2
  3. Morõn, M. 1
  4. Sucunza, D. 1
  5. Sampedro, D. 2
  6. Domingo, A. 1
  7. Salgado, A. 3
  8. Vaquero, J.J. 1
  1. 1 Universidad de Alcalá
    info

    Universidad de Alcalá

    Alcalá de Henares, España

    ROR https://ror.org/04pmn0e78

  2. 2 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  3. 3 Universidad Yachay Tech
    info

    Universidad Yachay Tech

    Urcuquí, Ecuador

    ROR https://ror.org/04jjswc10

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Journal:
Chemistry - A European Journal

ISSN: 0947-6539

Year of publication: 2015

Volume: 21

Issue: 51

Pages: 18758-18763

Type: Article

DOI: 10.1002/CHEM.201502929 SCOPUS: 2-s2.0-84955192282 WoS: WOS:000368280400038 GOOGLE SCHOLAR

More publications in: Chemistry - A European Journal

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Metrics

Cited by

  • Scopus Cited by: 15 (06-06-2023)
  • Web of Science Cited by: 13 (04-06-2023)
  • Dimensions Cited by: 14 (30-03-2023)

JCR (Journal Impact Factor)

  • Year 2015
  • Journal Impact Factor: 5.771
  • Journal Impact Factor without self cites: 5.301
  • Article influence score: 1.407
  • Best Quartile: Q1
  • Area: CHEMISTRY, MULTIDISCIPLINARY Quartile: Q1 Rank in area: 24/163 (Ranking edition: SCIE)

SCImago Journal Rank

  • Year 2015
  • SJR Journal Impact: 2.461
  • Best Quartile: Q1
  • Area: Catalysis Quartile: - Rank in area: 9/54
  • Area: Organic Chemistry Quartile: - Rank in area: 8/189
  • Area: Chemistry (miscellaneous) Quartile: Q1 Rank in area: 23/461

Scopus CiteScore

  • Year 2015
  • CiteScore of the Journal : 9.5
  • Area: Chemistry (all) Percentile: 94
  • Area: Medicine (all) Percentile: 91

Dimensions

(Data updated as of 30-03-2023)
  • Total citations: 14
  • Recent citations: 4
  • Relative Citation Ratio (RCR): 0.4
  • Field Citation Ratio (FCR): 2.32

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Abstract

The synthesis and photophysical behavior of an unexplored family of green fluorescent protein (GFP)-like chromophore analogues is reported. The compound (Z)-4-(4-hydroxybenzylidene)-1-propyl-2-(propylamino)-1H-imidazol-5(4 H)-one (p-HBDNI, 2 a) exhibits significantly enhanced fluorescence properties relative to the parent compound (Z)-5-(4-hydroxybenzylidene)-2,3-dimethyl-3,5-dihydro-4H-imidazol-4-one (p-HBDI, 1). p-HBDNI was considered as a model system and the photophysical properties of other novel 2-amino-3,5-dihydro-4H-imidazol-4-one derivatives were evaluated. Time-dependent DFT calculations were carried out to rationalize the results. The analogue AIDNI (2 c), in which the 4-hydroxybenzyl group of p-HBDNI was replaced by an azaindole group, showed improved photophysical properties and potential for cell staining. The uptake and intracellular distribution of 2 c in living cells was investigated by confocal microscopy imaging. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.