Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2023 Jul;33(4):1525-1535.
doi: 10.1007/s10895-023-03172-9. Epub 2023 Feb 11.

Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System

Busra Kesimal  1   2 , Burcu Balci  1   2 , Deniz Cakal  3 , Ahmet M Önal  3 , Atilla Cihaner  4
Affiliations

Synthesis and Characterization of a Luminol Based Chemiluminescent Trimeric System

Busra Kesimal et al. J Fluoresc. 2023 Jul.

Abstract

A luminol based chemiluminescent trimeric system, namely 2,3-dihydro-5,8-di(thiophen-2-yl)phthalazine-1,4-dione (T2B-Lum), bearing thiophene rings as donor units and 2,3-dihydrophthalazine-1,4-dione as an acceptor unit was synthesized in two steps via donor-acceptor-donor approach using two different methods. It was found that T2B-Lum emits chemiluminescent light when exposed to H2O2 in a basic medium, and the presence of substituents and the type of aromatic ring bearing chemiluminescent active group have a direct effect on the compound's sensitivity. Among the members of a large family of metal ions, fluorescent and chemiluminescent T2B-Lum exhibited high sensitivity to Cu2+ and Fe3+ ions. Except for other metal cations (silver(I), cadmium(II), cobalt(II), iron(III), lithium(I), magnesium(II), manganese(II), nickel(II), zinc(II)), it has been observed that T2B-Lum is mostly sensitive to copper(II) ions with a detection limit value of 2.2 × 10- 3 M. On the other hand, T2B-Lum was also found to exhibit a high sensitivity to extremely dilute aqueous solutions (e.g., 1:50.000 dilution) of blood samples, making it a promising candidate for use in forensic applications.

Keywords: Chemiluminescence; blood detection; ion recognition; luminol; thiophene.

PubMed Disclaimer

References

    1. Campbell AK (1998) Chemiluminescence: principles and applications in Biology and Medicine VCH, 1st edn. Ellis Horwood, Chichester
    1. Radziszewski B (1877) Potential of Chemiluminescence and Bioluminescence in Organic Analysis. Berichted Chemischen Gesellschaft 10:70–75 - DOI
    1. Roda A (2011) Chemiluminescence and Bioluminescence Past,Present and Future, 1st edn. The Royal Society of Chemistry, Cambridge
    1. Rauhut MM, Semsel AM, Roberts BG (1966) Reaction rates, quantum yields, and partial mechanism for the chemiluminescent reaction of 3-aminophthalhydrazide with aqueous alkaline hydrogen peroxide and persulfate. J Org Chem 31:2431–2436. https://doi.org/10.1021/jo01346a001 - DOI
    1. Lee J, Seliger HH (1965) Absolute spectral sensitivity of phototubes and the application to the measurement of the absolute quantum yields of chemiluminescence and bioluminescence. Photochem Photobiol 4:1015–1048. https://doi.org/10.1111/j.1751-1097.1965.tb09293.x - DOI - PubMed

LinkOut - more resources