A highly sensitive and selective method for analysis of biomarkers of diisocyanate exposure in human urine by high-performance liquid chromatography with intramolecular excimer-forming fluorescence derivatization

Sun, Zhi‐Wei; Jin, Qianqian; Yu, Yanxin; Cheng, Jie; Ji, Zhongyin; Li, Guoliang; You, Jing

doi:10.1080/10826076.2018.1549068

Cited by 7 publications

(12 citation statements)

References 27 publications

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“…Besides MS, other approaches are suitable for detecting certain compounds. In one case, HPLC with fluorescence detection was used to detect biomarkers of exposure of diisocyanates (Sun et al 2018 ). This required derivatization using 4-(1-pyrene)butanoyl chloride (PBC) (Sun et al 2018 ).…”

Section: Sample Preparation and Analytical Methods For The Determinat...mentioning

confidence: 99%

Contaminants of emerging concern in urine: a review of analytical methods for determining diisocyanates, benzotriazoles, benzothiazoles, 4-methylbenzylidene camphor, isothiazolinones, fragrances, and non-phthalate plasticizers

Tkalec,

Runkel,

Kosjek

et al. 2023

Environ Sci Pollut Res

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Human biomonitoring (HBM) frameworks assess human exposure to hazardous chemicals. In this review, we discuss and summarize sample preparation procedures and analytical methodology for six groups of chemicals of emerging concern (CECs), namely diisocyanates, benzotriazoles, benzothiazoles, 4-methylbenzylidene camphor, isothiazolinones, fragrances, and non-phthalate plasticizers, which are increasingly detected in urine, however, are not yet widely included in HBM schemes, despite posing a risk to human health. The sample preparation procedures depend largely on the chemical group; however, solid-phase extraction (SPE) is most often used due to the minimized sample handling, lower sample volume, and generally achieving lower limits of quantification (LOQs) compared to other extraction techniques. In terms of sample analysis, LC-based methods generally achieve lower limits of quantification (LOQs) compared to GC-based methods for the selected six groups of chemicals owing to their broader chemical coverage. In conclusion, since these chemicals are expected to be more frequently included in future HBM studies, it becomes evident that there is a pressing need for rigorous quality assurance programs to ensure better comparability of data. These programs should include the reporting of measurement uncertainty and facilitate inter-laboratory comparisons among the reporting laboratories. In addition, high-resolution mass spectrometry should be more commonly employed to enhance the specificity and selectivity of the applied analytical methodology since it is underrepresented in HBM. Furthermore, due to the scarcity of data on the levels of these CECs in urine, large population HBM studies are necessary to gain a deeper understanding of the associated risks.

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Section: Sample Preparation and Analytical Methods For The Determinat...mentioning

confidence: 99%

Contaminants of emerging concern in urine: a review of analytical methods for determining diisocyanates, benzotriazoles, benzothiazoles, 4-methylbenzylidene camphor, isothiazolinones, fragrances, and non-phthalate plasticizers

Tkalec,

Runkel,

Kosjek

et al. 2023

Environ Sci Pollut Res

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Section: Selection Of the Derivatization Approachmentioning

confidence: 99%

“…In designing the new derivatization reagents some points of view are taken into consideration (Jiang, Jiao, & Xu, 2016): reactivity of the functional group, stability of the final derivatives, the number of artifacts and the chromatographic retention and detection behavior, but in some cases important molecular properties are also considered (acidity/basicity, solubility or polarity). Analytical performances (detection and quantitation limits), the field of application (Sun et al, 2018; Zhao, Zhu, & Liu, 2020) or the easiness to be synthetized (Tsukamoto, Santa, Saimaru, Imai, & Funatsu, 2005) are strong points of view in selecting the derivatization reagent. For example, dibenzyl ethoxymethylene malonate and benzyl ethyl ethoxymethylene malonate have been designed and synthetized as new LC–ESI–MS compatible derivatization reagents by imposing very low detection limits of 1 femtomole for amino acids and 40 attomole for selenoamino acids (Rebane, Rodima, Kütt, & Herodes, 2015).…”

Section: Selection Of the Derivatization Approachmentioning

confidence: 99%

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

David

Moldoveanu

Galaon

2020

Biomedical Chromatography

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Derivatization, or chemical structure modification, is often used in bioanalysis performed by liquid chromatography technique in order to enhance detectability or to improve the chromatographic performance for the target analytes. The derivatization process is discussed according to the analytical procedure used to achieve the reaction between the reagent and the target compounds (containing hydroxyl, thiol, amino, carbonyl and carboxyl as the main functional groups involved in derivatization). Important procedures for derivatization used in bioanalysis are in situ or based on extraction processes (liquid-liquid, solid-phase and related techniques) applied to the biomatrix. In the review, chiral, isotope-labeling, hydrophobicity-tailored and post-column derivatizations are also included, based on representative publications in the literature during the last two decades. Examples of derivatization reagents and brief reaction conditions are included, together with some bioanalytical applications and performances (chromatographic conditions, detection limit, stability and sample biomatrix).

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“…Today, an approach based on the fixation of two or more fluorophores at close distances, that allows obtaining the excimers efficiently, is widespread. For connecting fluorophores together, alkanes, − silanes, , tetrathiazole, dendrimers, , xanthenes, , oligopeptides, , aromatic diamines, aliphatic diamines, − POSS, , SiO 2 nanoparticles, , and polymers − are used. Of particular interest is the use of cyclic compounds such as calixarenes and cyclotriphosphazenes since it allows one to control the amount of fluorophores and the geometry of the molecular system.…”

Section: Introductionmentioning

confidence: 99%

Tetrachromophoric Derivatives of Dibenzoylmethanatoboron Difluoride Based on Stereoregular Cyclotetrasiloxanes: Synthesis and Properties

et al. 2023

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A series of new tetrachromophoric systems based on stereoregular tetracyclosiloxanes and dibenzoylmethanatoboron difluoride derivatives have been synthesized and characterized by a complex of physicochemical methods. The photophysical properties of the synthesized compounds are studied by electronic absorption, steady-state, and time-resolved fluorescence spectroscopy. In the synthesized compounds, four dibenzoylmethanatoboron difluoride (DBMBF2)-based fluorophores are in an all-cis arrangement with respect to a cyclotetrasiloxane scaffold. DFT calculations predict that they can form H-type dimers, trimers, or tetramers with an antiparallel orientation of their ground-state dipole moments. Under UV excitation, solutions of these compounds in polar and nonpolar solvents exhibit complex fluorescence consisting of monomer- and excimer-like emissions with different lifetimes. Global fitting analysis reveals the presence of at least four kinetically distinguishable species in the excited state. The studied compounds in solutions have CIE chromaticity coordinates very close to the white color point and are promising objects for the development of next-generation single-emission materials for white illumination.

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A highly sensitive and selective method for analysis of biomarkers of diisocyanate exposure in human urine by high-performance liquid chromatography with intramolecular excimer-forming fluorescence derivatization

Cited by 7 publications

References 27 publications

Contaminants of emerging concern in urine: a review of analytical methods for determining diisocyanates, benzotriazoles, benzothiazoles, 4-methylbenzylidene camphor, isothiazolinones, fragrances, and non-phthalate plasticizers

Contaminants of emerging concern in urine: a review of analytical methods for determining diisocyanates, benzotriazoles, benzothiazoles, 4-methylbenzylidene camphor, isothiazolinones, fragrances, and non-phthalate plasticizers

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

Tetrachromophoric Derivatives of Dibenzoylmethanatoboron Difluoride Based on Stereoregular Cyclotetrasiloxanes: Synthesis and Properties

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