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HBT
JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

A HBT-based multifunctional ratiometric fluorescence probe for naked-eye sensing pH and fluoride

Meili Yang,Liu Yang,Huixin Yu,Xin Zhang,Zhong Zhang,Mao-Sen Yuan

Based on the ESIPT effect, a fluorescence probe HBT-TBD was successfully synthesized, with HBT as the luminescent group and a Si-O bond as the F - recognition site. HBT-TBD is a typical ratiometric fluorescence probe, and can realize the naked-eye monitoring of F - quickly and sensitively. HBT-TBD exhibits different fluorescence colour at various pH, providing a promising approach for developing a new type of acid-base indicator.

研究领域: 分析化学 · 生物传感器 · 分子探针 · 荧光成像 · 环境监测 · 临床诊断
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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 43 ·期 42 ·16478-16489 · IF 3.069

A dual-excitation fluorescent probe EuIII-dtpa-bis(HBT) for hydrazine detection in aqueous solutions and living cells

Wenfang Liu,Bingqiang Wang,Haishuang Jia,Jun Wang,Youtao Song

Based on the esterification of 2-(2-hydroxyphenyl)benzothiazole (HBT) and a rare-earth metal ion complex EuIII-dtpa, a novel dual-excitation fluorescence probe, EuIII-dtpa-bis(HBT), was developed for the detection of hydrazine (N2H4). The structure of dtpa-bis(HBT) was characterized via FT-IR and NMR, and its optical properties were studied via UV-vis absorption and fluorescence spectroscopy. Influencing factors including solution acidity, interfering substances and N2H4 concentrations were considered for the detection of N2H4 using EuIII-dtpa-bis(HBT). EuIII-dtpa-bis(N2H4) and HBT emit significant fluorescence at 470 nm (λex = 270 nm) and 480 nm (λex = 325 nm), respectively. The detection limit of EuIII-dtpa-bis(HBT) with N2H4 was 0.283 μM (14 ppb) and 0.182 μM (9 ppb) upon excitation at 270 nm and 325 nm, which is close to and lower than the EPA standard (10 ppb), respectively. The mechanism for the detection of N2H4 by EuIII-dtpa-bis(HBT) was deduced from the experimental results and theoretical calculations. Also, cytotoxicity and cell imaging experiments of EuIII-dtpa-bis(HBT) were performed. The experimental results showed that the fluorescent probe EuIII-dtpa-bis(HBT) can be applied to detect N2H4 in aqueous solution and living cells.

研究领域: 分析化学 · 生物医学工程 · 环境科学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2022 · IF 4.831

Methyl position affect the fluorescence performance of HBT derivatives for the detection of hypochlorite under alkaline condition

Long Yu,Ruoxuan Guo,Yaru Yuan,Pengchen Su,Xin Li,Yuejie Ai,Mingtai Sun,Xiangke Wang,Dejian Huang,Suhua Wang

Five fluorescent derivatives of hydroxyphenyl-benzothiazole (HBT) with different methyl positions at the hydroxyphenyl group were synthesized with good yield. Their reactivity and fluorescent response to hypochlorite were carefully studied. It was found that the HBT derivatives with meta -methyl (3-HBT or 5-HBT) showed the highest reactivity to hypochlorite under basic conditions, accompanied by the most efficient fluorescence quenching, whereas HBT derivatives with ortho or para methyl exhibited the least reactivity to hypochlorite. The LUMO and HOMO of 3-HBT were further verified to explain the fluorescence behavior by density functional theory (DFT) calculation. The excellent selectivity of 3-HBT toward hypochlorite against other reactive oxygen species (ROS) was also evaluated under the same conditions. The compounds emit bright green fluorescence in a solid-state, which is convenient for designing sensing devices for hypochlorite in water samples. Thus, the HBT derivatives with meta methyl (3-HBT) were successfully applied to fabricate paper sensors for the quantification of hypochlorite in tap water. Hence, the fluorescent 3-HBT exhibits great promise as a selective and sensitive hypochlorite probe in chemical and biological applications.

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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

A dicyanoisophorone-based highly selective fluorescent probe with a large stokes shift for cysteine detection in lipid droplets

Yang Zhang,Shan Zhao,Huayu Wang,Chunpo Ge

Cysteine (Cys), a pivotal biothiol involved in protein synthesis, metabolism, and detoxification, plays essential roles in various physiological and pathological processes. Dysregulation of Cys levels is associated with diseases such as Parkinson's, Alzheimer's, cardiovascular conditions, and hepatic pathologies. Despite advancements in Cys detection, probes specifically designed for lipid droplet (LD)-targeted Cys monitoring remain scarce. Here, we report the development of a fluorescent probe, DCI-HBT-Cys , for the selective detection of Cys within LDs. The probe features an acrylate-based recognition unit for specific nucleophilic cyclization with Cys and a hydrophobic DCI-HBT-OH fluorophore enabling efficient LD localization. DCI-HBT-Cys exhibits remarkable properties, including high selectivity, a large Stokes shift (240 nm), excellent photostability, and pH stability in the physiological range (pH 6–9). In vitro and cellular assays demonstrate the probe's ability to sensitively detect endogenous and exogenous Cys with minimal interference from related biothiols (e.g., Hcy, GSH). Furthermore, DCI-HBT-Cys enables real-time imaging of Cys upregulation in various cell lines, including HeLa and HepG2 cells, in response to ginseng polysaccharide stimulation. Co-localization studies confirm the probe’s LD-targeting specificity, while quantitative fluorescence analysis highlights its potential for precise Cys monitoring. These findings underscore the utility of DCI-HBT-Cys as a powerful tool for elucidating the intricate interplay between Cys metabolism, oxidative stress, and LD-associated cellular processes, paving the way for novel diagnostic and therapeutic strategies.

研究领域: 分析化学 · 生物化学 · 细胞生物学 · 荧光成像 · 医学诊断 · 分子生物学 · 药理学
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LANGMUIR · 2024 · IF 3.7

Turn-On Fluorescent Probe for BSA Detection Constructed by Supramolecular Assembly

Jingyao Mao,Yuteng Zhang,Shensong Zhang,Bo Song

The fluorescent probe method has attracted significant research attention due to its high sensitivity and reproducibility in detecting bovine serum albumin (BSA). In this study, we constructed a fluorescent probe for BSA detection by assembling an amphiphilic organic fluorescent molecule, termed 2-(2’-hydroxyphenyl) benzothiazole (HBT-11), with BSA. In an aqueous solution, HBT-11 exhibited a weak fluorescence emission at 501 nm. However, the addition of BSA substantially enhanced the fluorescence emission at 501 nm, indicating that the assembly was driven by electrostatic interactions between HBT-11 and BSA. HBT-11, serving as a fluorescent probe for BSA detection, demonstrated a limit of detection (LOD) as low as 3.92 nmol L–1, excellent photostability, high selectivity, and robust anti-interference capability. Notably, we successfully applied HBT-11 for detecting BSA in fetal bovine serum and selectively imaging BSA in HeLa cells.

研究领域: 分析化学 · 生物化学 · 分子生物学 · 细胞生物学
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Toxins · 2025 ·Vol. 17 ·期 9 ·438 · IF 4

Biocatalytic Detoxification of Ochratoxins A/B by a Fungal Dye-Decolorizing Peroxidase: Mechanistic Insights and Toxicity Assessment

Wenjing Xia,Nianqing Zhu,Jie Mei,Yueqin Peng,Fanglin Song,Shuai Ding,Fei Li,Xue Zhou

Mycotoxin contamination in agricultural products poses severe global health risks, with ochratoxins (particularly OTA and OTB) exhibiting marked nephrotoxicity and classified as Group 2B carcinogens by IARC. Conventional physical/chemical detoxification methods often impair food nutritional quality, highlighting the need for enzymatic alternatives. Herein, we systematically investigated the degradation mechanisms of ochratoxin A (OTA) and ochratoxin B (OTB) usingPleurotus ostreatusdye-decolorizing peroxidase (PoDyP4) coupled with redox mediators. Remarkably, hydroxybenzotriazole (HBT) enhanced degradation efficiency 26.7-fold for OTA and 10.6-fold for OTB compared to mediator-free systems, establishing it as the optimal catalytic enhancer. Through LC-MS/MS analysis, we identified five key degradation products, including 6-OH-OTA and OTB-quinone, elucidating a putative oxidative degradation pathway. In vitro cytotoxicological evaluation in HK-2 cells demonstrated thatPoDyP4-treated ochratoxins significantly attenuated cytotoxicity, reducing malondialdehyde (MDA) levels by 48.7% (OTA) and 42.3% (OTB) (p< 0.01) and suppressing ROS generation. Molecular docking revealed strong binding affinities betweenPoDyP4 and ochratoxins, with calculated binding energies of −7.6 kcal/mol (OTA) and −8.6 kcal/mol (OTB), stabilized by hydrogen bond networks (1.9–3.4 Å). These findings positionPoDyP4 as a promising biocatalyst for mycotoxin mitigation in food systems, offering a sustainable alternative to traditional detoxification methods.

CAS / MDL: 303-47-9 4825-86-9
研究领域: 食品安全 · 霉菌毒素学 · 酶催化 · 生物修复 · 分子毒理学 · 生物化学 · 真菌酶
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