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Di amine BODIPY and BOPHY as dual sensor of pH and selective to Cu2+ 二胺BODIPY和BOPHY作为pH和Cu2+选择性的双传感器
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-23 DOI: 10.1016/j.dyepig.2025.113521
Tania Mazuelo , Teresa Naranjo , Miguel Gomez-Mendoza , Víctor A. de la Peña O'Shea , Marta Liras
This work reports the synthesis and characterization of two diamino functionalized dyes based on BODIPY and BOPHY, designed as dual optical sensors for pH and metal ions, especially Cu2+. Both compounds display environmentally modulated fluorescence, with reversible “on-off” behavior upon changes in pH and metal coordination.
Spectroscopic studies reveal that, in acidic media (pH ≤ 4), both dyes experience a notable increase in fluorescence (up to 25 or 250-times for BODIPY and BOPHY, respectively), along with color changes clearly visible to the naked eye. These effects are accompanied by hypsochromic shifts in the absorption bands, on the order of 30–80 nm, which are attributed to the protonation of the amino groups and the reduction of the pyramidal inversion of nitrogen. Moreover, both compounds display distinct optical responses upon exposure to various metal salts, with BODIPY showing selective and transient fluorescence activation in the presence of copper sulfate under near-neutral conditions. Detailed analyses suggest the formation of three distinct species during the Cu2+ interaction: (I) the native dye, (II) a highly fluorescent intermediate complex, and (III) a non-emissive decomposition product. The kinetics and stability of these species were found to be highly dependent on the solvent environment, particularly its protic/aprotic nature.
These findings underscore the potential of these small, structurally simple dyes as efficient dual-function sensors, offering broad applicability in environmental monitoring, biological imaging, and chemical sensing.
本文报道了基于BODIPY和BOPHY的两种二氨基功能化染料的合成和表征,它们被设计为pH和金属离子(特别是Cu2+)的双光学传感器。这两种化合物都显示环境调制荧光,在pH和金属配位变化时具有可逆的“开-关”行为。光谱研究表明,在酸性介质(pH≤4)中,这两种染料的荧光都显著增加(BODIPY和BOPHY分别高达25倍或250倍),并伴有肉眼可见的颜色变化。这些效应伴随着30-80 nm吸收带的次变色,这是由于氨基的质子化和氮的锥体反转的减少。此外,这两种化合物在暴露于各种金属盐时显示出不同的光学响应,其中BODIPY在近中性条件下在硫酸铜存在下显示出选择性和瞬态荧光激活。详细分析表明,在Cu2+相互作用过程中形成了三种不同的物质:(I)天然染料,(II)高荧光中间配合物,(III)非发射分解产物。这些物种的动力学和稳定性高度依赖于溶剂环境,特别是其质子/非质子性质。这些发现强调了这些结构简单的小染料作为高效双功能传感器的潜力,在环境监测、生物成像和化学传感方面具有广泛的适用性。
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引用次数: 0
A novel turn-on fluorescent probe based on nile red with 2-chloronaphthalene-1,4-dione as receptor for detection of hydrogen sulfide 以2-氯萘-1,4-二酮为受体的尼罗河红荧光探针用于硫化氢的检测
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-23 DOI: 10.1016/j.dyepig.2025.113522
Junhao Li , Shuqi Wu , Yuanjiang Pan , Juan Wen , Ying Wang , Jun Cao , Aibin Wu , Weichu Yu
A novel turn-on fluorescent probe 2-chloro-3-((9-(diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yl)oxy)naphthalene-1,4-dione (NR-H2S) that could selectively response to H2S, had been designed and synthesized. NR-H2S was consist of Nile red as fluorophore and 2-chloronaphthalene-1,4-dione as receptor. Owing to the photo-induced electron transfer (PET) effect, the fluorescence of NR-H2S was quenched, while NR-H2S exhibited a remarkable “turn-on” fluorescence with the addition of H2S. NR-H2S displayed good repeatability, strong anti-ion interference ability, high sensitivity and selectivity toward H2S, which has been successfully applied to the test strips and detect H2S efficiently in food samples, showing its promising prospects.
设计并合成了一种可选择性响应H2S的新型荧光探针2-氯-3-((9-(二乙基氨基)-5-氧- 5h -苯并[A]苯恶嗪-2-基)氧)萘-1,4-二酮(NR-H2S)。NR-H2S以尼罗红为荧光基团,以2-氯萘-1,4-二酮为受体。由于光诱导电子转移(PET)效应,NR-H2S的荧光被猝灭,而加入H2S后,NR-H2S表现出显著的“开启”荧光。NR-H2S对H2S具有重复性好、抗离子干扰能力强、灵敏度和选择性高的特点,已成功应用于试纸中,对食品样品中的H2S进行了高效检测,显示出良好的应用前景。
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引用次数: 0
Multi-responsive spiropyrans for construction of rewritable paper and photochromic cotton fabric coating: application in UV printing and information encryption 用于可重写纸和光致变色棉织物涂层的多响应螺吡喃:在UV印刷和信息加密中的应用
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-23 DOI: 10.1016/j.dyepig.2025.113515
Jiarui Yang , Yanxi Song , Baoli Chen , Zirun Zhan , Yehan Yang , Hongqi Li , Kaixuan Shen
Three new spiropyran compounds, which exhibited excellent photochromic and acid-base responsive characteristics, were designed and synthesized by using a simple procedure. Their solution changed to dark blue from colorless in 20–60 s after irradiation with ultraviolet (UV) light. Standing for 30–60 s in dark environment restored the color. They also showed different color and fluorescence changes in aqueous solutions of different pH, thus could be utilized to identify different ranges of pH 2–4, 5–11, and 12–13 by the naked eye. They were prepared into rewritable paper by dip-coating method, which was useful in UV printing, visual detection of HCl, and writing and erasing of information. Two spiropyrans showed excellent compatibility with water in synthetic thickeners due to introduction of hydroxyl or sulfonyl group, and could be combined with cotton fabrics for constructing photochromic printed cotton fabrics by simple screen printing method. The prepared cotton fabric coatings changed from light blue to dark blue after UV irradiation for 5 s, and completely faded to colorless after white light irradiation for 2 min, and became yellow after treatment with HCl. The printed fabric was successfully applied to encryption and decryption of pattern information and QR codes, and simultaneously displayed the characteristics of rapid and reversible light response and acid-base response, thus widening the application prospect of organic photochromic molecules in the field of high-security information encryption.
用简单的方法设计合成了三个具有良好光致变色和酸碱响应特性的螺吡喃化合物。经紫外光照射20 ~ 60 s,溶液由无色变为深蓝色。在黑暗环境中放置30-60秒使颜色恢复。它们在不同pH的水溶液中也表现出不同的颜色和荧光变化,因此可以用肉眼识别pH 2-4、5-11和12-13的不同范围。采用浸渍涂布法制备可重写纸,可用于UV印刷、HCl目测、信息书写和擦除。在合成增稠剂中引入羟基或磺酰基,两种螺吡喃类化合物与水的相容性较好,可与棉织物结合,通过简单的丝网印刷方法构建光致变色印花棉织物。制备的棉织物涂层在紫外线照射5 s后由浅蓝色变为深蓝色,在白光照射2 min后完全褪为无色,用HCl处理后变为黄色。该印花织物成功应用于图案信息和二维码的加解密,同时显示出快速可逆的光响应和酸碱响应特性,从而拓宽了有机光致变色分子在高安全性信息加密领域的应用前景。
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引用次数: 0
Ultrafast and highly selective fluorescent sensing of primary amines via diketone–amide transformation 通过二酮酰胺转化的伯胺超快速和高选择性荧光传感
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-23 DOI: 10.1016/j.dyepig.2025.113520
Xue-Bo Zhao, Shuo Xin, Zhi-Qiao Zhou, Guo-Quan Liu, Yi-Xuan Zhang, Xiao-Hui Wang, Kun-Peng Wang, Ying Fang, Zhi-Qiang Hu
Primary amines are widespread in chemical and biological systems and are key indicators of food spoilage and environmental contamination. The rapid and accurate detection of these species is therefore of significant interest. We report a fluorescent probe (DCA) based on a coumarin scaffold that operates through a new diketone-amide transformation. Upon exposure to primary amine vapors, the diketone unit is rapidly converted to an amide Among the tested materials, the test-paper-loaded probe exhibits the most pronounced fluorescence blue-shift (from 559 to 483 nm), while the PVDF-immobilized probe achieves the shortest response time, down to 15 s. The proposed reaction mechanism was further validated by HPLC analysis along with two control experiments. The DCA probe demonstrates excellent selectivity for primary amines, high sensitivity, and robust stability. Furthermore, immobilization on diverse substrates, including test paper, PVA hydrogel, and PVDF, enables the fabrication of solid-state sensors that exhibit strong responses. This study introduces a new molecular strategy for ultrafast fluorescent sensing of primary amines with promising potential for practical applications.
伯胺广泛存在于化学和生物系统中,是食品变质和环境污染的关键指标。因此,快速准确地检测这些物种具有重要意义。我们报道了一种基于香豆素支架的荧光探针(DCA),该支架通过一种新的二酮酰胺转化来运作。在被测材料中,载试纸探针表现出最明显的荧光蓝移(从559 nm到483 nm),而pvdf固定探针的响应时间最短,可达15 s。通过HPLC分析和两个对照实验进一步验证了反应机理。DCA探针对伯胺具有良好的选择性,灵敏度高,稳定性好。此外,固定在不同的衬底上,包括试纸、PVA水凝胶和PVDF,可以制造出具有强响应的固态传感器。本研究介绍了一种具有实际应用潜力的伯胺超快荧光传感新分子策略。
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引用次数: 0
ONOO−/viscosity-activated NIR fluorescent probe for imaging of ferroptosis-assisted liver injury induced by microplastics ONOO−/黏度激活近红外荧光探针用于微塑料诱导的铁中毒辅助肝损伤的成像
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-22 DOI: 10.1016/j.dyepig.2025.113518
Xuyan Wang , Yiping Chen , Chuanmeng Liu , Yingying Chen , Nanyan Fu , Guimei Wang
Microplastics (MPs), an emerging environmental pollutant, poses a significant threat to public health. As the primary metabolic organ of the human body, the liver is susceptible to multiple injuries such as inflammatory responses and fibrosis upon exposure to MPs. However, the underlying mechanisms of MPs-induced liver injury remain incompletely understood. Herein, we designed and synthesized a new ONOO/viscosity-activated fluorescent probe, HCy-OH, comprising a xanthene skeleton linked to a benzothiazole unit. HCy-OH was successfully employed to monitor variations of ONOO and viscosity in MPs exposure induced liver injury both in cells and zebrafish models, demonstrating the critical role of ferroptosis in MPs-induced oxidative stress and cellular microenvironment disruption. These findings elucidated the mechanistic connecting MPs exposure and liver injury, highlighting ferroptosis as a key pathway involved in MPs-induced hepatotoxicity.
微塑料(MPs)是一种新兴的环境污染物,对公众健康构成重大威胁。肝脏作为人体的主要代谢器官,暴露于MPs后容易发生炎症反应和纤维化等多重损伤。然而,mps诱导肝损伤的潜在机制仍不完全清楚。在此,我们设计并合成了一种新的ONOO−/粘度激活荧光探针HCy-OH,它由一个与苯并噻唑单元连接的杂蒽骨架组成。在细胞和斑马鱼模型中,HCy-OH成功地监测了MPs暴露诱导的肝损伤中ONOO -和粘度的变化,证明了铁下垂在MPs诱导的氧化应激和细胞微环境破坏中的关键作用。这些发现阐明了MPs暴露与肝损伤之间的机制,强调了铁下垂是MPs诱导肝毒性的关键途径。
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引用次数: 0
Dual-site binding passivation of an organic small molecule for improved charge extraction and transport in inverted perovskite solar cells 有机小分子的双位点结合钝化以改善倒置钙钛矿太阳能电池中的电荷提取和传输
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-22 DOI: 10.1016/j.dyepig.2025.113516
Yue Han , Binbin Wang , Xiaokang Zhang , Supeng Gao , Mengyan Feng , Tao Li , Shuguang Cao , Yao Li , Lingwei Xue
An effective interfacial engineering strategy has been developed to fabricate efficient and stable electron transport layer (ETL), aiming to mitigate key challenges in perovskite solar cells (PSCs), including electron vacancy defects, nonradiative charge recombination and inefficient electron extraction and transport. In this work, a novel small molecule named B9 was designed, synthesized, and doped into [6,6]-phenyl C61-butyric acid methyl ester (PCBM) for application as the ETL in inverted PSCs. The molecule B9 achieves effective dual-site binding to passivate electron vacancy defects, while inhibiting interfacial carrier recombination between the ETL and perovskite layer, and boosting electron extraction and transport. Consequently, a prominent power conversion efficiency (PCE) of 20.08 % is delivered by PSCs with PCBM@B9 as the ETL, alongside minimal hysteresis. Furthermore, unencapsulated devices retain more than 80 % of initial PCE after 1400 h of constant peak power output functioning under one sun illumination in ambient humid air. This work offers a straightforward and effective approach to boost the stability and efficiency of PSCs.
为了解决钙钛矿太阳能电池(PSCs)中存在的电子空位缺陷、非辐射电荷重组和低效率电子提取和传输等问题,提出了一种有效的界面工程策略来制备高效稳定的电子传输层(ETL)。本研究设计并合成了一种名为B9的新型小分子,并将其掺杂到[6,6]-苯基c61 -丁酸甲酯(PCBM)中,用于反向PSCs的ETL。分子B9实现了有效的双位点结合,钝化了电子空位缺陷,同时抑制了ETL与钙钛矿层之间的界面载流子复合,促进了电子的提取和输运。因此,具有PCBM@B9作为ETL的psc提供了20.08%的突出功率转换效率(PCE),同时具有最小的迟滞。此外,未封装的设备保留超过80%的初始PCE在1400小时的恒定峰值功率输出下,在一个阳光照射下,在环境潮湿的空气中工作。这项工作为提高psc的稳定性和效率提供了一种简单有效的方法。
{"title":"Dual-site binding passivation of an organic small molecule for improved charge extraction and transport in inverted perovskite solar cells","authors":"Yue Han ,&nbsp;Binbin Wang ,&nbsp;Xiaokang Zhang ,&nbsp;Supeng Gao ,&nbsp;Mengyan Feng ,&nbsp;Tao Li ,&nbsp;Shuguang Cao ,&nbsp;Yao Li ,&nbsp;Lingwei Xue","doi":"10.1016/j.dyepig.2025.113516","DOIUrl":"10.1016/j.dyepig.2025.113516","url":null,"abstract":"<div><div>An effective interfacial engineering strategy has been developed to fabricate efficient and stable electron transport layer (ETL), aiming to mitigate key challenges in perovskite solar cells (PSCs), including electron vacancy defects, nonradiative charge recombination and inefficient electron extraction and transport. In this work, a novel small molecule named <strong>B9</strong> was designed, synthesized, and doped into [6,6]-phenyl C61-butyric acid methyl ester (PCBM) for application as the ETL in inverted PSCs. The molecule <strong>B9</strong> achieves effective dual-site binding to passivate electron vacancy defects, while inhibiting interfacial carrier recombination between the ETL and perovskite layer, and boosting electron extraction and transport. Consequently, a prominent power conversion efficiency (PCE) of 20.08 % is delivered by PSCs with PCBM@<strong>B9</strong> as the ETL, alongside minimal hysteresis. Furthermore, unencapsulated devices retain more than 80 % of initial PCE after 1400 h of constant peak power output functioning under one sun illumination in ambient humid air. This work offers a straightforward and effective approach to boost the stability and efficiency of PSCs.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"247 ","pages":"Article 113516"},"PeriodicalIF":4.2,"publicationDate":"2025-12-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145836807","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Long–term kinetic profiling of legumain–activated fluorescent probes and identification of a legumain substrate for cleavable linker design 豆类激活荧光探针的长期动力学分析和用于可切割连接设计的豆类底物的鉴定
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-22 DOI: 10.1016/j.dyepig.2025.113519
Ly Thi Nguyen , Quynh Le Nhat , Hyun Bo Sim , Julie Kang , Nhan Nguyen Thanh , Ny Thi Tuong Le , Jong-Jin Kim , Dong-Jo Chang
Legumain, a cysteine protease involved in critical biological processes, such as protein degradation, antigen processing, and apoptosis, has been implicated in various diseases, including cancer and Alzheimer's disease. Its elevated expression in tumors compared to normal tissues makes legumain a promising target for cancer therapy. Legumain–activated prodrugs and ligand-targeted drugs (LTDs), including antibody–drug conjugates (ADCs) designed to release therapeutic payloads specifically in tumor tissues via legumain proteolytic activity, have garnered significant attention and are currently under extensive investigation. In this study, we aimed to optimize the kinetic assays for legumain–responsive fluorescent probes to discover legumain substrates suitable for the development of legumain–activated prodrugs and cleavable linkers for ADCs. We synthesized legumain–responsive probes conjugated with various tripeptides and conducted long–term kinetic studies to evaluate the yield of fluorophore released from these probes in the presence of purified legumain. Our results identified several promising sequences, including NPA, NAT, NAP and NTT, as well as NAA, with fluorescence yields of 30 %–42 % in long-term kinetics. NPA exhibited the best performance as a cleavable linker by supporting more sustained and efficient drug release over the long term. These findings were validated using flow cytometry and live–cell imaging, suggesting that NPA can serve as an effective cleavable linker for legumain–activated prodrugs and ADCs. This study highlights the utility of fluorescent probes for designing enzyme–responsive linkers for targeted prodrug and LTD drug discovery.
豆科蛋白是一种半胱氨酸蛋白酶,参与关键的生物过程,如蛋白质降解、抗原加工和细胞凋亡,与多种疾病有关,包括癌症和阿尔茨海默病。与正常组织相比,它在肿瘤中的高表达使豆类成为癌症治疗的一个有希望的靶点。豆类激活的前药和配体靶向药物(LTDs),包括抗体-药物偶联物(adc),旨在通过豆类蛋白水解活性在肿瘤组织中特异性释放治疗有效载荷,已经引起了广泛的关注,目前正在广泛的研究中。在这项研究中,我们旨在优化豆类响应荧光探针的动力学分析,以发现适合于开发豆类激活前药和adc可切割连接物的豆类底物。我们合成了与多种三肽偶联的豆类响应探针,并进行了长期动力学研究,以评估这些探针在纯化豆类蛋白存在下释放的荧光团的产量。我们的研究结果确定了几个有前途的序列,包括NPA, NAT, NAP和NTT,以及NAA,在长期动力学中荧光收率为30% - 42%。NPA作为一种可切割的连接体表现出最佳的性能,支持更持久和有效的药物长期释放。流式细胞术和活细胞成像验证了这些发现,表明NPA可以作为豆类激活前药和adc的有效可切割连接物。本研究强调了荧光探针在设计酶反应连接体用于靶向前药和有限责任公司药物发现方面的应用。
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引用次数: 0
The coumarin-hydrazone dyes with mechanochromism for ink-free writing and lysosome targeting 用于无墨书写和溶酶体靶向的机械变色香豆素-腙染料
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-22 DOI: 10.1016/j.dyepig.2025.113517
Zhi-Qiao Zhou , Bin-Hou Zhang , Hai-Jiao Sun , Guo-Quan Liu , Xiao-Hui Wang , Sui-Shang Zhao , Kun-Peng Wang , Shaojin Chen , Ying Fang , Zhi-Qiang Hu
A series of fluorescent dyes CH-OM, CH-MP, and CH–CN were synthesized by combining hydrazide-hydrazone with coumarin. These dyes exhibited reversible mechanochromic behaviours: solid-state fluorescence red-shifted under mechanical pressure and reverted to the original state after solvent vapor fuming, with the process being repeatable over multiple cycles. Based on this reversible response, a type of fluorescent inkless rewritable paper was successfully fabricated. Moreover, CH-MP demonstrated excellent lysosome-targeting ability in cellular environments. This study not only expanded the functional scope of small-molecule fluorescent dyes based on the hydrazide-hydrazone system but also broadened their potential for multidimensional applications.
以香豆素为原料合成了肼腙类荧光染料CH-OM、CH-MP和CH-CN。这些染料表现出可逆的机械致变色行为:固体荧光在机械压力下红移,在溶剂蒸汽发烟后恢复到原始状态,该过程可在多个循环中重复。基于这种可逆响应,成功地制备了一种荧光无墨可重写纸。此外,CH-MP在细胞环境中表现出出色的溶酶体靶向能力。本研究不仅拓展了基于酰肼-腙系的小分子荧光染料的功能范围,而且拓宽了其多维应用潜力。
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引用次数: 0
A coumarin-thiazole orange conjugate as a near-infrared ratiometric fluorescent probe for G-quadruplex DNA 香豆素-噻唑橙缀合物作为g -四重体DNA近红外比例荧光探针
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-20 DOI: 10.1016/j.dyepig.2025.113513
Xu-Bo Fan , Yi-Ran Zhao , Haoran Guo , Lu-Yu Li , Ze-Kai Li , Jing Shu , Si-Hong Zhou , Gui-Chuan Huang , Fa Yang , Ming-Qi Wang
Owing to its extremely low fluorescence background and remarkable “turn-on” response, thiazole orange (TO) scaffold has been extensively employed to construct fluorescent probes for G-quadruplex (G4) DNA, which have significant biological importance in numerous cellular processes and therapeutic applications. In contrast to single-wavelength signal changes in “turn-on” probes, ratiometric fluorescent probes based on dual-emission changes can eliminate the errors associated with changes in the local concentration of probes, thereby offer improving detection accuracy and sensitivity. Herein, a coumarin-TO conjugate 4TO-Cur is reported, which serves as a near-infrared (NIR) ratiometric fluorescent probe for G4 DNA structures. Upon binding to G4 DNA, 4TO-Cur exhibits a constant intrinsic emission at 515 nm from its coumarin moiety, while the newly formed fluorescence signal at 680 nm is significantly enhanced. The response mechanism of the 4TO-Cur involves its aggregation upon binding to G4 DNA, which in turn restricts the intramolecular rotation of the probe, leading to intense NIR fluorescence emission. Meanwhile, the coumarin moiety responsible for the green fluorescence remains largely unaffected. Utilizing probe 4TO-Cur, a label-free binary INHIBIT logic gate was successfully constructed, thereby demonstrating its potential for use in molecular-scale logic circuits. Furthermore, the probe was applied in live cells fluorescence imaging, where it could be used to monitor viscosity changes within the cytoplasm. Our work establishes a framework and provides valuable insights for the construction of ratiometric fluorescent probes for G4 DNA.
由于其极低的荧光背景和显著的“开启”反应,噻唑橙(to)支架被广泛用于构建g -四重体(G4) DNA的荧光探针,在许多细胞过程和治疗应用中具有重要的生物学意义。相对于“开启”探针的单波长信号变化,基于双发射变化的比例荧光探针可以消除探针局部浓度变化带来的误差,从而提高检测精度和灵敏度。本文报道了一种香豆素- to共轭4TO-Cur,它可以作为G4 DNA结构的近红外(NIR)比例荧光探针。在与G4 DNA结合后,4TO-Cur的香豆素部分在515 nm处表现出恒定的本然发射,而在680 nm处新形成的荧光信号显著增强。4TO-Cur的响应机制涉及其与G4 DNA结合后的聚集,这反过来限制了探针的分子内旋转,导致强烈的近红外荧光发射。同时,负责绿色荧光的香豆素部分基本上没有受到影响。利用探针4TO-Cur,成功构建了无标记二进制抑制逻辑门,从而证明了其在分子尺度逻辑电路中的应用潜力。此外,探针应用于活细胞荧光成像,可用于监测细胞质内的粘度变化。我们的工作建立了一个框架,并为构建G4 DNA的比例荧光探针提供了有价值的见解。
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引用次数: 0
Competitive protonation in push-pull chromophores: A study of dual halochromism in 3-dialkylaminostyrylquinoxalinones 推拉发色团中的竞争性质子化:3-二烷基氨基苯基喹啉酮的双荧光性研究
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2025-12-19 DOI: 10.1016/j.dyepig.2025.113511
A.M. Saitova , T.P. Gerasimova , S.A. Katsyuba , A.B. Dobrynin , O.B. Babaeva , G.M. Fazleeva , A.A. Kalinin
A series of push–pull chromophores based on the aminostyrylquinoxalinone scaffold was synthesized to investigate dual halochromism. Variation of the alkyl substituents at nitrogen atoms both in the donor and acceptor moieties, allows control over the photophysical properties and the protonation pathway. Spectroscopic studies reveal that upon acidification of dichloromethane solutions, all compounds exhibit a unique coexistence of three distinct species in equilibrium: the neutral form, the acceptor-protonated form (AH+), and the donor-protonated form (DH+). This simultaneous presence of two monoprotonated species manifests itself as distinct absorption and emission bands for each form. It was established that the strength of the donor moiety, controlled by the alkyl group (Me vs. Bu), is the primary factor governing the sensitivity to acid and the preferred site of protonation. In contrast, modifications on the acceptor unit subtly modulate the emission intensity of the AH+ form. Quantum chemical calculations provide qualitative support for the experimental findings. The work provides a fundamental understanding of competitive protonation in complex D–π–A systems and establishes a rational design strategy for creating advanced halochromic materials with tunable multi-channel optical responses for sensing and switching applications.
合成了一系列基于氨基苯基喹啉酮支架的推拉式发色团,研究了双荧光性。氮原子上的烷基取代基在供体和受体部分的变化,允许控制光物理性质和质子化途径。光谱研究表明,在二氯甲烷溶液酸化后,所有化合物都表现出三种独特的平衡共存:中性形式,受体-质子化形式(AH+)和供体-质子化形式(DH+)。两种单质子化物质的同时存在表现为每种形式的不同吸收和发射带。结果表明,由烷基(Me vs. Bu)控制的给体部分的强度是决定酸敏感性和质子化位点的主要因素。相反,受体单元上的修饰巧妙地调节了AH+形式的发射强度。量子化学计算为实验结果提供了定性支持。这项工作提供了复杂D -π-A体系中竞争质子化的基本理解,并建立了一种合理的设计策略,用于创建具有可调多通道光响应的先进荧光材料,用于传感和开关应用。
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引用次数: 0
期刊
Dyes and Pigments
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