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dipicolinic acid
INTERNATIONAL BIODETERIORATION & BIODEGRADATION · 2021 · IF 4.32

Catabolic characterization of dipicolinic acid in Alcaligenes faecalis strain JQ135

Yang Mu,Fuyin Zhang,Ning Li,Shanshan Pi,Ang Li,Qing Hong,Jian He,Jiguo Qiu,Jiandong Jiang

Dipicolinic acid (DPA) is a widely distributed pyridine derivative containing two carboxylate groups. However, the catabolism of DPA mediated by microorganisms are rarely reported. Alcaligenes faecalis strain JQ135, previously isolated in our lab, was able to degrade various pyridine derivatives, including nicotinic acid (NA). In this study, it was found that strain JQ135 could utilize DPA as the sole carbon and nitrogen source for growth and degrade 1.8 mM (300 mg/L) DPA to a non-detectable level within 12 h. The catabolism of DPA by strain JQ135 extracted two intermediates, i.e., 3-hydroxy-2,6-dipicolinic acid and 4-imino-pent-2-enedioic acid. Moreover, deletion of the key genes essential for NA catabolism (such as moaCDEBmoeA and maiA ) did not affect DPA catabolism, indicating that the maleamate pathway and molybdenum cofactor are not involved in the DPA catabolism by strain JQ135. This study will provide insights into the bacterial catabolism of DPA.

CAS / MDL: 59-67-6
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CHEMICAL ENGINEERING JOURNAL · 2020 · IF 10.652

High capacitance of dipicolinic acid-intercalated MXene in neutral water-based electrolyte

Han Wang,Xinming Wu

As an emerging family of conductive 2D materials, MXenes, have gained much attention as electrode in supercapacitor devices. Their representative, Ti 3 C 2 T x , usually achieves significant capacitance in common acid electrolyte. In this work, through a simple dipicolinic acid (DC) intercalation strategy, Ti 3 C 2 T x -DC can obtain outstanding capacitance in a more environmentally friendly KCl aqueous electrolyte. As a consequence, as an electrode for supercapacitor, Ti 3 C 2 T x -DC exhibits an outstanding specific capacitance of 353 F g −1 at a current density of 0.5 A g −1 in KCl aqueous electrolyte (MXene-DC/KCl), which is higher than MXene of 320 F g −1 in H 2 SO 4 electrolyte (MXene/H 2 SO 4 ) and MXene of 127 F g −1 in KCl aqueous electrolyte (MXene/KCl). Moreover, the MXene-DC/KCl shows an impressive cycling stability with about 100% capacitance retention after 10,000 cycles at 1.0 A g −1 . Such excellent electrochemical performance in a greener electrolyte is mainly attributed to the interlayer hydration of DC and counter ion adsorption of electrolyte.

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MOLECULES · 2024 ·Vol. 29 ·期 17 ·4259 · IF 4.2

Determination of Dipicolinic Acid through the Antenna Effect of Eu(III) Coordination Polymer

Jing Li,Yu Liang,Chun Tian,Hongyan Zou,Lei Zhan,Lijuan Wang,Chengzhi Huang,Chunmei Li

Bacillus anthracisis a Gram-positive bacterium that can cause acute infection and anthracnose, which is a serious concern for human health. DeterminingBacillus anthracisthrough its spore biomarker dipicolinic acid (DPA) is crucial, and there is a strong need for a method that is rapid, sensitive, and selective. Here, we created Eu(III)-coordination polymers (Eu-CPs) with surfaces that have abundant carboxyl and hydroxyl groups. This was achieved by using citric acid and europium nitrate hexahydrate as precursors in a straightforward one-pot hydrothermal process. These Eu-CPs were then successfully utilized for highly sensitive DPA determination. The fluorescence (FL) emission of Eu-CPs, which is typically weak due to the coordination of Eu(III) with water molecules, was significantly enhanced in the presence of DPA. This enhancement is attributed to the competitive binding between DPA’s carboxyl or hydroxyl groups and water molecules. As a result, the absorbed energy of DPA, when excited by 280 nm ultraviolet light, is transferred to Eu-CPs through an antenna effect. This leads to the emission of the characteristic red fluorescence of Eu3+at 618 nm. A strong linear relationship was observed between the enhanced FL intensity and DPA concentration in the range of 0.5–80 μM. This relationship allowed for a limit of detection (LOD) of 15.23 nM. Furthermore, the Eu-CPs we constructed can effectively monitor the release of DPA from Bacillus subtilis spores, thereby further demonstrating the potential significance of this strategy in the monitoring and management of anthrax risk. This highlights the novelty of this approach in practical applications, provides a valuable determination technique for Bacillus anthracis, and offers insights into the development cycle of microorganisms.

CAS / MDL: 10031-53-5
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PEST MANAGEMENT SCIENCE · 2024 · IF 3.8

Dipicolinic acid reduces Epicoccum sorghinum symptoms on maize and inhibits tenuazonic acid biosynthesis

Xin-Yu Ji,Bing-Yi Wang,Yi-Feng Zhang,Yu-Jing Zhang,Ya-Jie Lai,Yang Yang,Xiang-Chen Wang,Su-Yan Wang,Pedro Laborda,Xin-Chi Shi

BACKGROUND Epicoccum sorghinum is a pathogenic fungus that causes leaf spot in a wide range of plants, including maize, and synthesizes the mycotoxin tenuazonic acid (TEA), which is carcinogenic. Despite the relevant economic and yield losses caused by E. sorghinum worldwide, methods for the control of this pathogen are lacking. RESULTS In this work, the efficacy of Bacillus -produced dipicolinic acid (DPA) for control of E. sorghinum was evaluated using in vitro and in vivo assays, and compared with the efficacy of three commercial fungicides, including carbendazim, prochloraz, and thiram. DPA inhibited E. sorghinum mycelial growth, and conidia germination, and produced important alterations in E. sorghinum hyphae. Interestingly, 10 mM DPA reduced TEA biosynthesis by 86.6%. Although DPA rapidly degraded on maize leaves, 10 mM DPA showed higher preventive (67.4% lesion length inhibition) and inhibitory (89.5% lesion length inhibition) efficacies for the control of E. sorghinum on maize leaves compared to the commercial fungicides. CONCLUSIONS Collectively, this study presents the first method for the control of E. sorghinum on maize and demonstrates that DPA application is a suitable approach to inhibit E. sorghinum symptoms in plants and TEA biosynthesis. © 2024 Society of Chemical Industry.

CAS / MDL: 67747-09-5
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Biosensors-Basel · 2022 ·Vol. 12 ·期 8 ·668 · IF 5.743

A Smartphone Integrated Platform for Ratiometric Fluorescent Sensitive and Selective Determination of Dipicolinic Acid

Xiang Li,Junsong Wu,Huaguang Hu,Fangfang Liu,Jialian Wang

A desirable lanthanide-based ratiometric fluorescence probe was designed as a multifunctional nanoplatform for the determination of dipicolinic acid (DPA), a unique bacterial endospore biomarker, with high selectivity and sensitivity. The carbon dots (CDs) with blue emission wavelengths at 470 nm are developed with europium ion (Eu3+) to form Eu3+/CDs fluorescent probes. DPA can specifically combine with Eu3+and then transfer energy from DPA to Eu3+sequentially through the antenna effect, resulting in a distinct increase in the red fluorescence emission peak at 615 nm. The fluorescence intensity ratio of Eu3+/CDs (fluorescence intensity at 615 nm/fluorescence intensity at 470 nm) showed good linearity and low detection limit. The developed ratiometric nanoplatform possesses great potential for application in complex matrices owing to its specificity for DPA. In addition, the integration of a smartphone with the Color Picker APP installed enabled point-of-care testing (POCT) with quantitative measurement capabilities, confirming the great potential of the as-prepared measurement platform for on-site testing.Keywords:ratiometric;fluorescence;determination of dipicolinic acid;smartphone-based detection

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MICROCHEMICAL JOURNAL · 2026 · IF 5.2

COF@Eu-based ratiometric fluorescent sensor for sensitive detection of an anthrax biomarker dipicolinic acid

Huihui Zhang,Qi Kang,Xuwei Chen

Anthrax is a serious zoonotic disease caused by Bacillus anthracis and dipicolinic acid (DPA) is the key component and major biomarker of Bacillus anthracis, therefore the development of rapid and sensitive DPA detection method is crucial to ensure public safety. In present study, carboxyl-functionalized covalent organic framework TpPa-COOH was synthesized using 2,5-diaminobenzoic acid and 2,4,6-triformylphloroglucinol as the building blocks, then Eu 3+ was immobilized onto TpPa-COOH via coordination interaction to give the fluorescent composite TpPa-COOH@Eu 3+ of dual-emissions. The presence of DPA significantly enhanced the characteristic emission of TpPa-COOH@Eu 3+ at 616 nm attributed by the “antenna effect” between DPA and Eu 3+ , thus a ratiometric fluorescent sensor was developed for the sensitive DPA detection with a detection limit of 9.5 nmol L −1 . The ratiometric fluorescent sensor offered DPA detection with high accuracy and favorable selectivity. The practicability of fluorescence sensor was validated by detecting DPA contents in real water samples. This research not only proposes a sensitive fluorescence method for anthrax biomarker detection, aiding in the prevention of biological threats and disease spread, but also highlights the potential of COFs in developing efficient ratiometric fluorescent probes with self-calibration capabilities.

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Journal of Materials Chemistry B · 2023 · IF 7

Polyarylether-based COFs coordinated by Tb3+ for the fluorescent detection of anthrax-biomarker dipicolinic acid

Yinsheng Liu,Mingyue Wang,Yinfei Hui,Lei Sun,Yanrui Hao,Henlong Ren,Hao Guo,Wu Yang

In this study, a rare-earth hybrid luminescent material (lanthanide@COF) was constructed for the detection of a biomarker for anthrax (dipicolinic acid, DPA). JCU-505-COOH was prepared by the hydrolysis of the cyano group in JCU-505 via a post-synthetic modification strategy, then the carboxyl groups in JCU-505-COOH coordinated with Tb3+ ions, similar to pincer vising nut. The prepared Tb3+@JCU-505-COOH exhibited a turn-on response toward DPA, which allowed the lanthanide@COF to serve as a fluorescence sensor with excellent selectivity and high sensitivity (binding constant Ka = 3.66 × 103). The fluorescent probe showed satisfactory performance for the determination of DPA in saliva and urine with a detection limit of 0.6 μM. Moreover, we established a facile point-of-care testing (POCT) using the Tb3+@JCU-505-COOH-based fluorescent test paper together with a smartphone for the initial diagnosis of anthrax. As expected, Tb3+@JCU-505-COOH showed great potential for the rapid screening of anthrax due to low cost, simple operation, and wide applicability.

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MICROCHIMICA ACTA · 2023 ·Vol. 190 ·期 11 ·1-9 · IF 5.7

Competitive substitution in europium metal–organic gel for signal-on electrochemiluminescence detection of dipicolinic acid

Xiong Ya,Yang Weiqiang,Huang Shengxiu,Chen Xiaoping,Wang Qingxiang,Ni Jiancong,Lin Zhenyu

Metal–organic gels (MOGs) emerged as an attractive luminescent soft material for electrochemiluminescence (ECL). In this work, a cathodic ECL-activated europium metal–organic gel (Eu-MOG) has been synthesized by a facile mixing of Eu 3+ with 4′-(4-carboxyphenyl)-2,2′:6′,2′′-terpyridine (Hcptpy) under mild conditions. The prepared Eu-MOG is highly mesoporous for co-reactant permeation to produce an ultra-stable and high-efficient ECL, based on the antenna effect of Eu 3+ coordinating with Hcptpy. Moreover, dipicolinic acid (DPA) can competitively coordinate with Eu 3+ instead of water molecules, producing an enhanced ECL signal. Therefore, an ECL enhancement assay was developed for DPA detection. There was a linear relationship between the ECL intensity and the logarithmic concentration of DPA in the 0.01–1 μM range, and the detection limit is 7.35 nM. This work displays the promising application of Eu-MOG in the ECL field, opening a broad inspection for seeking a new generation of ECL luminophores. Graphical Abstract

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ANALYTICAL CHEMISTRY · 2017 · IF 6.32

Environmentally Safe Mercury(II) Ions Aided Zero-Background and Ultrasensitive SERS Detection of Dipicolinic Acid

Xiang-Ru Bai,Yi Zeng,Xiao-Dong Zhou,Xiao-Hua Wang,Ai-Guo Shen,Ji-Ming Hu

Field, reliable, and ultrasensitive detection of dipicolinic acid (DPA), a general biomarker of bacterial spores and especially Bacillus anthracis, is highly desirable but still challenging in current biometric security emergency response system. Herein we report an environmentally safe mercury(II) ions-mediated and competitive coordination interaction based approach for rationally designed surface-enhanced Raman scattering (SERS)-active gold nanoparticles (AuNPs), enabling rapid, ultrasensitive and zero-background detection of DPA without the pretreatment of samples. By means of competitiveness, these papain-capped gold nanoparticles (P-AuNPs) are induced to undergo controllable aggregation upon the addition of Hg2+ ions and DPA with a concentration range (1 nM∼8 μM), which correspondingly cause quantitative changes of SERS intensity of cresyl violet acetate (CVa) conjugated AuNPs. The decreased Raman intensity obtained by subtracting two cases of additives that contain only Hg2+ and the mixture of Hg2+ and DPA is proportional to the concentration of DPA over a range of 1 nM∼8 μM (R2 = 0.9824), with by far the lowest limit of detection (LOD) of 67.25 pM (0.01 ppb, S/N = 3:1). Of particular significance, mercury(II) ions actually play two roles in the process of measurements: a mediator for two designed competitive ligands (DPA and papain), and also a scavenger for the possibly blended ligands due to the different interaction time between DPA and the interferent with Hg2+ ions, which guarantees the interference-free detection of DPA even under real conditions.

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TALANTA · 2018 · IF 4.244

Anthrax biomarker: An ultrasensitive fluorescent ratiometry of dipicolinic acid by using terbium(III)-modified carbon dots

Meng Li Liu,Bin Bin Chen,Jia Hui He,Chun Mei Li,Yuan Fang Li,Cheng Zhi Huang

The highly sensitive detection of dipicolinic acid (DPA), a biomarker of the biological threat-agent anthrax, is strongly associated with the sensing of Bacillus anthracis ( B. anthracis ) in environmental and food samples. In this study, we developed a novel, ultrasensitive method for the detection of DPA by using a ratiometric fluorescent terbium ions modified carbon dots (CDs-Tb). The CDs-Tb showed two fluorescent emission bands at 459 nm and 495 nm when excited at the single wavelength of 260 nm. DPA could specifically bind with terbium ions on the surface of CDs through strong chelate-conjugation to produce antenna effect, resulting in significantly enhancement of the 495 nm emission peak without affecting the 459 nm emission peak. The fluorescence intensity ratio ( I 495 / I 459 ) of CDs-Tb was proportional to the concentration of DPA in the range of 0.5 nM to 2.5 μM with the limit of detection as low as 100 pM. This selective and ultrasensitive assay had a great application prospect in the complex matrixes owing to its simplicity and specificity for DPA. Meanwhile, the CDs-Tb-based paper sensor was successfully developed for sensitive and visual detection of DPA.

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FOOD CHEMISTRY · 2022 · IF 9.231

Europium-modified carbon nitride nanosheets for smartphone-based fluorescence sensitive recognition of anthrax biomarker dipicolinic acid

Mi Yuan,Yu Jin,Long Yu,Yiming Bu,Mingtai Sun,Chao Yuan,Suhua Wang

Development of selective and sensitive methods for the detection of 2, 6-dipicolinic acid (DPA), a biomarker produced by bacterial spores, is of great significance for maintaining public health and food safety. Herein, a ratiometric fluorescence strategy using graphene carbon nitride (g-C 3 N 4 ) coupled with Eu 3+ is designed for the assay of DPA. As the concentration of DPA increases, the emission intensity of g-C 3 N 4 kept constant which acted as a stable internal reference, while the fluorescence of Eu 3+ was enhanced obviously due to the antenna effect. The linear calibration ranged from 0.1 to 15 μM with a detection limit of 13 nM was obtained. More Importantly, a paper-based sensor with a smartphone was successfully combined to perform colorimetric and visual detection of DPA in situ. This method has good performance for the detection of DPA, which is expected to broaden the application prospects of preliminary biomarker monitoring.

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TALANTA · 2019 · IF 4.916

Ratiometric fluorescence detection of dipicolinic acid based on Microporous Ln/melamine-terephthaladehyde schiff base networks complex

Linli Hou,Yonghai Song,Yingjie Xiao,Rong Wu,Li Wang

Lanthanide-based fluorescence sensor in the detection of major Anthrax biomarker dipicolinic acid (DPA) is attracting wide attention. In this work, we proposed a new strategy for ratiometric fluorescence detection of DPA based on microporous Ln/melamine-terephthaladehyde Schiff base networks (Ln/MTSNW) complex for the first time. The microporous MTSNW was prepared by amine-aldehyde condensation between melamine and terephthaladehyde and presented lamellar and octahedral structure. Lanthanide ions, Eu 3+ or Tb 3+ were coordinated with N atoms of MTSNW to form Ln/MTSNW complex. The microporous Ln/MTSNW complex not only provided large surface area to improve the sensitivity of DPA detection, but also constructed ratiometric fluorescence sensors to eliminate environmental effects and instrument fluctuation. DPA was a highly efficient antenna molecule for Eu 3+ and Tb 3+ and transferred the energy to Eu 3+ or Tb 3+ to sensitize their fluorescence. The Ln/MTSNW complex were uniformly and stably dispersed in aqueous solution for DPA detection with a linear range from 15 nM to 7 μM and low detection limit of 5.2 nM for Eu/MTSNW and a linear range from 4 nM to 2.5 μM and low detection limit of 1.4 nM for Tb/MTSNW. Due to the simple preparation of Ln/MTSNW complex and low technical requirement, the ratiometric fluorescence DPA sensor based on Ln/MTSNW complex might show great potential in practical applications.

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