A Benzothiadiazole-Based Zn(II) Metal–Organic Framework with Visual Turn-On Sensing for Anthrax Biomarker and Theoretical Calculation
Abstract
:1. Introduction
2. Results
2.1. X-ray Structure Determination
2.2. Crystal Structure of MOF-1
2.3. Photoluminescence Properties
2.4. FT-IR, PXRD analysis and Stability of MOF-1
2.5. Fluorescence Detection of DPA
2.6. Recyclability and Visualizable Sensing
3. Discussion
Mechanism of Luminescence Enhancing
4. Materials and Methods
4.1. Reagents and Methods
4.2. Synthesis of MOF-1
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
Appendix A
References
- Liu, H.; Song, J.J.; Zhao, Z.Y.; Zhao, S.Q.; Tian, Z.Y.; Yan, F. Organic Electrochemical Transistors for Biomarker Detections. Adv. Sci. 2023, 10, 2305347. [Google Scholar] [CrossRef]
- Strimbu, K.; Tavel, J.A. What are biomarkers? Curr. Opin. HIV AIDS 2010, 5, 463. [Google Scholar] [CrossRef]
- Wang, Q.X.; Xue, S.F.; Chen, Z.H.; Ma, S.H.; Zhang, S.; Shi, G.; Zhang, M. Dual lanthanide-doped complexes: The development of a time-resolved ratiometric fluorescent probe for anthrax biomarker and a paper-based visual sensor. Biosens. Bioelectron. 2017, 94, 388–393. [Google Scholar] [CrossRef]
- Niu, X.; Wang, M.; Zhang, M.; Cao, R.; Liu, Z.; Hao, F.; Sheng, L.; Xu, H. Smart intercalation and coordination strategy to construct stable ratiometric fluorescence nanoprobes for the detection of anthrax biomarker. Inorg. Chem. Front. 2022, 9, 4582. [Google Scholar] [CrossRef]
- Othong, J.; Boonmak, J.; Kielar, F.; Hadsadee, S.; Jungsuttiwong, S.; Youngme, S. Selfcalibrating sensor with logic gate operation for anthrax biomarker based on nanoscaled bimetallic lanthanoid MOF. Sens. Actuators B 2020, 316, 128156. [Google Scholar] [CrossRef]
- Wang, Z.X.; Hu, L.; Gao, Y.F.; Kong, F.Y.; Li, H.Y.; Zhu, J.; Fang, H.L.; Wang, W. Aggregation-Induced Emission Behavior of Dual-NIR-Emissive Zinc-Doped Carbon Nanosheets for Ratiometric Anthrax Biomarker Detection. ACS Appl. Bio Mater. 2020, 3, 9031–9042. [Google Scholar] [CrossRef]
- Han, H.M.; Dong, W.W.; Li, M.K.; Xu, D.D.; Hu, Z.; Zhao, J.; Li, D.S. Ratiometric fluorescence detection of an anthrax biomarker by modulating energy transfer in hetero Eu/Tb-MOFs. Inorg. Chem. Commun. 2023, 153, 110755. [Google Scholar] [CrossRef]
- He, L.; Deen, D.D.; Pagel, A.H.; Diez-Gonzalez, F.; Labuza, T.P. Concentration, detection and discrimination of Bacillus anthracis spores in orange juice using aptamer based surface enhanced Raman spectroscopy. Analyst 2013, 138, 1657. [Google Scholar] [CrossRef]
- Cong, Z.; Zhu, M.; Zhang, Y.; Yao, W.; Kosinova, M.; Fedin, V.P.; Wu, S.Y.; Gao, E. Three novel metal-organic frameworks with different coordination modes for trace detection of anthrax biomarkers. Dalton Trans. 2022, 51, 250–256. [Google Scholar] [CrossRef]
- Han, Y.; Zhou, S.; Wang, L.; Guan, X. Nanopore back titration analysis of dipicolinic acid. Electrophoresis 2015, 36, 467–470. [Google Scholar] [CrossRef]
- Mawatari, K.; Atsumi, M.; Nakamura, F.; Yasuda, M.; Fukuuchi, T.; Yamaoka, N.; Kaneko, K.; Nakagomi, K.; Oku, N. Determination of Dipicolinic Acid in “Natto” by High-Performance Liquid Chromatography Coupled with Postcolumn Photoirradiation with Zinc Acetate. Int. J. Tryptophan Res. 2019, 12. [Google Scholar] [CrossRef]
- Lei, M.Y.; Ge, F.Y.; Ren, S.S.; Gao, X.J.; Zheng, H.G. A water-stable Cd-MOF and corresponding MOF@melamine foam composite for detection and removal of antibiotics, explosives, and anions. Sep. Purif. Technol. 2022, 286, 120433. [Google Scholar] [CrossRef]
- Wang, H.; Lustig, W.P.; Li, J. Sensing and capture of toxic and hazardous gases and vapors by metal-organic frameworks. Chem. Soc. Rev. 2018, 47, 4729. [Google Scholar] [CrossRef]
- Hu, M.L.; Razavi, S.A.A.; Piroozzadeh, M.; Morsali, A. Sensing organic analytes by metal-organic frameworks: A new way of considering the topic. Inorg. Chem. Front. 2020, 7, 1598. [Google Scholar] [CrossRef]
- Cui, Y.; Chen, B.; Qian, G. Lanthanide metal-organic frameworks for luminescent sensing and light-emitting applications. Coord. Chem. Rev. 2014, 273–274, 76–86. [Google Scholar] [CrossRef]
- Razavi, S.A.A.; Morsali, A. Metal ion detection using luminescent-MOFs: Principles, strategies and roadmap. Coord. Chem. Rev. 2020, 415, 213299. [Google Scholar] [CrossRef]
- Pal, T.K. Metal-organic framework (MOF)-based fluorescence “turn-on” sensors. Mater. Chem. Front. 2023, 7, 405. [Google Scholar] [CrossRef]
- Jiang, B.; Liu, W.; Liu, S.Y.; Liu, W.S. Coumarin-encapsulated MOF luminescence sensor for detection of picric acid in water environment. Dyes Pigments 2021, 184, 108794. [Google Scholar] [CrossRef]
- Guo, X.R.; Zhou, L.Y.; Liu, X.Z.; Tan, G.J.; Yuan, F.; Alireza, N.E.; Qi, N.; Liu, J.Q.; Peng, Y.Q. Fluorescence detection platform of metal-organic frameworks for biomarkers. Colloids Surf. B Biointerfaces 2023, 229, 113455. [Google Scholar] [CrossRef]
- Dong, J.; Dao, X.Y.; Zhang, X.Y.; Zhang, X.D.; Sun, W.Y. Sensing Properties of NH2-MIL-101 Series for Specific Amino Acids via Turn-On Fluorescence. Molecules 2021, 26, 5336. [Google Scholar] [CrossRef]
- Shukla, V.; Ahmad, M.; Siddiqui, K.A. Colorimetric recognition of a biomarker of trichloroethylene in human urine and photocatalytic dye degradation employing unprecedented Co(II) MOF luminescent probe. J. Mol. Struct. 2024, 1308, 138068. [Google Scholar] [CrossRef]
- Lei, N.N.; Li, W.C.; Zhao, D.S.; Li, W.Q.; Liu, X.; Liu, L.Y.; Yin, J.R.; Muddassir, M.; Wen, R.M.; Fan, L.M. A bifunctional luminescence sensor for biomarkers detection in serum and urine based on chemorobust Nickel(II) metal-organic framework. Spectrochim. Acta Part A 2024, 306, 123585. [Google Scholar] [CrossRef]
- Meng, Z.X.; Yang, F.N.; Wang, X.J.; Shan, W.L.; Liu, D.D.; Zhang, L.Y.; Yuan, G.Z. Trefoil-Shaped Metal–Organic Cages as Fluorescent Chemosensors for Multiple Detection of Fe3+, Cr2O72–, and Antibiotics. Inorg. Chem. 2023, 62, 1297. [Google Scholar] [CrossRef]
- Chaudhary, M.Y.; Kanzariya, D.B.; Das, A.; Pal, T.K. A fluorescent MOF and its synthesized MOF@cotton composite: Ratiometric sensing of vitamin B2 and antibiotic drug molecule. Spectrochim. Acta Part A 2024, 314, 124194. [Google Scholar] [CrossRef]
- Geng, J.; Li, Y.Y.; Lin, H.Y.; Liu, Q.Q.; Lu, J.J.; Wang, X.L. A new three-dimensional zinc(II) metal–organic framework as a fluorescence sensor for sensing the biomarker 3-nitrotyrosine. Dalton Trans. 2022, 51, 11390. [Google Scholar] [CrossRef]
- Li, W.Q.; Li, W.C.; Liu, X.; Wu, H.N.; Yang, J.Y.; Lu, F.Y.; Fan, L.M. A dual-responsive luminescent sensor for efficient detection of 3-nitrotyrosine and dipicolinic acid biomarkers based on copper(II) organic framework. Appl. Organomet. Chem. 2024, 38, e7452. [Google Scholar] [CrossRef]
- Cai, D.G.; Zheng, T.F.; Liu, S.J.; Wen, H.R. Fluorescence sensing and device fabrication with luminescent metal-organic frameworks. Dalton Trans. 2024, 53, 394. [Google Scholar] [CrossRef]
- ** function in dispersion corrected density functional theory. J. Comput. Chem. 2011, 32, 1456. [Google Scholar] [CrossRef]
- Humphrey, W.; Dalke, A.; Schulten, K. VMD: Visual molecular dynamics. J. Mol. Graph. 1996, 14, 33–38. [Google Scholar] [CrossRef]
- Lu, T.; Chen, F. Multiwfn: A multifunctional wavefunction analyzer. J. Comput. Chem. 2012, 33, 580–592. [Google Scholar] [CrossRef]
- Lu, T.; Chen, Q.X. Independent gradient model based on Hirshfeld partition: A new method for visual study of interactions in chemical systems. J. Comput. Chem. 2022, 43, 539. [Google Scholar] [CrossRef]
MOF-1 | |
---|---|
Empirical formula | C120H64N12O24S3Zn6 |
Formula weight | 2546.23 |
Crystal system | monoclinic |
Space group | C2/c |
a, Å | 17.6526 (17) |
b, Å | 19.6903 (19) |
c, Å | 37.142 (3) |
α, deg | 90 |
β, deg | 90.106 (2) |
γ, deg | 90 |
V, Å3 | 12,910 (2) |
Z | 4 |
ρcalcd, g/cm−3 | 1.310 |
T/K | 298.15 |
μ, mm−1 | 1.214 |
2θ, deg | 3.794 to 50.038 |
F (000) | 5152.0 |
Index ranges | −20 ≤ h ≤ 20, −23 ≤ k ≤ 23, −26 ≤ l ≤ 44 |
Data/restraints/parameters | 11,387/2403/779 |
GOF (F2) | 1.067 |
R1a,wR2b (I > 2σ(I)) | 0.1070, 0.2790 |
R1a, wR2b (all data) | 0.1591, 0.3075 |
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© 2024 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
Share and Cite
Ru, J.; Shi, Y.-X.; Yang, Q.-Y.; Li, T.; Wang, H.-Y.; Cao, F.; Guo, Q.; Wang, Y.-L. A Benzothiadiazole-Based Zn(II) Metal–Organic Framework with Visual Turn-On Sensing for Anthrax Biomarker and Theoretical Calculation. Molecules 2024, 29, 2755. https://doi.org/10.3390/molecules29122755
Ru J, Shi Y-X, Yang Q-Y, Li T, Wang H-Y, Cao F, Guo Q, Wang Y-L. A Benzothiadiazole-Based Zn(II) Metal–Organic Framework with Visual Turn-On Sensing for Anthrax Biomarker and Theoretical Calculation. Molecules. 2024; 29(12):2755. https://doi.org/10.3390/molecules29122755
Chicago/Turabian StyleRu, **g, Yi-Xuan Shi, Qing-Yun Yang, Teng Li, Hai-Ying Wang, Fan Cao, Qiang Guo, and Yan-Lan Wang. 2024. "A Benzothiadiazole-Based Zn(II) Metal–Organic Framework with Visual Turn-On Sensing for Anthrax Biomarker and Theoretical Calculation" Molecules 29, no. 12: 2755. https://doi.org/10.3390/molecules29122755