The DOI matches its Crossref record; 65 of the 65 references it cites were found in a registry or an index.
The effect of basic pH and carbonate ion on the mechanism of photocatalytic destruction of cylindrospermopsin
Abstract
This study investigated the mechanistic effects of basic pH and the presence of high carbonate concentration on the TiO2 photocatalytic degradation of the cyanobacterial toxin cylindrospermopsin (CYN). High-performance liquid chromatography combined with quadrupole time-of-flight electrospray ionization tandem mass spectrometry (LC/Q-TOF-ESI-MS) was employed for the identification of reaction byproducts. The reaction pathways were proposed based on the identified degradation byproducts and radical chemistry. In high pH system (pH = 10.5) similar reaction byproducts as those in neutral pH system were identified. However, high pH appeared to inhibit sulfate elimination with less sulfate elimination byproducts detected. In the presence of carbonate in the photocatalytic process, hydroxyl radical reaction would be largely inhibited since carbonate ion would react with hydroxyl radical to form carbonate radical. The second order rate constant of carbonate radical with CYN was estimated to be 1.4 × 10(8) M(-1)s(-1), which is much smaller than that of hydroxyl radical. However, the more significant abundance of carbonate radical in the reaction solution strongly contributed to the transformation of CYN. Carbonate radical has higher reaction selectivity than hydroxyl radical and hence, played a different role in the photocatalytic reaction. It would promote the formation of byproduct m/z 420.12 which has not been identified in the other two studied photocatalytic systems. Besides, the presence of carbonate ion may hinder the removal of toxicity originated from uracil moiety due to the low reaction activity of carbonate radical with uracil moiety in CYN molecule. This work would further support the application of photocatalytic technologies for CYN treatment and provide fundamental information for the complete assessment of CYN removal by using TiO2 photocatalysis process.
Overview
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
In the citing paper
“The release of the H atom from this species and a subsequent rearrangement forms a carbon-centered radical [54,58].”
From Advanced Oxidation Processes for Degradation of Water Pollutants—Ambivalent Impact of Carbonate Species: A Review (2023) · cites this paper as [58]
In the citing paper
“CO3 ·-accept an electron from the electron-rich center to form radical cations.”
From Advanced Oxidation Processes for Degradation of Water Pollutants—Ambivalent Impact of Carbonate Species: A Review (2023) · cites this paper as [58]
In the citing paper
“The H abstraction can also form a carbon-centered radical.”
From Advanced Oxidation Processes for Degradation of Water Pollutants—Ambivalent Impact of Carbonate Species: A Review (2023) · cites this paper as [58]
In the citing paper
“The highly selective nature of the CO3 ·-makes it more selective towards electron-rich moieties such as -NH2, -OH (especially phenols), and aromatic rings.”
From Advanced Oxidation Processes for Degradation of Water Pollutants—Ambivalent Impact of Carbonate Species: A Review (2023) · cites this paper as [58]
In the citing paper
“A similar tendency was reported for CYN and hexylpyridinium bromide (HPyBr). The number of intermediates detected in the presence of carbonate ions was less than that detected in the pure photocatalytic process, especially sulfate group elimination byproducts [58].”
From Advanced Oxidation Processes for Degradation of Water Pollutants—Ambivalent Impact of Carbonate Species: A Review (2023) · cites this paper as [58]
Citations
Cites
Spectrometric Identification of Organic Compounds
Silverstein, R. M., & Bassler, G. C. (1962) · Journal of Chemical Education · doi:10.1021/ed039p546 · Cited by 14,272
Buxton, G. V., Greenstock, C. L., Helman, W. P., & Ross, A. B. (1988) · Journal of Physical and Chemical Reference Data · doi:10.1063/1.555805 · Cited by 12,332
Rate Constants for Reactions of Inorganic Radicals in Aqueous Solution
Neta, P., Huie, R. E., & Ross, A. B. (1988) · Journal of Physical and Chemical Reference Data · doi:10.1063/1.555808 · Cited by 3,651
Spectrometric identification of organic compounds
Jeevitha, G. C. (1972) · Journal of Molecular Structure · doi:10.1016/0022-2860(72)85016-6 · Cited by 2,541
Halliwell, B. B., Gutteridge, J. M. C., & Aruoma, O. I. (1987) · Analytical Biochemistry · doi:10.1016/0003-2697(87)90222-3 · Cited by 2,372
Turchi, C. S. (1990) · Journal of Catalysis · doi:10.1016/0021-9517(90)90269-p · Cited by 2,099
Cyanobacteria secondary metabolites—the cyanotoxins
Carmichael, W. W. (1992) · Journal of Applied Bacteriology · doi:10.1111/j.1365-2672.1992.tb01858.x · Cited by 1,457
Grebel, J. E., Pignatello, J. J., & Mitch, W. A. (2010) · Environmental Science & Technology · doi:10.1021/es1010225 · Cited by 975
Reaction mechanisms in the radiolysis of peptides, polypeptides, and proteins
Garrison, W. M. (1987) · Chemical Reviews · doi:10.1021/cr00078a006 · Cited by 735
Mechanistic Insight into the TiO 2 Photocatalytic Reactions: Design of New Photocatalysts
Tachikawa, T., Fujitsuka, M., & Majima, T. (2007) · The Journal of Physical Chemistry C · doi:10.1021/jp069005u · Cited by 674
Ecotoxicological effects of selected cyanobacterial secondary metabolites a short review
Wiegand, C., & Pflugmacher, S. (2004) · Toxicology and Applied Pharmacology · doi:10.1016/j.taap.2004.11.002 · Cited by 661
Cylindrospermopsin: a potent hepatotoxin from the blue-green alga Cylindrospermopsis raciborskii
Ohtani, I. I., Moore, R. E., & Runnegar, M. T. C. (1992) · Journal of the American Chemical Society · doi:10.1021/ja00046a067 · Cited by 629
Nitrogen dioxide and carbonate radical anion: two emerging radicals in biology
Augusto, O., Bonini, M. G., Amanso, A. M., Linares, E., Santos, C. C. X., & De Menezes, S. L. (2002) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(02)00786-4 · Cited by 555
Canonica, S., Kohn, T., Mac, M., Real, F. J., Wirz, J., & von Gunten, U. (2005) · Environmental Science & Technology · doi:10.1021/es051236b · Cited by 491
Role of Water and Carbonates in Photocatalytic Transformation of CO2 to CH4 on Titania
Dimitrijević, N. M., Vijayan, B. K., Poluektov, O. G., Rajh, T., Gray, K. A., He, H., & Zapol, P. (2011) · Journal of the American Chemical Society · doi:10.1021/ja108791u · Cited by 455
Falconer, I. R. (1999) · Environmental Toxicology · doi:10.1002/(sici)1522-7278(199902)14:1 · Cited by 410
Innovative visible light-activated sulfur doped TiO2 films for water treatment
Han, C., Peláez, M. A., Likodimos, V., Kontos, A. G., Falaras, P., Ο'Shea, K. Ε., & Dionysiou, D. D. (2011) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2011.06.039 · Cited by 381
Self-citationKhan, J. A., He, X., Khan, H. M., Shah, N. S., & Dionysiou, D. D. (2012) · Chemical Engineering Journal · doi:10.1016/j.cej.2012.12.055 · Cited by 353
Self-citationGRIFFITHS, D. J., & Saker, M. L. (2003) · Environmental Toxicology · doi:10.1002/tox.10103 · Cited by 346
Miranda-García, N., Suárez, S., Sánchez, B., Coronado, J. M., Malato, S., & Maldonado, M. I. (2011) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2011.01.030 · Cited by 336
Characterization of the Gene Cluster Responsible for Cylindrospermopsin Biosynthesis
Mihali, T. K., Kellmann, R., Muenchhoff, J., Barrow, K. D., & Neilan, B. A. (2007) · Applied and Environmental Microbiology · doi:10.1128/aem.01988-07 · Cited by 300
Kim, S., & Choi, W. (2002) · Environmental Science & Technology · doi:10.1021/es015560s · Cited by 286
He, X., de la Cruz, A. A., & Dionysiou, D. D. (2012) · Journal of Photochemistry and Photobiology A Chemistry · doi:10.1016/j.jphotochem.2012.09.017 · Cited by 268
Self-citationPeláez, M. A., de la Cruz, A. A., Stathatos, E., Falaras, P., & Dionysiou, D. D. (2009) · Catalysis Today · doi:10.1016/j.cattod.2008.12.022 · Cited by 265
Self-citationFroscio, S. M., Humpage, A. R., Burcham, P. C., & Falconer, I. R. (2003) · Environmental Toxicology · doi:10.1002/tox.10121 · Cited by 256
Efficient removal of microcystin-LR by UV-C/H2O2 in synthetic and natural water samples
He, X., Peláez, M. A., Westrick, J. A., Ο'Shea, K. Ε., Hiskia, A. E., Triantis, T. M., Kaloudis, T., Stefan, M. I., de la Cruz, A. A., & Dionysiou, D. D. (2011) · Water Research · doi:10.1016/j.watres.2011.11.009 · Cited by 238
Self-citationHaarstrick, A., Kut, O. M., & Heinzle, E. (1996) · Environmental Science & Technology · doi:10.1021/es9502278 · Cited by 232
Gumy, D., Morais, C., Bowen, P., Pulgarin, C. O., Giraldo, S. V., Hajdu, R., & Kiwi, J. T. (2005) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2005.09.013 · Cited by 228
The carbonate radical and related oxidants derived from bicarbonate buffer
Medinas, D. B., Cerchiaro, G., Trindade, D. F., & Augusto, O. (2007) · IUBMB Life · doi:10.1080/15216540701230511 · Cited by 198
Chen, S., & Hoffman, M. Z. (1973) · Radiation Research · doi:10.2307/3573789 · Cited by 190
Shafirovich, V., Dourandin, A., Huang, W., & Geacintov, N. E. (2001) · Journal of Biological Chemistry · doi:10.1074/jbc.m101131200 · Cited by 186
Selective Oxidation of Key Functional Groups in Cyanotoxins during Drinking Water Ozonation
Onstad, G. D., Strauch, S., Meriluoto, J. A. O., Codd, G. A., & von Gunten, U. (2007) · Environmental Science & Technology · doi:10.1021/es0625327 · Cited by 179
Antoniou, M. G., Shoemaker, J. A., de la Cruz, A. A., & Dionysiou, D. D. (2008) · Environmental Science & Technology · doi:10.1021/es801637z · Cited by 178
Self-citationUracil Moiety is Required for Toxicity of the Cyanobacterial Hepatotoxin Cylindrospermopsin
Banker, R., Carmeli, S., Werman, M. J., Teltsch, B., Porat, R., & Sukenik, A. (2001) · Journal of Toxicology and Environmental Health · doi:10.1080/009841001459432 · Cited by 177
The Hydrogen Peroxide-Assisted Photocatalytic Degradation of Alachlor in TiO2 Suspensions
Wong, C. C., & Chu, W. (2003) · Environmental Science & Technology · doi:10.1021/es020898n · Cited by 171
Reactions of Manganese Porphyrins with Peroxynitrite and Carbonate Radical Anion
Ferrer‐Sueta, G., Vitturi, D. A., Batinic̈‐Haberle, I., Fridovich, I., Goldstein, S., Czapski, G., & Radí, R. (2003) · Journal of Biological Chemistry · doi:10.1074/jbc.m213302200 · Cited by 168
Natural Photodegradation of the Cyanobacterial Toxins Microcystin and Cylindrospermopsin
Wörmer, L., Huerta‐Fontela, M., Cirés, S., Carrasco, D., & Quesada, A. (2010) · Environmental Science & Technology · doi:10.1021/es9036012 · Cited by 155
Peláez, M. A., de la Cruz, A. A., Ο'Shea, K. Ε., Falaras, P., & Dionysiou, D. D. (2011) · Water Research · doi:10.1016/j.watres.2011.04.036 · Cited by 149
Self-citationImplications of sequential use of UV and ozone for drinking water quality
Meunier, L., Canonica, S., & von Gunten, U. (2006) · Water Research · doi:10.1016/j.watres.2006.02.030 · Cited by 144
Sun, Q., & Xu, Y. (2010) · The Journal of Physical Chemistry C · doi:10.1021/jp104762h · Cited by 140
Antoniou, M. G., Shoemaker, J. A., de la Cruz, A. A., & Dionysiou, D. D. (2008) · Toxicon · doi:10.1016/j.toxicon.2008.01.018 · Cited by 138
Self-citationBazin, E., Mourot, A., Humpage, A. R., & Fessard, V. (2009) · Environmental and Molecular Mutagenesis · doi:10.1002/em.20539 · Cited by 135
Mazmouz, R., Chapuis‐Hugon, F., Mann, S., Pichon, V., Méjean, A., & Ploux, O. (2010) · Applied and Environmental Microbiology · doi:10.1128/aem.00717-10 · Cited by 132
DNA Lesions Derived from the Site Selective Oxidation of Guanine by Carbonate Radical Anions
Joffe, A., Geacintov, N. E., & Shafirovich, V. (2003) · Chemical Research in Toxicology · doi:10.1021/tx034142t · Cited by 127
Fergusson, K. M., & Saint, C. P. (2003) · Environmental Toxicology · doi:10.1002/tox.10108 · Cited by 115
Song, W., Yan, S., Cooper, W. J., Dionysiou, D. D., & Ο'Shea, K. Ε. (2012) · Environmental Science & Technology · doi:10.1021/es302458h · Cited by 113
Self-citationAntoniou, M. G., Nicolaou, P. A., Shoemaker, J. A., de la Cruz, A. A., & Dionysiou, D. D. (2009) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2009.05.020 · Cited by 105
Self-citationMunk, B. H., Burrows, C. J., & Schlegel, H. B. (2008) · Journal of the American Chemical Society · doi:10.1021/ja7104448 · Cited by 90
Senogles, P., Scott, J. A., Shaw, G. R., & Stratton, H. M. (2001) · Water Research · doi:10.1016/s0043-1354(00)00372-9 · Cited by 80
Squadrito, G. L., & Pryor, W. A. (2002) · Chemical Research in Toxicology · doi:10.1021/tx020004c · Cited by 79
Crean, C. W., Geacintov, N. E., & Shafirovich, V. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200500991 · Cited by 78
Inhibition of plant protein synthesis by the cyanobacterial hepatotoxin, cylindrospermopsin
Metcalf, J. S., Barakate, A., & Codd, G. A. (2004) · FEMS Microbiology Letters · doi:10.1111/j.1574-6968.2004.tb09576.x · Cited by 77
Oxidative Transformations of Contaminants in Natural and in Technical Systems
Sulzberger, B., Canonica, S., Egli, T. W., Giger, W., Klausen, J., & von Gunten, U. (1997) · CHIMIA International Journal for Chemistry · doi:10.2533/chimia.1997.900 · Cited by 73
Origin of Photocatalytic Deactivation of TiO2 Film Coated on Ceramic Substrate
Xie, T.-H., & Lin, J. X. (2007) · The Journal of Physical Chemistry C · doi:10.1021/jp072334h · Cited by 73
Hydroxy radical reaction with phosphate esters and the mechanism of phosphate cleavage
Samuni, A. M., & Neta, P. (1973) · The Journal of Physical Chemistry · doi:10.1021/j100639a012 · Cited by 71
Mazellier, P., Leroy, M., Laat, J. D., & Legube, B. (2002) · New Journal of Chemistry · doi:10.1039/b204332g · Cited by 68
Effects of blue-green algal toxin cylindrospermopsin (CYN) on human granulosa cells in vitro
Young, F. M., Micklem, J., & Humpage, A. R. (2008) · Reproductive Toxicology · doi:10.1016/j.reprotox.2008.02.006 · Cited by 58
López‐Alonso, H., Rubiolo, J. A., Vega, F. V., Vieytes, M. R., & Botana, L. M. (2012) · Chemical Research in Toxicology · doi:10.1021/tx3003438 · Cited by 58
Zhang, G., Wurtzler, E. M., He, X., Nadagouda, M. N., Ο'Shea, K. Ε., El‐Sheikh, S. M., Ismail, A. A., Wendell, D., & Dionysiou, D. D. (2014) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2014.08.034 · Cited by 46
Self-citationDegradation of cylindrospermopsin by using polymorphic titanium dioxide under UV–Vis irradiation
Zhang, G., Nadagouda, M. N., Ο'Shea, K. Ε., El‐Sheikh, S. M., Ismail, A. A., Likodimos, V., Falaras, P., & Dionysiou, D. D. (2013) · Catalysis Today · doi:10.1016/j.cattod.2013.10.072 · Cited by 34
Self-citationAntoniou, M. G., Nambiar, U., & Dionysiou, D. D. (2009) · Water Research · doi:10.1016/j.watres.2009.06.015 · Cited by 30
Self-citationMaire, M., Bazin, E., Fessard, V., Rast, C., Humpage, A. R., & Vasseur, P. (2010) · Toxicon · doi:10.1016/j.toxicon.2010.01.025 · Cited by 27
Reactions of the carbonate radical with aliphatic amines
Elango, T. P., Ramakrishnan, V. M., Vancheesan, S., & Kuriacose, J. C. (1985) · Tetrahedron · doi:10.1016/s0040-4020(01)91404-8 · Cited by 26
Medendorp, J., Yedluri, J., Hammell, D. C., Ji, T., Lodder, R. A., & Stinchcomb, A. L. (2006) · Pharmaceutical Research · doi:10.1007/s11095-006-9749-z · Cited by 23
Revisiting the reaction of hydroxyl radicals with vicinal diols in water
Jiang, D., Barata‐Vallejo, S., Golding, B. T., Ferreri, C., & Chatgilialoglu, C. (2011) · Organic & Biomolecular Chemistry · doi:10.1039/c1ob06538f · Cited by 14
Research works printed but not linked: 1
- Bazin, 2010, Genotoxicity of a freshwater cyanotoxin, cylindrospermopsin, 51(3), 251
Cited by
Sorted by citations
Wang, Y.-X., Rao, L., Wang, P., Shi, Z., & Zhang, L. (2019) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2019.118308 · Cited by 565
Li, S., Wang, C., Liu, Y., Cai, M., Wang, Y., Zhang, H., Guo, Y., Zhao, W., Wang, Z., & Chen, X. (2021) · Chemical Engineering Journal · doi:10.1016/j.cej.2021.132519 · Cited by 492
Use of scavenger agents in heterogeneous photocatalysis: truths, half-truths, and misinterpretations
Schneider, J. T., Firak, D. S., Ribeiro, R. R., & Peralta-Zamora, P. (2020) · Physical Chemistry Chemical Physics · doi:10.1039/d0cp02411b · Cited by 479
Li, S., Wang, C., Cai, M., Yang, F., Liu, Y., Chen, J., Zhang, P., Li, X., & Chen, X. (2021) · Chemical Engineering Journal · doi:10.1016/j.cej.2021.131158 · Cited by 470
Wu, Z., Guo, K., Fang, J., Yang, X., Xiao, H., Hou, S., Kong, X., Shang, C., Yang, X., Meng, F., et al. (2017) · Water Research · doi:10.1016/j.watres.2017.09.028 · Cited by 368
Metadata
- Authors
- Zhang, G., He, X., Nadagouda, M. N., E. O'Shea, K., & Dionysiou, D. D.
- Affiliations
- University of Cincinnati (US)
- Corresponding author
- Dionysiou, Dionysios D.
- Venue
- Water Research
- Publisher
- Elsevier BV
- Published
- 2015-04
- Volume
- 73
- Pages
- 353-361
- ISSN
- 0043-1354 (ISSN-L)
- OpenAlex
- W2018643296
- Cited by
- 128
- References
- 65
- Citations by year
- 2026: 9 · 2025: 13 · 2024: 13 · 2023: 12 · 2022: 17 · 2021: 18 · 2020: 13 · 2019: 12 · 2018: 5 · 2017: 5 · 2016: 8 · 2015: 3
- FWCI
- 4.64
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Water Research (publishedVersion)
- PubMed (publishedVersion)
- Funders
- U.S. Department of Agriculture (58-3148-1-152)
- China Scholarship Council (CSC) Scholarships (2009617129)
- Topics
- Physical Sciences › Environmental Science › Water Science and Technology › Advanced oxidation water treatment
- Physical Sciences › Environmental Science › Environmental Chemistry › Aquatic Ecosystems and Phytoplankton Dynamics
- Physical Sciences › Energy › Renewable Energy, Sustainability and the Environment › TiO2 Photocatalysis and Solar Cells
- Keywords
- cylindrospermopsin, TiO2 photocatalysis, cyanotoxins, carbonate radical, hydroxyl radicals, pH effect, degradation by-products, reaction mechanism, water treatment
- MeSH terms
- Cyanobacteria Toxins, Alkaloids, Bacterial Toxins, Carbonates, Chromatography, High Pressure Liquid, Hydrogen-Ion Concentration, Photolysis, Titanium, Uracil, Waste Disposal, Fluid, Water Pollutants, Chemical, Tandem Mass Spectrometry
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
