Supramolecular Sensing of Chemical Warfare Agents.
chemical warfare agents
host-guest systems
noncovalent interactions
sensors
supramolecular chemistry
Journal
ChemPlusChem
ISSN: 2192-6506
Titre abrégé: Chempluschem
Pays: Germany
ID NLM: 101580948
Informations de publication
Date de publication:
04 2021
04 2021
Historique:
revised:
06
04
2021
received:
12
02
2021
pubmed:
22
4
2021
medline:
15
12
2021
entrez:
21
4
2021
Statut:
ppublish
Résumé
Chemical warfare agents are a class of organic molecules used as chemical weapons due to their high toxicity and lethal effects. For this reason, the fast detection of these compounds in the environment is crucial. Traditional detection methods are based on instrumental techniques, such as mass spectrometry or HPLC, however the use of molecular sensors able to change a detectable property (e. g., luminescence, color, electrical resistance) can be cheaper and faster. Today, molecular sensing of chemical warfare agents is mainly based on the "covalent approach", in which the sensor reacts with the analyte, or on the "supramolecular approach", which involves the formation of non-covalent interactions between the sensor and the analyte. This Review is focused on the recent developments of supramolecular sensors of organophosphorus chemical warfare agents (from 2013). In particular, supramolecular sensors are classified by function of the sensing mechanism: i) Lewis Acids, ii) hydrogen bonds, iii) macrocyclic hosts, iv) multi-topic sensors, v) nanosensors. It is shown how the supramolecular non-covalent approach leads to a reversible sensing and higher selectivity towards the selected analyte respect to other interfering molecules.
Identifiants
pubmed: 33881227
doi: 10.1002/cplu.202100071
doi:
Substances chimiques
Chemical Warfare Agents
0
Lewis Acids
0
Macrocyclic Compounds
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
681-695Subventions
Organisme : University of Catania
ID : PIA.CE.RI 2020-2022-Linea Intervento 3
Informations de copyright
© 2021 The Authors. ChemPlusChem published by Wiley-VCH GmbH.
Références
K. Kim, O. G. Tsay, D. A. Atwood, D. G. Churchill, Chem. Rev. 2011, 111, 5345-5403.
R. Stone, Science 2018, 359, 1314-1315.
R. Stone, Science 2018, 359, 23.
K. Kupferschmidt, Science 2019, 365, 1362;
H. John, M. J. van der Schans, M. Koller, H. E. T. Spruit, F. Worek, H. Thiermann, D. Noort, Forensic Toxicol. 2018, 36, 61-71;
German Federal Government, Statement by the Federal Government on the Navalny case, https://www. bundesregierung.de/breg-en/news/statement-by-the-federalgovernment-on-thenavalny-case-1781882 (accessed 24th September 2020).
R. Fernandes de Farias, Pharm. Chem. J. 2019, 6, 24-26.
Y. Seto, H. Sekiguchi, H. Maruko, S. Yamashiro, Y. Sano, Y. Takayama, R. Sekioka, S. Yamaguchi, S. Kishi, T. Satoh, H. Sekiguchi, K. Iura, H. Nagashima, T. Nagoya, K. Tsuge, I. Ohsawa, Y. Takada, N. Ezawa, S. Watanabe, H. Hashimoto, Anal. Chem. 2014, 86, 4316-4326.
G. O. Bizzigotti, H. Castelly, A. M. Hafez, W. H. B. Smith, M. T. Whitmire, Chem. Rev. 2009, 109, 236-256.
A. Zammataro, R. Santonocito, A. Pappalardo, G. Trusso Sfrazzetto, Catalysts 2020, 10, 881.
C. A. Valdez, R. N. Leif, S. Hok, B. R. Hart, Rev. Anal. Chem. 2018, 37, 20170007.
H. Koskela, J. Chromatogr. B 2010, 878, 1365-1381.
Y. J. Jang, K. Kim, O. G. Tsay, D. A. Atwood, D. G. Churchill, Chem. Rev. 2015, 115, PR1-PR76.
D. Ajami, J. Rebek Jr., Org. Biomol. Chem. 2013, 11, 3936-3942.
P. Sang-Hyun, K. Nahyun, L. Jee-Hyeon, Y. Juyoung, S. Injae, Chem. Soc. Rev. 2020, 49, 143-179.
M. R. Sambrook, S. Notman, Chem. Soc. Rev. 2013, 42, 9251-9267.
W. Zhang, Z. Guo, Y. Chen, Y. Cao, Electroanalysis 2017, 29, 1206-1213.
G. Yue, S. Su, N. Li, M. Shuai, X. Lai, D. Astruc, P. Zhao, Coord. Chem. Rev. 2016, 311, 75-84.
S. Costanzi, J.-H. Machado, M. Mitchell, ACS Chem. Neurosci. 2018, 9, 873-885.
J. A. Vale, T. C. Marrs, R. L. Maynard, Clin. Toxicol. 2018, 56, 1096-1097.
M. Kloske, Z. Witkiewicz, Chemosphere 2019, 221, 672-682.
C. Subramanyam, K. V. Ramana, S. Rasheed, S. Adam, C. N. Raju, Phosphorus Sulfur Silicon Relat. Elem. 2013, 188, 1228-1235.
K. Kuca, D. Jun, K. Musilek, J. Bajgar, Front. Drug Des. Discovery 2007, 3, 381-394.
M. B. Abou-Donia, B. Siracuse, N. Gupta, A. Sobel Sokol, Crit. Rev. Toxicol. 2016, 46, 845-875.
H. P. M. van Helden, M. J. A. Joosen, I. H. C. Philippens, Toxicol. Lett. 2011, 206, 35-40.
G. Krejcova, K. Kuca, L. Sevelova, Def. Sci. J. 2005, 55, 105-115.
S. P. B. Ovenden, R. L. Webster, E. Micich, L. J. McDowall, N. W. McGill, J. Williams, S. D. Zanatta, Talanta 2020, 211, 120753.
E. Ghanem, Y. Li, C. Xu, F. M. Raushel, Biochemistry 2007, 46, 9032-9040.
Z. Witkiewicz, S. Neffe, E. Sliwka, J. Quagliano, Crit. Rev. Anal. Chem. 2018, 48, 337-371.
G. Mercey, T. Verdelet, J. Renou, M. Kliachina, R. Baati, F. Nachon, L. Jean, P.-Y. Renard, Acc. Chem. Res. 2012, 45, 756-766.
K. D. Spradling, J. F. Dillman, The molecular toxicology of chemical warfare nerve agents. Advances in Molecular Toxicology (Ed.: C. F. James) Elsevier B. V., 2011, pp. 111-144.
S. Costanzi, J.-H. Machado, M. Mitchell, ACS Chem. Neurosci. 2018, 9, 873-885.
F. Ekström, A. Hörnberg, E. Artursson, L. G. Hammarström, G. Schneider, Y. P. Pang, PLoS One 2009, 4, e5957.
I. Rupa, I. Brian, L. Alex, Toxicol. Lett. 2015, 233, 200-206.
A. J. Franjesevic, S. B. Sillart, J. M. Beck, S. Vyas, C. S. Callam, C. M. Hadad, Chem. Eur. J. 2019, 25, 5337-5371.
F. R. Sidell, Clin. Toxicol. 1974, 7, 1-17.
F. R. Sidell, W. A. Groff, Toxicol. Appl. Pharmacol. 1974, 27, 241-252.
F. R. Sidell, J. Borak, Ann. Emerg. Med. 1992, 21, 865-871.
J.-G. Mao, Coord. Chem. Rev. 2007, 251, 1493-1520.
C. M. G. dos Santos, A. J. Harte, S. J. Quinn, T. Gunnlaugsson, Coord. Chem. Rev. 2008, 252, 2512-2527.
G. H. Dennison, M. R. Sambrook, M. R. Johnston, RSC Adv. 2014, 4, 55524-55528.
G. H. Dennison, C. G. Bochet, C. Curty, J. Ducry, D. J. Nielsen, M. R. Sambrook, A. Zaugg, M. R. Johnston, Eur. J. Inorg. Chem. 2016, 1348-1358.
A. Barba-Bon, A. M. Costero, S. Gil, F. Sancenon, R. Martinez-Manez, Chem. Commun. 2014, 50, 13289-13291.
R. R. Butala, W. R. Creasy, R. A. Fry, M. L. McKee, D. A. Atwod, Chem. Commun. 2015, 51, 9269-9271.
G. Trusso Sfrazzetto, S. Millesi, A. Pappalardo, G. A. Tomaselli, F. P. Ballistreri, R. M. Toscano, I. Fragalà, A. Gulino, Chem. Eur. J. 2017, 23, 1576-1583.
A. Pappalardo, C. M. A. Gangemi, R. M. Toscano, G. Trusso Sfrazzetto, Curr. Org. Chem. 2020, 24, 2378-2382.
R. Puglisi, P. G. Mineo, A. Pappalardo, A. Gulino, G. Trusso Sfrazzetto, Molecules 2019, 24, 2160.
R. Puglisi, F. P. Ballistreri, C. M. A. Gangemi, R. M. Toscano, G. A. Tomaselli, A. Pappalardo, G. Trusso Sfrazzetto, New J. Chem. 2017, 41, 911-915.
G. H. Dennison, C. Curty, A. J. Metherell, E. Micich, A. Zaugg, M. D. Ward, RSC Adv. 2019, 9, 7615-7619.
A. J. Metherell, C. Curty, A. Zaugg, S. T. Saad, G. H. Dennison, M. D. Ward, J. Mater. Chem. C 2016,4, 9664-9668.
M. Meot-Ner, Chem. Rev. 2005, 105, 213-284.
A. Pappalardo, M. E. Amato, F. P. Ballistreri, V. La Paglia Fragola, G. A. Tomaselli, G. Trusso Sfrazzetto, J. Chem. Sci. 2013, 125, 869-873.
Y. K. Chung, S. Ha, T. G. Woo, Y. D. Kim, C. Song, S. K. Kim, RSC Adv. 2019, 9, 10693-10701.
J. R. Hiscock, N. J. Wells, J. A. Ede, P. A. Gale, M. R. Sambrook, Org. Biomol. Chem. 2016, 14, 9560-9567.
M. R. Sambrook, J. R. Hiscock, A. Cook, A. C. Green, I. Holden, J. C. Vincent, P. A. Gale, Chem. Commun. 2012, 48, 5605-5607.
V. Kumar, H. Rana, G. Raviraju, P. Garg, A. Baghel, A. K. Gupta, RSC Adv. 2016, 6, 59648-59656.
S. Ha, M. Lee, H. O. Seo, S. G. Song, K. Kim, C. H. Park, H. Kim, Y. D. Kim, C. Song, ACS Sens. 2017, 2, 1146-1151.
L. E. Buerkle, S. J. Rowan, Chem. Soc. Rev. 2012, 41, 6089-6102.
Y.-F. Li, Z. Li, Q. Lin, Y.-W. Yang, Nanoscale 2020, 12, 2180-2200.
W.-L. Guan, K. M. Adam, M. Qiu, Y.-M. Zhang, H. Yao, T.-B. Wei, Q. Lin, Supramol. Chem. 2020, 32, 578-596.
J. R. Hiscock, F. Piana, M. R. Sambrook, N. J. Wells, A. J. Clark, J. C. Vincent, N. Busschaert, R. C. D. Brown, P. A. Gale, Chem. Commun. 2013, 49, 9119-9121.
J. R. Hiscock, I. L. Kirby, J. Herniman, G. J. Langley, A. J. Clark, P. A. Gale, RSC Adv. 2014, 4, 45517-45521.
J. R. Hiscock, M. R. Sambrook, N. J. Wells, P. A. Gale, Chem. Sci. 2015, 6, 5680-5684.
J. R. Hiscock, M. R. Sambrook, J. A. Ede, N. J. Wells, P. A. Gale, J. Mater. Chem. A 2015, 3, 1230-1234.
C. G. P. Taylor, J. R. Piper, M. D. Ward, Chem. Commun. 2016, 52, 6225-6228.
Y. Ruan, H. A. Taha, R. J. Yoder, V. Maslak, C. M. Hadad, J. D. Badjić, J. Phys. Chem. B 2013, 117, 3240-3249.
N. Ponnuswamy, F. B. L. Cougnon, J. M. Clough, G. D. Pantos, J. K. M. Sanders, Science 2012, 338, 783.
S. Chen, Y. Ruan, J. D. Brown, J. Gallucci, V. Maslak, C. M. Hadad, J. D. Badjić, J. Am. Chem. Soc. 2013, 135, 14964-14967.
S. Chen, Y. Ruan, J. D. Brown, C. M. Hadad, J. D. Badjić, J. Am. Chem. Soc. 2014, 136, 17337-17342.
S. Chen, M. Yamasaki, S. Polen, J. Gallucci, C. M. Hadad, J. D. Badjić, J. Am. Chem. Soc. 2015, 137, 12276-12281.
M. R. Sambrook, J. C. Vincent, J. A. Ede, I. A. Gass, P. J. Cragg, RSC Adv. 2017, 7, 38069-38076.
S. Letort, S. Balieu, W. Erb, G. Gouhier, F. Estour, Beilstein J. Org. Chem. 2016, 12, 204-228.
M. R. Sambrook, I. A. Gass, P. J. Cragg, Supramol. Chem. 2018, 30, 206-217.
J. A. Ede, P. J. Cragg, M. R. Sambrook, Molecules 2018, 23, 207.
R. Puglisi, A. Pappalardo, A. Gulino, G. Trusso Sfrazzetto, Chem. Commun. 2018, 54, 11156-11159.
G. Trusso Sfrazzetto, C. Satriano, G. A. Tomaselli, E. Rizzarelli, Coord. Chem. Rev. 2016, 311, 125-167.
R. Puglisi, A. Pappalardo, A. Gulino, G. Trusso Sfrazzetto, ACS Omega 2019, 4, 7550-7555.
N. Tuccitto, L. Spitaleri, G. Li Destri, A. Pappalardo, A. Gulino, G. Trusso Sfrazzetto, Molecules 2020, 25, 5731.
N. Tuccitto, L. Riela, A. Zammataro, L. Spitaleri, G. Li-Destri, G. Sfuncia, G. Nicotra, A. Pappalardo, G. Capizzi, G. Trusso Sfrazzetto, ACS Appl. Nano Mater. 2020, 3, 8182-8191.
L. Legnani, R. Puglisi, A. Pappalardo, M. A. Chiacchio, G. Trusso Sfrazzetto, Chem. Commun. 2020, 56, 539-542.
Y. Chen, W. S. Fegadolli, W. M. Jones, A. Scherer, M. Li, ACS Nano 2014, 8, 522-527.
X. Liu, Y. Gong, Y. Zheng, W. Xiong, C. Wang, T. Wang, Y. Che, J. Zhao, Anal. Chem. 2018, 90, 1498-1501.
K. T. Alali, J. Liu, R. Chen, Q. Liu, H. Zhang, J. Li, J. Hou, R. Li, J. Wang, Chem. Eur. J. 2019, 25, 11892-11902.
I. Stassen, B. Bueken, H. Reinsch, J. F. M. Oudenhoven, D. Wouters, J. Hajek, V. Van Speybroeck, V. N. Stock, P. M. Vereecken, R. Van Schaijk, D. De Vos, R. Ameloot, Chem. Sci. 2016, 7, 5827-5832.
D. Kumar, P. Jha, A. Chouksey, J. S. B. S. Rawat, R. P. Tandon, P. K. Chaudhury, Mater. Chem. Phys. 2016, 181, 487-494.
M. Shaik, V. K. Rao, G. V. Ramana, M. Halder, P. K. Gutch, P. Pandey, R. Jain, RSC Adv. 2018, 8, 8240-8245.
O. S. Kwon, C. S. Park, S. J. Park, S. Noh, S. Kim, H. J. Kong, J. Bae, C. S. Lee, H. Yoon, Sci. Rep. 2016, 6, 33724.
I. Sayago, D. Matatagui, M. J. Fernández, J. L. Fontecha, I. Jurewicz, R. Garriga, E. Muñoz, Talanta 2016, 148, 393-400.
C. Belger, J. G. Weis, E. Egap, T. M. Swager, Macromolecules 2015, 48, 7990-7994.