Applications of Cyclodextrins: Comparison
Please note this is a comparison between Version 2 by Vicky Zhou and Version 1 by Benjamin Gabriel Poulson.

Due to their unique structural, physical and chemical properties, cyclodextrins and their derivatives have been of great interest to scientists and researchers in both academia and industry for over a century. Many of the industrial applications of cyclodextrins have arisen from their ability to encapsulate, either partially or fully, other molecules, especially organic compounds. Cyclodextrins are non-toxic oligopolymers of glucose that help to increase the solubility of organic compounds with poor aqueous solubility, can mask odors from foul-smelling compounds, and have been widely studied in the area of drug delivery. 

  • cyclodextrins
  • applications

1. Introduction—Brief History of Cyclodextrins & Their Applications

Cyclodextrins (CDs) were formally discovered in 1891 [1] as Antoine Villers studied enzymatic degradation of potato starch in bacteria [2,3][2][3]. Villers isolated two compounds (most likely α-CD and β-CD [4]) with properties similar to those of cellulose (i.e., resistance to acid hydrolysis, and non-reducing properties) [4,5][4][5]. He consequently named them “cellulosines” [6]. Franz Schardinger, the so-called “Founding Father” of cyclodextrin chemistry, renamed these two compounds dextrins [5[5][6],6], from which the modern name of “cyclodextrins” originates. In 1939, Karl Freudenberg and his co-workers published a full description of the two separated compounds [7]. In 1954, Friedrich Cramer focused on separating and purifying CDs naturally, and studied CD-guest inclusion complexes in different states [8].
Even though CDs were discovered well over a century ago, the number of papers about cyclodextrins from 1955 to 1975 was minimal [2,9,10,11][2][9][10][11]. This low number partially due to the (erroneous) statement that CDs were toxic. Dexter French reported this in a criticical review of CDs in 1957 [5]. He and B. H. Thomas fed rats fed small quantities of highly purified β-CD, and oddly enough, all subsequently died. These results, however, were unpublished, and the authors did not explain the cause of death [5]. The methods French and Thomas used are questionable [4], and have since been proven incorrect [4]; other factors such as solubility [12,13[12][13][14],14], chemical modification [15,16,17,18][15][16][17][18], route of administration (oral, intravenous, topical, etc.) [19,20,21][19][20][21] must be taken into account when considering CDs’ toxicity, which varies even among the native CDs.

2. Applications of Cyclodextrins

Due to CDs biodegradability, biocompatibility, and versatility, their industrial applications are very varied. The applications discussed here (Section 4) are outlined in Figure 14. CDs have been used in the textile and pharmaceutical industries, as well as in agriculture, food technology, for environmental protection, chemical and biological analysis, and in dyes and cosmetics. Many of these applications are possible because of the ability of CDs to form stable complexes with many types of molecules. This will be emphasized throughout the remainder of this section. Polysaccharides 03 00001 g014
Figure 14. Various Applications of CDs.

2.1. General Applications

CDs play an important role in the textile industry, as they can be used as leveling agents in dyeing [223[22][23][24],224,225], in wastewater treatment [226[25][26][27],227,228], and in textile finishing [229,230,231,232,233][28][29][30][31][32]. In the dyeing process, CDs can be used as a dyeing aid, forming a complex with the dye [234][33], or as a chemical modification of the surface [235,236][34][35]. CDs can form a variety of inclusion complexes with textile dyes, thus influencing the quality of the dyeing.
Some researchers have grafted β-CD into insoluble solids, such as activated carbon, zeolite, magnetic materials, and silica gel, obtaining good adsorption results [237][36]. These adsorbent materials with cyclodextrin incorporation have considerable potential in wastewater treatment applications. This is due to their large amounts of hydroxyl groups, hydrophobic cavity, and interactions with organic and inorganic compounds.
In the cosmetic sector, CDs are distinguished by odor control, stabilization, and process improvement upon conversion of a liquid ingredient to a solid form [238][37]. It is used in skin creams, toothpaste, solid and liquid fabric softeners, tissues, paper towels and underarm shields [63][38].
CDs are also used in food formulations for flavor delivery or flavor protection [64][39]. Most natural and artificial flavors are volatile oils or liquids and complexation with cyclodextrins provides a favorable substitution to the conventional encapsulation technologies used for flavor protection [63][38].
They are also used to remove cholesterol from products such as butter, milk, and eggs [4,239][4][40]. Materials treated with CDs show 80% removal of cholesterol [63,240][38][41]. In Japan, for more than two decades, cyclodextrins have been approved as “modified starch” for food applications, serving to mask odors in fresh food and to stabilize fish oils [63,241][38][42]. Also, CDs act as molecular encapsulants, protecting the flavor [182][43].
CDs are able to reinforce drug delivery through biological membranes. They act as true carriers by keeping the hydrophobic drug molecules in solution and delivering them to the surface of the biological membrane. The addition of α-CD or ß-CD increases the water solubility of several poorly water-soluble substances. Furthermore, CDs can be used to reduce the effects of irritant or bitter-tasting and bad-smelling drugs [4,239,242,243][4][40][44][45].
CDs can form complexes with an enormous variety of agricultural chemicals including insecticides, herbicides, repellents, pheromones, fungicides, and growth regulators [63,182][38][43]. CDs can also be used to delay seed germination. In grain treated with β-CD, some of the amylases that degrade the starch supplies of the seeds are inhibited, yielding a 20–45% larger harvest [4].
In the chemical industry, cyclodextrins are often used to separate enantiomers and isomers, to catalyze reactions, to aid in different processes and to detoxify or remove waste materials [63][38]. They can be used in electrochemical chemistry to mask contaminating compounds [4]. They are also able to serve as enzyme mimics because of the molecular recognition phenomenon [4] attributed to the substituted groups on the CD.

2.2. CDs in Solar Energy

Today, energy has become one of the most significant driving forces of economic growth and manufacturing activity. Among the renewable energy resources, solar energy is an essential component of energy usage due to it being safe, easily accessible, and its unlimited nature [244][46]. Nevertheless, due to the high cost and low performance of some solar energy consumption systems, it is difficult to compete with conventional energy sources. Therefore, an additional priority of researchers, both now and in the near future, is to enable the efficient transfer or storage of solar energy [245][47]. The heat transfer fluid (HTF) in solar thermal systems plays a crucial role due to its ability to transfer heat from the collector or absorber to the heat exchanger. The brilliant heat transfer efficiency of various nanofluids have been reported [246][48]. Several studies have shown excellent potential of nanofluids for use mainly in solar energy devices and in the field of heat transfer fluids [247][49].
On the other hand, semiconductor nanocrystals have attracted enormous attention because of their strong potential for applications in various fields and their excellent physicochemical properties. Feng et al. (2005) presented a self-assembly method based on the special structure of various semiconductor/CD hybrid materials with different morphologies to produce photoactive TiO2-cyclodextrin wires by using CDs as bifunctionals [248][50]. β-CD has been found to be valuable in enhancing the kinetics of charge transfer from the photoexcited semiconductor to cavity-absorbed electron acceptors [249][51]. A low temperature study on TiO2-β-CD-graphene nanocomposite synthesis for energy storage and photocatalytic applications was reported by Sharavath et al. [250][52]. In a novel route that is a low temperature operation, the TiO2-CD@GNS composite was synthesized. After 1000 continuous charge/discharge cycles, it exhibits high capacitance and high cyclic stability with 90 percent capacitance retention. In order to prevent agglomeration, the CD moiety loaded on graphene nanosheets acts as a stabilizing agent for the TiO2 NPs and has served as linkers between them [250][52]. Obviously, in energy harvesting and storage, the advancement of nanomaterial technology plays a vital role.
In recent years, electrochemical supercapacitors have gained substantial attention because they are capable of providing high power density, rapid charging, a long cycle life, and low maintenance costs. To fabricate high performing electrochemical sensors, CDs are being combined with emerging materials. Coupling the CDs with graphene nanosheets (GNs) is one of the more exciting combinations; this method is appealing because it results in raising the remarkable electrochemical detection of drugs and biomolecules. The CD-GNs display high supramolecular recognition and enrichment properties of CDs in addition to the good electrical and large surface area properties of GNs [251][53]. Another motivating blend involves the combination of CDs with carbon nanotubes (CNTs). Combining the attractive properties of the CNTs with the supramolecular inclusion complexation characteristics of the CDs resulted in enhanced electron-transfer reactions at these composites. CD-CNTs displayed an outstanding capability in improving optical properties [252,253][54][55]. CDs are combined effectively within a number of conducting polymer matrices (polypyrrole (Ppy), polyaniline (PANI), and polythiophene derivatives) and used as electrochemical sensors. It has been shown that the CDs are the main players in the detection of the objective compounds. They also retain their supramolecular complexation properties [254][56].
In addition to the above compounds, ordered mesoporous silicas and mesoporous carbon, and 2D layered materials with good conducting properties and high surface areas have been discovered in the development of sensors, including CDs as the molecular recognition agent [255,256,257][57][58][59]. For a parallel connected supercapacitor and dye-sensitized solar cell, β-CD is sulfonated, thermally crosslinked with PVP, and incorporated with MnCO3 nanoparticles. A sulfated composite of β-CD/PVP/MnCO3 has been thought to provide renewable energy even over long periods in hot environments for a long time [258][60].

2.3. Environmental Application of CDs

In the field of environmental science, CDs play a key role in enhancing and removing organic pollutants and heavy metals from the soil, water and atmosphere, and in the solubility of organic contaminants. Because of their excellent physicochemical properties and their ability to boost the stabilization, encapsulation and adsorption of pollutants, CD-based adsorbents have gained worldwide attention as new-generation adsorbents for wastewater treatment [259][61]. CD-based adsorbent removal mechanisms partly rely on the preparation process. Singh et al. (2002) stated that after the treatment of wastewater with β-CD, the levels of all aromatic toxic hydrocarbons such as phenol, p-chlorophenol, and benzene present in wastewater are substantially reduced [241][42].
Furthermore, in environmental fields, CDs have been commonly used as adsorbents and non-toxic cyclic oligosaccharides. The use of CDs in the formulation of insecticides plays a significant role in environmental safety. CDs are integrated into the preparation of a neem seed extract insecticide by creating a water-soluble neem seed kernel extract inclusion complex, enclosing azadirachtin-A in a CD carrier molecule. In addition to all the above-mentioned uses, CDs also contribute to the photodegradation process of organophosphorus pesticides in humid water by catalyzing the reaction of reactive radical pesticides formed by the humid photosensitizer and the inclusion of complex CDs [241][42].
The use of silica beads, with high mechanical properties and physical strength, containing CD molecules with advantages of a complexing substrate as adsorbents has recently received a lot of attention regarding environmental problems [260,261][62][63]. These combinationsof the silica beads with the CD result in strong binding affinities toward target pollutants and relatively high pollutant adsorption capacities and are considered as an innovative and promising tool for environmental protection [262][64].
In short, because of their ability to form complexes with a wide variety of chemicals, CDs have immense application in many industries, and their potential applications in additional areas still deserve further study and consideration.

3. Summary and Future Perspectives

Since their discovery in 1891, CDs have attracted a wide range of research interest in both industry and academia. Among different cyclodextrins forms and their derivatives, herein focuses on the three native CDs α-CD, β-CD, γ-CD, and some of their derivatives.
The unique chemical structures of CDs is the main reason why they have such a wide variety of applications including drug delivery, wastewater treatment, and pharmaceutical industry. The different sizes of the discussed CDs, along with their wide range of chemical and physical properties such as stabilities, reactivity, and solubility, extend their medical, environmental, and industrial applications.
For example, CDs were used in different fields to address environmental problems such as the formulation of more safe insecticides creating a water-soluble carrier molecule and being utilized for the photodegradation process of organophosphorus pesticides. The CDs biodegradability and biocompatibility give them superior properties for medical applications mainly in drug delivery and the cosmetics industry. CDs are commonly utilized in conventional encapsulation technologies used for food flavor protection, to mask odors in fresh food, and to stabilize fish oils. CDs are also used to remove unwanted molecules such as cholesterol from products like milk, butter, and eggs. CDs are used in the chemical industry to remove waste materials, catalyze reactions, and to separate enantiomers and isomers. In addition to all these usages, CDs are becoming an interesting prospect for solar energy systems due to their promising features of good optical properties, suitable stability, and high thermal conductivity.
Several research areas will continue to conduct further investigation of the synthesis of new cyclodextrin derivatives, and will reveal novel applications of these important molecules. In particular, CDs will be utilized in synthesizing new nanoparticles with designed sizes, as well as fabricating nano-devices for medical applications. For example, Huang et al. (2019) used a β-CD polymer network (CPN) to synthesize various metal nanoparticles (palladium, silver, platinum, gold, and rhodium) of subnanometer size (<1 nm) [263][65].

References

  1. Szente, L.; Szemán, J.; Sohajda, T. Analytical Characterization of Cyclodextrins: History, Official Methods and Recommended New Techniques. J. Pharm. Biomed. Anal. 2016, 130, 347–365.
  2. Crini, G. Review: A History of Cyclodextrins. Chem. Rev. 2014, 114, 10940–10975.
  3. Crini, G. The Contribution of Franz Schardinger to Cyclodextrins: A Tribute on the Occasion of the Centenary of His Death. J. Incl. Phenom. Macrocycl. Chem. 2020, 97, 19–28.
  4. Szejtli, J. Introduction and General Overview of Cyclodextrin Chemistry. Chem. Rev. 1998, 98, 1743–1754.
  5. French, D. The Schardinger Dextrins. In Advances in Carbohydrate Chemistry; Wolfrom, M.L., Tipson, R.S., Eds.; Academic Press: Cambridge, MA, USA, 1957; Volume 12, pp. 189–260.
  6. Martin, J.; Díaz-Montaña, E.J.; Asuero, A.G. Cyclodextrins: Past and Present; IntechOpen: London, UK, 2018; ISBN 978-1-78923-069-7.
  7. Freudenberg, K.; Schaaf, E.; Dumpert, G.; Ploetz, T. Neue Ansichten über die Stärke. Naturwissenschaften 1939, 27, 850–853.
  8. Cramer, F. Einschlussverbindungen; Springer: Berlin/Heidelberg, Germany, 1954.
  9. Sharma, N.; Baldi, A. Exploring Versatile Applications of Cyclodextrins: An Overview. Drug Deliv. 2016, 23, 729–747.
  10. Duchêne, D.; Bochot, A. Thirty Years with Cyclodextrins. Int. J. Pharm. 2016, 514, 58–72.
  11. Loftsson, T.; Duchêne, D. Cyclodextrins and Their Pharmaceutical Applications. Int. J. Pharm. 2007, 329, 1–11.
  12. Liu, C.; Zhang, W.; Yang, H.; Sun, W.; Gong, X.; Zhao, J.; Sun, Y.; Diao, G. A Water-Soluble Inclusion Complex of Pedunculoside with the Polymer β-Cyclodextrin: A Novel Anti-Inflammation Agent with Low Toxicity. PLoS ONE 2014, 9, e101761.
  13. Khalid, S.H.; Bashir, M.; Asghar, S.; Mallhi, T.H.; Khan, I.U. Effect of Cyclodextrin Derivatization on Solubility and Efficacy of Drugs. In Colloid Science in Pharmaceutical Nanotechnology; IntechOpen: London, UK, 2019; ISBN 978-1-78985-596-8.
  14. Stella, V.J.; He, Q. Cyclodextrins. Toxicol. Pathol. 2008, 36, 30–42.
  15. Bar, R.; Ulitzur, S. Bacterial Toxicity of Cyclodextrins: Luminuous Escherichia Coli as a Model. Appl. Microbiol. Biotechnol. 1994, 41, 574–577.
  16. Shityakov, S.; Salmas, R.E.; Salvador, E.; Roewer, N.; Broscheit, J.; Förster, C. Evaluation of the Potential Toxicity of Unmodified and Modified Cyclodextrins on Murine Blood-Brain Barrier Endothelial Cells. J. Toxicol. Sci. 2016, 41, 175–184.
  17. Kiss, T.; Fenyvesi, F.; Bácskay, I.; Váradi, J.; Fenyvesi, É.; Iványi, R.; Szente, L.; Tósaki, Á.; Vecsernyés, M. Evaluation of the Cytotoxicity of β-Cyclodextrin Derivatives: Evidence for the Role of Cholesterol Extraction. Eur. J. Pharm. Sci. 2010, 40, 376–380.
  18. Róka, E.; Ujhelyi, Z.; Deli, M.; Bocsik, A.; Fenyvesi, É.; Szente, L.; Fenyvesi, F.; Vecsernyés, M.; Váradi, J.; Fehér, P.; et al. Evaluation of the Cytotoxicity of α-Cyclodextrin Derivatives on the Caco-2 Cell Line and Human Erythrocytes. Molecules 2015, 20, 20269–20285.
  19. Gidwani, B.; Vyas, A. A Comprehensive Review on Cyclodextrin-Based Carriers for Delivery of Chemotherapeutic Cytotoxic Anticancer Drugs. BioMed Res. Int. 2015, 2015, e198268.
  20. Irie, T.; Uekama, K. Pharmaceutical Applications of Cyclodextrins. III. Toxicological Issues and Safety Evaluation. J. Pharm. Sci. 1997, 86, 147–162.
  21. Gould, S.; Scott, R.C. 2-Hydroxypropyl-β-Cyclodextrin (HP-β-CD): A Toxicology Review. Food Chem. Toxicol. 2005, 43, 1451–1459.
  22. Andreaus, J.; Dalmolin, M.C.; de Oliveira, I.B., Jr.; Barcellos, I.O. Aplicação de ciclodextrinas em processos têxteis. Quím. Nova 2010, 33, 929–937.
  23. Xu, J. Applications in the Textile Industry. In Cyclodextrins; World Scientific: Singapore, 2017; pp. 209–230. ISBN 978-981-322-965-5.
  24. Savarino, P.; Viscardi, G.; Quagliotto, P.; Montoneri, E.; Barni, E. Reactivity and Effects of Cyclodextrins in Textile Dyeing. Dyes Pigment. 1999, 42, 143–147.
  25. Hu, X.; Hu, Y.; Xu, G.; Li, M.; Zhu, Y.; Jiang, L.; Tu, Y.; Zhu, X.; Xie, X.; Li, A. Green Synthesis of a Magnetic β-Cyclodextrin Polymer for Rapid Removal of Organic Micro-Pollutants and Heavy Metals from Dyeing Wastewater. Environ. Res. 2020, 180, 108796.
  26. Xu, M.-Y.; Jiang, H.-L.; Xie, Z.-W.; Li, Z.-T.; Xu, D.; He, F.-A. Highly Efficient Selective Adsorption of Anionic Dyes by Modified β-Cyclodextrin Polymers. J. Taiwan Inst. Chem. Eng. 2020, 108, 114–128.
  27. Teng, M.; Li, F.; Zhang, B.; Taha, A.A. Electrospun Cyclodextrin-Functionalized Mesoporous Polyvinyl Alcohol/SiO2 Nanofiber Membranes as a Highly Efficient Adsorbent for Indigo Carmine Dye. Colloids Surf. Physicochem. Eng. Asp. 2011, 385, 229–234.
  28. Crupi, V.; Ficarra, R.; Guardo, M.; Majolino, D.; Stancanelli, R.; Venuti, V. UV–Vis and FTIR–ATR Spectroscopic Techniques to Study the Inclusion Complexes of Genistein with β-Cyclodextrins. J. Pharm. Biomed. Anal. 2007, 44, 110–117.
  29. Abdel-Halim, E.S.; Abdel-Mohdy, F.A.; Fouda, M.M.G.; El-Sawy, S.M.; Hamdy, I.A.; Al-Deyab, S.S. Antimicrobial Activity of Monochlorotriazinyl-β-Cyclodextrin/Chlorohexidin Diacetate Finished Cotton Fabrics. Carbohydr. Polym. 2011, 86, 1389–1394.
  30. Marques, H.M.C. A Review on Cyclodextrin Encapsulation of Essential Oils and Volatiles. Flavour Fragr. J. 2010, 25, 313–326.
  31. Lis, M.J.; García Carmona, Ó.; García Carmona, C.; Maestá Bezerra, F. Inclusion Complexes of Citronella Oil with β-Cyclodextrin for Controlled Release in Biofunctional Textiles. Polymers 2018, 10, 1324.
  32. Popescu, V.; Petrea, M.; Popescu, A. Multifunctional Finishing of Cotton with Compounds Derived from MCT-β-CD and Quantification of Effects Using MLR Statistical Analysis. Polymers 2021, 13, 410.
  33. Cireli, A.; Yurdakul, B. Application of Cyclodextrin to the Textile Dyeing and Washing Processes. J. Appl. Polym. Sci. 2006, 100, 208–218.
  34. Kacem, I.; Laurent, T.; Blanchemain, N.; Neut, C.; Chai, F.; Haulon, S.; Hildebrand, H.F.; Martel, B. Dyeing and Antibacterial Activation with Methylene Blue of a Cyclodextrin Modified Polyester Vascular Graft. J. Biomed. Mater. Res. A 2014, 102, 2942–2951.
  35. Park, J.S.; Kim, I.-S. Use of β-Cyclodextrin in an Antimigration Coating for Polyester Fabric. Color. Technol. 2013, 129, 347–351.
  36. Chen, J.; Liu, M.; Pu, Y.; Wang, C.; Han, J.; Jiang, M.; Liu, K. The Preparation of Thin-Walled Multi-Cavities β-Cyclodextrin Polymer and Its Static and Dynamic Properties for Dyes Removal. J. Environ. Manag. 2019, 245, 105–113.
  37. Szejtli, J. Cyclodextrins in Foods, Cosmetics and Toiletries. In Proceedings of the First International Symposium on Cyclodextrins, Budapest, Hungary, 30 September–2 October 1981; Szejtli, J., Ed.; Springer: Dordrecht, The Netherlands, 1982; pp. 469–480.
  38. Del Valle, E.M.M. Cyclodextrins and Their Uses: A Review. Process Biochem. 2004, 39, 1033–1046.
  39. Loftsson, T.; Brewster, M.E. Pharmaceutical Applications of Cyclodextrins: Basic Science and Product Development. J. Pharm. Pharmacol. 2010, 62, 1607–1621.
  40. Hedges, A.R. Industrial Applications of Cyclodextrins. Chem. Rev. 1998, 98, 2035–2044.
  41. Maskooki, A.M.; Beheshti, S.H.R.; Valibeigi, S.; Feizi, J. Effect of Cholesterol Removal Processing Using β-Cyclodextrin on Main Components of Milk. Int. J. Food Sci. 2013, 2013, e215305.
  42. Singh, M.; Sharma, R.; Banerjee, U.C. Biotechnological Applications of Cyclodextrins. Biotechnol. Adv. 2002, 20, 341–359.
  43. Cheirsilp, B.; Rakmai, J. Inclusion Complex Formation of Cyclodextrin with Its Guest and Their Applications. Biol. Eng. Med. 2017, 2, 1–6.
  44. Irie, T.; Uekama, K. Cyclodextrins in Peptide and Protein Delivery. Adv. Drug Deliv. Rev. 1999, 36, 101–123.
  45. Zhao, Q.; Temsamani, J.; Agrawal, S. Use of Cyclodextrin and Its Derivatives as Carriers for Oligonucleotide Delivery. Antisense Res. Dev. 1995, 5, 185–192.
  46. Bait, O.; Si–Ameur, M. Enhanced Heat and Mass Transfer in Solar Stills Using Nanofluids: A Review. Sol. Energy 2018, 170, 694–722.
  47. Li, X.; Chen, W.; Zou, C. An Experimental Study on β-Cyclodextrin Modified Carbon Nanotubes Nanofluids for the Direct Absorption Solar Collector (DASC): Specific Heat Capacity and Photo-Thermal Conversion Performance. Sol. Energy Mater. Sol. Cells 2020, 204, 110240.
  48. Fuskele, V.; Sarviya, R.M. Recent Developments in Nanoparticles Synthesis, Preparation and Stability of Nanofluids. Mater. Today Proc. 2017, 4, 4049–4060.
  49. Taylor, R.A.; Phelan, P.E.; Otanicar, T.P.; Walker, C.A.; Nguyen, M.; Trimble, S.; Prasher, R. Applicability of Nanofluids in High Flux Solar Collectors. J. Renew. Sustain. Energy 2011, 3, 023104.
  50. Feng, J.; Miedaner, A.; Ahrenkiel, P.; Himmel, M.E.; Curtis, C.; Ginley, D. Self-Assembly of Photoactive TiO2−Cyclodextrin Wires. J. Am. Chem. Soc. 2005, 127, 14968–14969.
  51. Willner, I.; Eichen, Y. Titanium Dioxide and Cadmium Sulfide Colloids Stabilized by. Beta.-Cyclodextrins: Tailored Semiconductor-Receptor Systems as a Means to Control Interfacial Electron-Transfer Processes. J. Am. Chem. Soc. 1987, 109, 6862–6863.
  52. Sharavath, V.; Sarkar, S.; Gandla, D.; Ghosh, S. Low Temperature Synthesis of TiO2-β-Cyclodextrin–Graphene Nanocomposite for Energy Storage and Photocatalytic Applications. Electrochim. Acta 2016, 210, 385–394.
  53. Guo, Y.; Guo, S.; Ren, J.; Zhai, Y.; Dong, S.; Wang, E. Cyclodextrin Functionalized Graphene Nanosheets with High Supramolecular Recognition Capability: Synthesis and Host−Guest Inclusion for Enhanced Electrochemical Performance. ACS Nano 2010, 4, 4001–4010.
  54. Alam, A.U.; Qin, Y.; Catalano, M.; Wang, L.; Kim, M.J.; Howlader, M.M.R.; Hu, N.-X.; Deen, M.J. Tailoring MWCNTs and β-Cyclodextrin for Sensitive Detection of Acetaminophen and Estrogen. ACS Appl. Mater. Interfaces 2018, 10, 21411–21427.
  55. Kor, K.; Zarei, K. β-Cyclodextrin Incorporated Carbon Nanotube Paste Electrode as Electrochemical Sensor for Nifedipine. Electroanalysis 2013, 25, 1497–1504.
  56. Yin, T.; Wei, W.; Zeng, J. Selective Detection of Dopamine in the Presence of Ascorbic Acid by Use of Glassy-Carbon Electrodes Modified with Both Polyaniline Film and Multi-Walled Carbon Nanotubes with Incorporated β-Cyclodextrin. Anal. Bioanal. Chem. 2006, 386, 2087–2094.
  57. Gandomi, F.; Marzi Khosrowshahi, E.; Sohouli, E.; Aghaei, M.; Saleh Mohammadnia, M.; Naghian, E.; Rahimi-Nasrabadi, M. Linagliptin Electrochemical Sensor Based on Carbon Nitride-β-Cyclodextrin Nanocomposite as a Modifier. J. Electroanal. Chem. 2020, 876, 114697.
  58. Xu, X.; Liu, Z.; Zhang, X.; Duan, S.; Xu, S.; Zhou, C. β-Cyclodextrin Functionalized Mesoporous Silica for Electrochemical Selective Sensor: Simultaneous Determination of Nitrophenol Isomers. Electrochim. Acta 2011, 58, 142–149.
  59. Zhou, Y.; Zhao, J.; Li, S.; Guo, M.; Fan, Z. An Electrochemical Sensor for the Detection of P-Nitrophenol Based on a Cyclodextrin-Decorated Gold Nanoparticle–Mesoporous Carbon Hybrid. Analyst 2019, 144, 4400–4406.
  60. Selvam, S.; Balamuralitharan, B.; Karthick, S.N.; Savariraj, A.D.; Hemalatha, K.V.; Kim, S.-K.; Kim, H.-J. Novel High-Temperature Supercapacitor Combined Dye Sensitized Solar Cell from a Sulfated β-Cyclodextrin/PVP/MnCO3 Composite. J. Mater. Chem. A 2015, 3, 10225–10232.
  61. Gao, S.; Wang, L. Application of Cyclodextrin in Environmental Science. Huanjing Kexue Jinzhan 1998, 6, 80–86.
  62. Gibson, L.T. Mesosilica Materials and Organic Pollutant Adsorption: Part B Removal from Aqueous Solution. Chem. Soc. Rev. 2014, 43, 5173–5182.
  63. Morin-Crini, N.; Fourmentin, M.; Fourmentin, S.; Torri, G.; Crini, G. Silica Materials Containing Cyclodextrin for Pollutant Removal. In Cyclodextrin Applications in Medicine, Food, Environment and Liquid Crystals; Environmental Chemistry for a Sustainable World; Fourmentin, S., Crini, G., Lichtfouse, E., Eds.; Springer International Publishing: Cham, Switzerland, 2018; pp. 149–182. ISBN 978-3-319-76162-6.
  64. Morin-Crini, N.; Fourmentin, M.; Fourmentin, S.; Torri, G.; Crini, G. Synthesis of Silica Materials Containing Cyclodextrin and Their Applications in Wastewater Treatment. Environ. Chem. Lett. 2019, 17, 683–696.
  65. Huang, T.; Sheng, G.; Manchanda, P.; Emwas, A.H.; Lai, Z.; Nunes, S.P.; Peinemann, K.-V. Cyclodextrin Polymer Networks Decorated with Subnanometer Metal Nanoparticles for High-Performance Low-Temperature Catalysis. Sci. Adv. 2019, 5, eaax6976.
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