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Intercalation of Phenylalanine, Isocoumarin and Ochratoxin A (OTA) into LDH’s

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DOI: 10.4236/ojic.2015.53007    5,179 Downloads   5,809 Views   Citations

ABSTRACT

Phenylalanine, isocoumarin and Ochratoxin A (OTA) have been intercalated within the interlayer space of layered double hydroxides. Synthesis of these nanocompounds was achieved via co-precipitation. Their physicochemical properties were studied by element chemical analysis, powder X-ray diffraction, infrared spectroscopy and thermal analyses. The presence of OTA in the interlayer is demonstrated by the study of LC-FD Analysis. On the other hand, these studies allow to check how some of the toxin is on the surface of the nanocomposite.

Conflicts of Interest

The authors declare no conflicts of interest.

Cite this paper

Román, M. and Holgado, M. (2015) Intercalation of Phenylalanine, Isocoumarin and Ochratoxin A (OTA) into LDH’s. Open Journal of Inorganic Chemistry, 5, 52-62. doi: 10.4236/ojic.2015.53007.

References

[1] Anli, E. and Bayram, M. (2009) Ochratoxin A in Wines. Food Reviews, 25, 214-232.
http://dx.doi.org/10.1080/87559120902956182
[2] Alldrick, A.J. (1996) The Effects of Processing on the Occurrence of Ochratoxin A in Cereals Supplement of Volume. Food Additives and Contaminants, 13, 27-28.
[3] International Agency for Research on Cancer, IARC (1993) Monograph on the Evaluation of Carcinogenic Risks to Humans. IARC, Lyon, 489.
[4] International Agency for Research on Cancer, IARC (1983) Ochratoxin A. In Some Food Additives. In: Feed Additives and Naturally Occurring Substances, Lyon, 191-206.
[5] ChemSources (2010) Chem Sources—Chemical Search. Chemical Sources International.
http://www.chemsources.com/chemonline.html
[6] Monaci, L., Tantillo, G. and Palmisano, F. (2004) Determination of Ochratoxin A in Portuguese Rice Samples by High Performance Liquid Chromatography with Fluorescence Detection. Analytical and Bioanalytical Chemistry, 378, 1777-1780.
[7] Yu, J.C.C. and Lai, E.P.C. (2010) Molecularly Imprinted Polymers for Ochratoxin A Extraction and Analysis. Toxins, 2, 1536-1553.
http://dx.doi.org/10.3390/toxins2061536
[8] Ringot, D., Chango, A., Schneider, Y.J. and Larondelle, Y. (2006) Toxicokinetics and Toxicodynamics of Ochratoxin A, an Update. Chemico-Biological Interaction, 159, 18-46.
http://dx.doi.org/10.1016/j.cbi.2005.10.106
[9] Cole, R.J., Jarvis, B.B. and Schweikert, M.A. (2003) Ochratoxins and Related Metabolites. In: Handbook of Secondary Fungal Metabolites, Academic Press, San Diego, 615-624.
http://dx.doi.org/10.1016/b978-012179460-6/50368-0
[10] Rives, V. (Ed.) (2001) Layered Double Hydroxides: Present and Future. Nova Sci. Pub, New York.
[11] Cavani, F., Trifiro, F. and Vaccari, A. (1991) Hydrotalcite-Type Anionic Clays: Preparation, Properties and Applications. Catalysis Today, 11, 173-301.
http://dx.doi.org/10.1016/0920-5861(91)80068-K
[12] Wang, B., Zhang, H., Evans, D.G. and Duan, X. (2005) Surface Modification of Layered Double Hydroxides and Incorporation of Hydrophobic Organic Compounds. Materials Chemistry and Physics, 92, 190-196.
http://dx.doi.org/10.1016/j.matchemphys.2005.01.013
[13] Jaubertie, C., Holgado, M.J., San Román, M.S. and Rives, V. (2006) Structural Characterization and Delamination of Lactate-Intercalated Zn, Al-Layered Double Hydroxides. Chemistry of Materials, 18, 3114-3121.
http://dx.doi.org/10.1021/cm060512y
[14] San Román, M.S., Holgado, M.J., Jaubertie, C. and Rives, V. (2008) Synthesis, Characterisation and Delamination Behaviour of Lactate-Intercalated Mg, Al-Hydrotalcite-Like Compounds. Solid State Sciences, 10, 1333-1341.
http://dx.doi.org/10.1016/j.solidstatesciences.2008.01.026
[15] San Román, M.S., Holgado, M.J., Salinas, B. and Rives, V. (2012) Characterisation of Diclofenac, Ketoprofen or Chloramphenicol Succinate Encapsulated in Layered Double Hydroxides with the Hydrotalcite-Type Structure. Applied Clay Science, 55, 158-163.
http://dx.doi.org/10.1016/j.clay.2011.11.010
[16] San Román, M.S., Holgado, M.J., Salinas, B. and Rives, V. (2013) Drug Release from Layered Double Hydroxides and from Their Polylactic Acid (PLA) Nanocomposites. Applied Clay Science, 71, 1-7.
http://dx.doi.org/10.1016/j.clay.2012.10.014
[17] Costantino, V.R.L. and Pinnavaia, T.J. (1995) Basic Properties of Mg2+1-xAl3+x Layered Double Hydroxides Intercalated by Carbonate, Hydroxide, Chloride, and Sulfate Anions. Inorganic Chemistry, 34, 883-892.
http://dx.doi.org/10.1021/ic00108a020
[18] Holgado, M.J., Malet, P., Rives, V. and San Román, M.S. (1996) Hexacyanoferrate-Interlayered Hydrotalcite. Solid State Ionics, 92, 273-283.
http://dx.doi.org/10.1016/S0167-2738(96)00478-X
[19] Choy, J.H., Choi, S.J., Oh, J.M. and Park, T. (2007) Clay Minerals and Layered Double Hydroxides for Novel Biological Applications. Applied Clay Science, 36, 122-132.
http://dx.doi.org/10.1016/j.clay.2006.07.007
[20] Goh, K.H., Lim, T.T. and Dong, Z. (2008) Application of Layered Double Hydroxides for Removal of Oxyanions: A Review. Water Research, 42, 1343-1368.
http://dx.doi.org/10.1016/j.watres.2007.10.043
[21] Martínez-Gallegos, S., Herrero, M. and Rives, V. (2008) Preparation of Composites by in Situ Polymerisation of PET-Hydrotalcite Using Dodecylsulphate. Materials Science Forum, 587, 568-571.
http://dx.doi.org/10.4028/www.scientific.net/MSF.587-588.568
[22] Rives, V., Carriazo, D. and Martín, C. (2010) Heterogeneous Catalysis by Polyoxometalate-Intercalated Layered Double Hydroxides. In: Gil, A., Korili, S.A., Vicente, M.A. and Trujillano, R., Eds., Pillared Clays and Related Catalysts, Springer, New York, 319-397.
http://dx.doi.org/10.1007/978-1-4419-6670-4_12
[23] Miyata, S. (1975) The Syntheses of Hydrotalcite-Like Compounds and Their Structure and Physico-Chemical Properties—I: The Systems Mg2+-Al3+-NO3-, Mg2+-Al3+-Cl-, Mg2+-Al3+-ClO4-, Ni2+-Al3+-Cl- and Zn2+-Al3+-Cl-. Clays and Clay Minerals, 23, 369-375.
http://dx.doi.org/10.1346/CCMN.1975.0230508
[24] The Chemical Database (2010) The Chemical Database. The Department of Chemistry at the University of Akron. Search on CAS Number.
http://ull.chemistry.uakron.edu/erd
[25] HSDB (2010) Hazardous Substances Data Bank. National Library of Medicine.
http://toxnet.nlm.nih.gov/cgi-bin/sis/htmlgen?HSDB and search on CAS number
[26] JCPDS (1977) Joint Committee on Powder Diffraction Standards, International Centre for Diffraction Data, Pennsylvania, USA.
[27] Arco, M., Gutiérrez, S., Martín, C., Rives, V. and Rocha, J. (2000) Effect of the Mg:Al Ratio on Borate (or Silicate)/ Nitrate Exchange in Hydrotalcite. Journal of Solid State Chemistry, 151, 272-280.
http://dx.doi.org/10.1006/jssc.2000.8653
[28] Kameda, T., Takeuchi, H. and Yoshioka, T. (2009) Hybrid Inorganic/Organic Composites of Mg-Al Layered Double Hydroxides Intercalated with Citrate, Malate, and Tartrate Prepared by Co-Precipitation. Materials Research Bulletin, 44, 840-845.
http://dx.doi.org/10.1016/j.materresbull.2008.09.003
[29] Perioli, L., Ambrogi, V., Di Nauta, L., Nocchetti, M. and Rossi, C. (2011) Effects of Hydrotalcite-Like Nanostructured Compounds on Biopharmaceutical Properties and Release of BCS Class II Drugs: The Case of Flurbiprofen. Applied Clay Science, 51, 407-413.
http://dx.doi.org/10.1016/j.clay.2010.12.019
[30] Miyoshi, T., Yoshii, K., Murayama, N. and Shibata, J. (2013) Modification of Layered Double Hydroxide with Anionic Surfactants and Its Application. Asia Science and Technology Portal, 39, 445-451.
http://dx.doi.org/10.1252/kakoronbunshu.39.445
[31] Seftel, E.M., Cool, P. and Lutic, D. (2013) Mg-Al and Zn-Fe Layered Double Hydroxides Used for Organic Species Storage and Controlled Release. Materials Science and Engineering C, 33, 5071-5078.
http://dx.doi.org/10.1016/j.msec.2013.08.041
[32] Jiao, F.P., Fu, Z.D., Shuai, L., and Chen, X.Q. (2012) Removal of Phenylalanine from Water with Calcined CuZnAlCO3 Layered Double Hydroxides. Transactions of Nonferrous Metals Society of China, 22, 476-482.
http://dx.doi.org/10.1016/S1003-6326(11)61201-6
[33] Chibwe, K. and Jones, W. (1989) Intercalation of Organic of Inorganic Anions into Layered Doluble Hydroxides. Journal of the Chemical Society, Chemical Communications, 926-927.
http://dx.doi.org/10.1039/c39890000926
[34] Pinnavaia, T.J., Rameswaran, M., Dimotakis, E.D., Giannelis, E.P. and Rightor, E.G. (1989) Carbon Monoxide Hydrogenation Selectivity of Catalysts Derived from Ruthenium Clusters on Acidic Pillared Clay and Basic Layered Double-Hydroxide Supports. Faraday Discussions of the Chemical Society, 87, 227-237.
http://dx.doi.org/10.1039/dc9898700227
[35] Aisawa, S., Takahashi, S., Ogasawara, W., Umetsu, Y. and Narita, E. (2001) Direct Intercalation of Amino Acids into Layered Double Hydroxides by Coprecipitation. Journal of Solid State Chemistry, 162, 52-62.
http://dx.doi.org/10.1006/jssc.2001.9340
[36] Fudala, A., Palinko, I. and Kiricsi, I. (1999) Amino Acids, Precursors for Cationic and Anionic Intercalation Synthesis and Characterization of Amino Acid Pillared Materials. Journal of Molecular Structure, 482, 33-37.
http://dx.doi.org/10.1016/S0022-2860(98)00835-7
[37] Aisawa, S., Sasaki, S., Takahashi, S., Hirahara, H., Nakayama, H. and Narita, E. (2006) Intercalation of Amino Acids and Oligopeptides into Zn-Al Layered Double Hydroxide by Coprecipitation Reaction. Journal of Physics and Chemistry of Solids, 67, 920-925.
http://dx.doi.org/10.1016/j.jpcs.2006.01.004
[38] Aisawa, S., Kudo, H., Hoshi, T., Takahashi, S., Hirahara, H., Umetsu,Y. and Narita, E. (2004) Intercalation Behavior of Amino Acids into Zn-Al-Layered Double Hydroxide by Calcination-Rehydration Reaction. Solid State Chemistry, 177, 3987-3994.
http://dx.doi.org/10.1016/j.jssc.2004.07.024
[39] Lee, T.P., Saada, B., Nga, E.P. and Sallehb, B. (2012) Zeolite Linde Type L as Micro-Solid Phase Extraction Sorbent for the High Performance Liquid Chromatography Determination of Ochratoxin A in Coffee and Cereal. Journal of Chromatography A, 1237, 46-54.
http://dx.doi.org/10.1016/j.chroma.2012.03.031
[40] Kloprogge, J.T. and Frost, R.L. (2001) Infrared and Raman Spectroscopic Studies of Layered Double Hydroxides (LDHs). In: Rives, V., Ed., Layered Double Hydroxides: Present and Future, Chapter 5, Nova Science Publishers, Inc., New York, 139-192.
[41] Kloprogge, J.T. (2005) Infrared and Raman Spectroscopy of Naturally Occurring Hydrotalcites and Their Synthetic Equivalent. In: Kloprogge, J.T., Ed., The Application of Vibrational Spectroscopy to Clay Minerals and Layered Double Hydroxides, CMS Workshop Lectures, The Clay Mineral Society, Aurora, Vol. 13, 203-238.
[42] Bellamy, L.J. (1980) The Infrared Spectra of Complex Molecules. Chapman and Hall, London.
http://dx.doi.org/10.1007/978-94-011-6520-4
[43] Almala, L., Rabe, V., Sánchez, B., Torrella, F., López-Pérez, J.P., Gabaldón, J.A. and Guardiola, L. (2007) Ochratoxin A in Red Paprika: Relation-Ship with the Origin of the Raw Material. Food Microbiology, 24, 319-327.
http://dx.doi.org/10.1016/j.fm.2006.08.001
[44] Hernández, J.M., García-Vilanova, R.J., Rodríguez, P. and Toruño, I.M. (2008) Aflatoxins and Ochratoxin A in Red Paprika for Retail Sale in Spain: Occurrence and Evaluation of a Simultaneous Analytical Method. Journal of Agricultural and Food Chemistry, 56, 751-756.
http://dx.doi.org/10.1021/jf073002c
[45] Juan, C., Pena, A., Lino, C., Moltó, J.C. and Mañes, J. (2008) Levels of Ochratoxin A in Wheat and Maize Bread from the Central Zone of Portugal. International Journal of Food Microbiology, 127, 284-289.
http://dx.doi.org/10.1016/j.ijfoodmicro.2008.07.018
[46] Bento, J.M.V., Pena, A., Lino, C.M. and Pereira, J.A. (2009) Determination of Ochratoxin A Content in Wheat Bread Samples Collected from the Algarve and Bragança Regions, Portugal: Winter 2007. Microchemical Journal, 91, 165-169.
http://dx.doi.org/10.1016/j.microc.2008.10.004
[47] Duarte, S., Bento, J., Pena, A., Lino, C.M., Delerue-Matos, C., Oliva-Teles, T., Morais, S., Correia, M., Oliveira, M.B.P.P., Alves, M.R. and Pereira, J.A. (2010) Monitoring of Ochratoxin A Exposure of the Portuguese Population through a Nationwide Urine Survey-Winter 2007. Science of the Total Environment, 408, 1195-1198.
http://dx.doi.org/10.1016/j.scitotenv.2009.11.048
[48] Pena, A., Cerejo, F., Silva, L.J.G. and Lino, C.M. (2010) Ochratoxin A Survey in Portuguese Wine by LC-FD with Direct Injection. Talanta, 82, 1556-1561.
http://dx.doi.org/10.1016/j.talanta.2010.07.041

  
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