Marcos Roberto Abreu ALVES, Luciano Sindra VIRTUOSO

75104

Study of the interaction between glucosamine hydrochloride and sodium dodecylsulphate micelles using conductometric, isothermal calorimetry, zeta-potential titrations, and NMR NOESY

The aim of this work was to investigate the influence of an anti-inflammatory agent, the bulky counterion named glucosamine (Gl+), in sodium dodecylsulphate (SDS) in 2 ways: 1) by titration of SDS solutions with different concentrations of Gl+; and 2) by titration of Gl+ with SDS solution with concentration close to the critical micellar concentration (cmc) (7.7 mM). In procedure 1, micellisation study by isothermal titration calorimetry (ITC) showed that the increase in Gl+ concentration reduces the cmc and the micellisation enthalpy. Increasing of the micellisation entropy was also observed, suggesting desolvation of micellar structures as a consequence of electrostatic attraction with Gl+ ions. In procedure 2, titration of Gl+ with SDS solution at 7.7 mM showed the existence of 3 distinct ranges of glucosamine/SDS concentrations, which were attributed to I) Gl+ inducing micellisation, II) neutralisation of the micelles, and III) competition between the ions themselves in the micellar surface.
Anahtar Kelimeler:

SDS, micelles, glucosamine hydrochloride, osteoarthritis

Study of the interaction between glucosamine hydrochloride and sodium dodecylsulphate micelles using conductometric, isothermal calorimetry, zeta-potential titrations, and NMR NOESY

The aim of this work was to investigate the influence of an anti-inflammatory agent, the bulky counterion named glucosamine (Gl+), in sodium dodecylsulphate (SDS) in 2 ways: 1) by titration of SDS solutions with different concentrations of Gl+; and 2) by titration of Gl+ with SDS solution with concentration close to the critical micellar concentration (cmc) (7.7 mM). In procedure 1, micellisation study by isothermal titration calorimetry (ITC) showed that the increase in Gl+ concentration reduces the cmc and the micellisation enthalpy. Increasing of the micellisation entropy was also observed, suggesting desolvation of micellar structures as a consequence of electrostatic attraction with Gl+ ions. In procedure 2, titration of Gl+ with SDS solution at 7.7 mM showed the existence of 3 distinct ranges of glucosamine/SDS concentrations, which were attributed to I) Gl+ inducing micellisation, II) neutralisation of the micelles, and III) competition between the ions themselves in the micellar surface.
Keywords:

SDS, micelles, glucosamine hydrochloride, osteoarthritis,

PDF

___

  • Catuogno, C.; Jones, M. N. Colloids Surface A. 2000, 163, 165–176.
  • Cavalcanti, L. P.; Konovalov, O.; Torriani, I. L.; Haas, H. Nucl. Instrum. Meth. B 2005, 238, 290–293.
  • Duarte, A. M. S.; Wolfs, C. J. A. M.; Van Nuland, N. A. J.; Harrison, M. A.; Findlay, J. B. C.; van Mierlo, C. P. M.; Hemminga, M. A. BBA-Biomembranes 2007, 1768, 218–227.
  • Verly, R. M.; Rodrigues, M. A.; Daghastanli, K. R.; Denadai, A. M.; Cuccovia, I. M.; Bloch, C., Jr.; Frezard, F.; Santoro, M. M.; Pilo-Veloso, D.; Bemquerer, M. P. Peptides 2008, 29, 15–24.
  • Carrozzino, J. M.; Khaledi, M. G. J. Chromatogr. A, 2005, 1079, 307–316.
  • Charaf, U. K.; Hart, G. L. J. Soc. Cosmet. Chem. 1991, 42, 71–85.
  • Frank, H. S.; Evans, M. W. J. Soc. Cosmet. Chem. 1945, 13, 507–532.
  • Loh, W.; Teixeira, L. A. C.; Lee, L. T. J. Phys. Chem. B 2004, 108, 3196–3201.
  • Evans, D. F.; Wennerstrom, H. The Colloidal Domain: Where Physics, Chemistry, Biology, and Technology Meet. 2nd ed, Wiley-VCH: New York, NY, USA, 1999.
  • Hsu, W. L.; Li, Y. C.; Chen, H. L.; Liou, W.; Jeng, U. S.; Lin, H. K.; Liu, W. L.; Hsu, C. S. Langmuir 2006, 22, 7521–7527.
  • Wang, G. S.; Pierens, G. K.; Treleaven, W. D.; Sparrow, J. T.; Cushley, R. J. Biochemistry-US 1996, 35, 10358– 103
  • Moraes, L. G. M.; Fazio, M. A.; Vieira, R. F. F.; Nakaie, C. R.; Miranda, M. T. M.; Schreier, S.; Daffre, S.; Miranda, A. BBA-Biomembranes 2007, 1768, 52–58.
  • Raquel, K. B. B.; Bugs, M. R.; Neto, A. A.; Ward, R. J. Biophys. Chem. 2007, 125, 213–220.
  • Nielsen, A. D.; Arleth, L.; Westh, P. BBA-Proteins Proteomics 2005, 1752, 124–132.
  • Nielsen, A. D.; Arleth, L.; Westh, P. Langmuir 2005, 21, 4299–4307.
  • Herrero-Beaumont, G.; Rovati, L. C.; Castaneda, S.; Alvarez-Soria, M. A.; Largo, R., Expert Opin. Pharmacother. 2007, 8, 215–225.
  • Herrero-Beaumont, G.; Ivorra, J. A. R.; Trabado, M. D. C.; Blanco, F. J.; Benito, P.; Martin-Mola, E.; Paulino, J.; Marenco, J. L.; Porto, A.; Laffon, A.; et al. Arthritis Rheum. 2007, 56, 555–567.
  • Altman, R. D.; Abramson, S.; Bruyere, O.; Clegg, D.; Herrero-Beaumont, G.; Maheu, E.; Moskowitz, R.; Pavelka, K.; Reginster, J. Y. Osteoarthritis Cartilage 2006, 14, 963–966.
  • Altman, R.D.; Abadie, E.; Avouac, B.; Bouvenot, G.; Branco, J.; Bruyere, O.; Calvo, G.; Devogelaer, J.P.; Dreiser, R.L.; Herrero-Beaumont, G.; et al. Osteoarthritis Cartilage 2005, 13, 13–19.
  • Gouze, J. N.; Gouze, E.; Popp, M. P.; Bush, M. L.; Dacanay, E. A.; Kay, J. D.; Levings, P. P.; Patel, K. R.; Saran, J. P. S.; Watson, R. S.; et al. Arthritis Res. Ther. 2006, 8, R173–R187.
  • Bjordal, J. M.; Klovning, A.; Ljunggren, A. E.; Slordal, L. Eur. J. Pain 2007, 11, 125–138.
  • James, J.; Mandal, A. B. Colloids Surface B 2011, 84, 172–180.
  • Maiti, K.; Mitra, D.; Guha, S.; Moulik, S. P. J. Mol. Liq. 2009, 146, 44–51.
  • Singh, O. G.; Ismail, K. J. Surfactants Deterg. 2008, 11, 89–96.
  • Volpe, P. L. O.; Silva, E. A. Thermochim. Acta 1995, 257, 59–66.
  • Umlong, I. M.; Ismail, K. Colloids Surface A 2007, 299, 8–14. 27. Turnbull, W. B.; Daranas, A. H. J. Am. Chem. Soc. 2003, 125, 14859–14866.
  • Denadai, ˆ A. M. L.; Oliveira, A. M. d.; Daniel, I. M. P.; Carneiro, L.A.; Ribeiro, K. C.; Beraldo, H. d. O.; Costa, K. J. R. d.; Cunha, V. C. d.; Segura, M. E. C.; et al. Supramol. Chem. 2012, 24, 204–212.
  • Denadai, ˆ A. M. L.; Silva, J. G. D.; Guimar˜ aes, P. P. G.; Gomes, L. B. S.; Mangrich, A. S.; Rezende, E. I. P. d.; Daniel, I. M. P.; Beraldo, H. d. O.; Sinisterra, R. D. Mat. Sci. Eng. C 2013, 33, 3916–3922.
  • Barcelo, F.; Capo, D.; Portugal, J. Nucleic Acids Res. 2002, 30, 4567–4573.
  • Barcelo, F.; Ortiz-Lombardia, M.; Portugal, J. Biochim. Biophys. Acta 2001, 1519, 175–184.
  • Maity, A.; Ghosh, P.; Das, T.; Dash, J.; Purkayastha, P. J. Colloid Interface Sci. 2011, 364, 395–399.
  • McHedlov-Petrossyan, N. O.; Timiy, K.; Vodolazkaya, N. A. J. Mol. Liq. 2000, 87, 75–84.
  • Russell, A. L.; Williams, B. C.; Spuches, A.; Klapper, D.; Srouji, A. H.; Hicks, R. P. Bioorg. Med. Chem. 2012, 20, 1723–1739.
  • Mutelet, F.; Guermouche, M. H.; Rogalski, M. Chromatographia 2003, 57, 729–733.
  • Waters, L. J.; Hussain, T.; Parkes, G. M. B. J. Chem. Thermodyn. 2012, 53, 36–41.
  • De Alvarenga, E. S.; Lima, C. F.; Denadai, A. M. L. Z. Naturforsch. A 2004, 59, 291–294.
  • Denadai, A. M. L.; Santoro, M. M.; Texeira, A. V.; Sinisterra, R. D. Mat. Sci. Eng. C 2010, 30, 417–422. Lula, I.; De Sousa, F. B.; Denadai, A. M. L.; de Lima, G. F.; Duarte, H. A.; Guia, T. R. D.; Faljoni-Alario, A.; Santoro, M. M.; de Camargo, A. C. M.; dos Santos, R. A. S.; et al. Mat. Sci. Eng. C 2012, 32, 244–253. Gjerde, M. I.; Nerdal, W.; Hoiland, H. J. Colloid Interf. Sci. 1996, 183, 285–288.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
Arşiv
Sayıdaki Diğer Makaleler

Aryl butenoic acid derivatives as a new class of histone deacetylase inhibitors: synthesis, in vitro evaluation, and molecular docking studies

Peruze AYHAN EŞİYOK, Özlem SEVEN, Gülüzar EYMUR, Gamze BORA TATAR, Didem DAYANGAÇ ERDEN, Kemal YELEKÇİ, Hayat YURTER, Ayhan Sıtkı DEMİR

Platinum or nickel nanoparticles decorated on silica spheres by microwave irradiation technique

Ayşe BAYRAKÇEKEN

Speciation of chromium by the combination of dispersive liquid--liquid microextraction and microsample injection flame atomic absorption spectrometry

Yunus Emre ÜNSAL, Mustafa TÜZEN, Mustafa SOYLAK

Synthesis, biological evaluation, and molecular docking of ′ N -(Aryl/alkylsulfonyl)-1-(phenylsulfonyl) piperidine-4-carbohydrazide derivatives

Rashad HUSSAIN, Khalid MOHAMMAD KHAN, Muhammed ASHRAF, Syeda Abida EJAZ, Muhammad Qaiser FATMI, Hira KHALID, Aziz UR REHMAN, Muhammad Athar ABBASI

Synthesis and characterization of new (E)-N'-(substituted benzylidene)-2-(3-(2-methyl)-4-oxo-3,4-dihydroquinazolin-2-ylthio)acetohydrazides

Aamer SAEED, Shams-ul MAHMOOD, Ulrich FLÖRKE

Spectrophotometric determination of molybdenum using surfactant-mediated liquid liquid extraction

Rameshwar DASS, Jitander Kumar KAPOOR, Sunita GAMBHIR

Selective synthesis of cyclododec-2-en-1-yl ethers via palladium-catalyzed allylic substitution reaction: a kinetic study

Asen KOLEV, Magdalena MITKOVA, Stefan KOTOV, Encho BALBOLOV

Synthesis, biological evaluation, and molecular docking of N'-(Aryl/alkylsulfonyl)-1-(phenylsulfonyl) piperidine-4-carbohydrazide derivatives

Hira KHALID, Aziz Ur REHMAN, Muhammad Athar ABBASI

Calixpenams: synthesis, characterization, and biological evaluation of penicillins V and X clustered by calixarene scaffold

Fazel NASUHI PUR, Karim AKBARI DILMAGHANI

Fluorescence quenching study of moxifloxacin interaction with calf thymus DNA

Yun-kai LV, Pan LI, Miao-lun JIAO, Bao-sheng LIU, Chao YANG