Molecular Recognition of Glyconanoparticles by RCA and E. coli K88; Designing Transports for Targeted Therapy
The targeted drug delivery has been studied as one of the main methods in medicine to ensure successful treatments of diseases. The pharmaceutical sciences are using micro or nano carriers to obtain a controlled delivery of drugs, able to interact selectively with pathogens, cells or tissues. In this work, we modified bovine serum albumin (BSA) with lactose, obtaining a neoglycan (BSA-Lac). Subsequently, we synthesized glyconanoparticles (NP-Lac) with the premise that it would be recognized by microbial galactose specific lectins. NP-Lac were tested for bio-recognition with adhesins of E. coli K88 and Ricinus communis agglutinin I (RCA). The glycation of BSA with lactose was analyzed by electrophoresis, infrared spectroscopy and fluorescence. Approximately 41 lactoses per BSA molecule were estimated. Nanoparticles were obtained using water in oil emulsion method found the characteristics spheroid morphology and with an average size of 300-500 nm. Specific recognition of NP-Lac by RCA and E. coli K88 was displayed by aggregation of nanoparticles analyzed by dynamic light scattering. The results indicate that the lactosylated nanovectors could be aimed to the E. coli K88 adhesin and potentially could be used as a transporter and antibacterial drug.
Arrondo, J. L. R. and F. M. Goñi (1999). "Structure and dynamics of membrane proteins as studied by infrared spectroscopy." Progress in biophysics and molecular biology 72(4): 367-405.
Arrondo, J. L. R., A. Muga, J. Castresana and F. M. Goñi (1993). "Quantitative studies of the structure of proteins in solution by Fourier-transform infrared spectroscopy." Progress in biophysics and molecular biology 59(1): 23-56.
Berne, C. D., A.; Hardy, G.G.; Brun, Y.V. (2015). "Adhesins involved in attachment to abiotic surfaces by gram-negative bacteria." Microbiology spectrum 3: 1-45.
Dandagi, P. M., V. S. Mastiholimath, M. B. Patil and M. K. Gupta (2006). "Biodegradable microparticulate system of captopril." Int J Pharm 307(1): 83-88.
de Jesús Valle, M. J., D. López Díaz, M. Velázquez Salicio and A. Sánchez Navarro (2016). "Development and In Vitro Evaluation of a Novel Drug Delivery System (Albumin Microspheres Containing Liposomes) Applied to Vancomycin." Journal of Pharmaceutical Sciences 105(7): 2180-2187.
Dominguez-Medina, S., S. Chen, J. Blankenburg, P. Swanglap, C. F. Landes and S. Link (2016). "Measuring the Hydrodynamic Size of Nanoparticles Using Fluctuation Correlation Spectroscopy." Annual Review of Physical Chemistry 67(1): 489-514.
Duy, C. and J. Fitter (2006). "How aggregation and conformational scrambling of unfolded states govern fluorescence emission spectra." Biophysical journal 90(10): 3704-3711.
Eissa, A. M., A. Abdulkarim, G. J. Sharples and N. R. Cameron (2016). "Glycosylated Nanoparticles as Efficient Antimicrobial Delivery Agents." Biomacromolecules 17(8): 2672-2679.
El-Boubbou, K., C. Gruden and X. Huang (2007). "Magnetic glyco-nanoparticles: a unique tool for rapid pathogen detection, decontamination, and strain differentiation." Journal of the American Chemical Society 129(44): 13392-13393.
Esko, J., Sahron N. (2009). "Microbial lectins: hemagglutinins, adhesins and toxins." Essentials of Glyco-biology: 489-500.
González-Ortiz, G., J. F. Pérez, R. G. Hermes, F. Molist, R. Jiménez-Díaz and S. M. Martín-Orúe (2014). "Screening the ability of natural feed ingredients to interfere with the adherence of enterotoxigenic Escherichia coli (ETEC) K88 to the porcine intestinal mucus." British Journal of Nutrition 111(04): 633-642.
Guler, G., M. M. Vorob'ev, V. Vogel and W. Mantele (2016). "Proteolytically-induced changes of secondary structural protein conformation of bovine serum albumin monitored by Fourier transform infrared (FT-IR) and UV-circular dichroism spectroscopy." Spectrochim Acta A Mol Biomol Spectrosc 161: 8-18.
Jian, W., J. He, Y. Sun and J. Pang (2016). "Comparative studies on physicochemical properties of bovine serum albumin-glucose and bovine serum albumin-mannose conjugates formed via Maillard reaction." LWT-Food Science and Technology 69: 358-364.
Jimenez-Castano, L., M. Villamiel and R. López-Fandiño (2007). "Glycosylation of individual whey proteins by Maillard reaction using dextran of different molecular mass." Food Hydrocolloids 21(3): 433-443.
Khajehpour, M., J. L. Dashnau and J. M. Vanderkooi (2006). "Infrared spectroscopy used to evaluate glycosylation of proteins." Analytical biochemistry 348(1): 40-48.
Kim, B., C. Lee, E. S. Lee, B. S. Shin and Y. S. Youn (2016). "Paclitaxel and curcumin co-bound albumin nanoparticles having antitumor potential to pancreatic cancer." Asian Journal of Pharmaceutical Sciences: 1-7.
Kratz, F. (2008). "Albumin as a drug carrier: design of prodrugs, drug conjugates and nanoparticles." Journal of Controlled Release 132(3): 171-183.
Laemmli, U. K. (1970). "Cleavage of structural proteins during the assembly of the head of bacteriophage T4." nature 227: 680-685.
Ledesma-Osuna, A. I., G. Ramos-Clamont and L. Vázquez-Moreno (2008). "Characterization of bovine serum albumin glycated with glucose, galactose and lactose." Acta Biochim Pol 55(3): 491-497.
Ledesma-Osuna, A. I., G. Ramos-Clamont and L. Vázquez-Moreno (2009). "Biorecognition of chemically modified bovine serum albumin with lactose prepared under different conditions." Journal of agricultural and food chemistry 57(20): 9734-9739.
Lin, C.-C., Y.-C. Yeh, C.-Y. Yang, C.-L. Chen, G.-F. Chen, C.-C. Chen and Y.-C. Wu (2002). "Selective binding of mannose-encapsulated gold nanoparticles to type 1 pili in Escherichia coli." Journal of the American Chemical Society 124(14): 3508-3509.
Miura, Y., Y. Hoshino and H. Seto (2016). "Glycopolymer Nanobiotechnology." Chemical Reviews 116(4): 1673-1692.
Patil, S., A. Sandberg, E. Heckert, W. Self and S. Seal (2007). "Protein adsorption and cellular uptake of cerium oxide nanoparticles as a function of zeta potential." Biomaterials 28(31): 4600-4607.
Plotnikova, O. A., A. G. Mel’nikov, G. V. Mel’nikov and T. I. Gubina (2016). "Quenching of tryptophan fluorescence of bovine serum albumin under the effect of ions of heavy metals." Optics and Spectroscopy 120(1): 65-69.
Reichardt, N. C., M. Martín-Lomas and S. Penadés (2013). "Glyconanotechnology." Chemical Society Reviews 42(10): 4358-4376.
Sahoo, S. K. and V. Labhasetwar (2003). "Nanotech approaches to drug delivery and imaging." Drug Discovery Today 8(24): 1112-1120.
Sarabia-Sainz, A.-i., G. Ramos-Clamont, M. M. d. C. Candia-Plata and L. Vázquez-Moreno (2009). "Biorecognition of Escherichia coli K88 adhesin for glycated porcine albumin." International Journal of Biological Macromolecules 44(2): 175-181.
Sarabia-Sainz, A.-i., H. Sarabia-Sainz, G. Montfort, V. Mata-Haro, A. Guzman-Partida, R. Guzman, M. Garcia-Soto and L. Vazquez-Moreno (2015). "K88 Fimbrial Adhesin Targeting of Microspheres Containing Gentamicin Made with Albumin Glycated with Lactose." International Journal of Molecular Sciences 16(9): 22425.
Sarabia-Sainz, A. I., G. Ramos-Clamont, J. Winzerling and L. Vázquez-Moreno (2011). "Bacterial recognition of thermal glycation products derived from porcine serum albumin with lactose." Acta Biochim. Pol 58: 95-100.
Sarabia-Sainz, A. M., G.R.-C.; Lizardi-Mendoza, J.; Sánchez-Saavedra, M.D.P.; Candia-Plata, M.D.C.; Guzman, R.Z.; Lucero-Acuña, A.; Vazquez-Moreno, L. (2012). "Formulation and characterization of gentamicin-loaded albumin microspheres as a potential drug carrier for the treatment of e. Coli k88 infections." International Journal of Drug Delivery 4: 209-218.
Sarabia-Sainz, H. M., C. Armenta-Ruiz, J. A.-i. Sarabia-Sainz, A. M. Guzmán-Partida, A. I. Ledesma-Osuna, L. Vázquez-Moreno and G. Ramos-Clamont Montfort (2013). "Adhesion of enterotoxigenic Escherichia coli strains to neoglycans synthesised with prebiotic galactooligosaccharides." Food Chemistry 141(3): 2727-2734.
Sattin, S. and A. Bernardi (2016). "Glycoconjugates and Glycomimetics as Microbial Anti-Adhesives." Trends Biotechnol 34(6): 483-495.
Sattin, S. and A. Bernardi (2016). "Glycoconjugates and Glycomimetics as Microbial Anti-Adhesives." Trends in Biotechnology 34(6): 483-495.
Sharon, N. and H. Lis (2004). "History of lectins: from hemagglutinins to biological recognition molecules." Glycobiology 14(11): 53R-62R.
Singh, V. P., A. Bali, N. Singh and A. S. Jaggi (2014). "Advanced glycation end products and diabetic complications." The Korean Journal of Physiology & Pharmacology 18(1): 1-14.
Tang, X., Q. Wu, G. Le and Y. Shi (2012). "Effects of heat treatment on structural modification and in vivo antioxidant capacity of soy protein." Nutrition 28(11): 1180-1185.
Thao le, Q., H. J. Byeon, C. Lee, S. Lee, E. S. Lee, Y. W. Choi, H. G. Choi, E. S. Park, K. C. Lee and Y. S. Youn (2016). "Doxorubicin-Bound Albumin Nanoparticles Containing a TRAIL Protein for Targeted Treatment of Colon Cancer." Pharm Res 33(3): 615-626.
Valtola, L., A. Rahikkala, J. Raula, E. I. Kauppinen, H. Tenhu and S. Hietala (2014). "Synthesis and lectin recognition of glycosylated amphiphilic nanoparticles." European Polymer Journal 59: 282-289.
Wang, S., F. Cesca, G. Loers, M. Schweizer, F. Buck, F. Benfenati, M. Schachner and R. Kleene (2011). "Synapsin I Is an Oligomannose-Carrying Glycoprotein, Acts As an Oligomannose-Binding Lectin, and Promotes Neurite Outgrowth and Neuronal Survival When Released via Glia-Derived Exosomes." The Journal of Neuroscience 31(20): 7275-7290.
Xu, R., M. Fisher and R. L. Juliano (2011). "Targeted albumin-based nanoparticles for delivery of amphipathic drugs." Bioconjugate chemistry 22(5): 870-878.
Yilmaz, G. and C. R. Becer (2015). "Glyconanoparticles and their interactions with lectins." Polymer Chemistry 6(31): 5503-5514.
Acta Biochimica Polonica is an open access quarterly and publishes four issues a year. All contents are distributed under the Creative Commons Attribution-ShareAlike 4.0 International (CC BY-SA 4.0) license. Everybody may use the content following terms: Attribution — You must give appropriate credit, provide a link to the license, and indicate if changes were made, ShareAlike — If you remix, transform, or build upon the material, you must distribute your contributions under the same license as the original. There are no additional restrictions — You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.
Copyright for all published papers © stays with the authors.
Copyright for the journal: © Polish Biochemical Society.