Development of an ultra-high-performance liquid chromatography-charged aerosol detection/UV method for the quantitation of linear polyethylenimines in oligonucleotide polyplexes.
charged aerosol detection
decomplexation
oligonucleotides
polyethylenimines
reversed-phase high-performance liquid chromatography
Journal
Journal of separation science
ISSN: 1615-9314
Titre abrégé: J Sep Sci
Pays: Germany
ID NLM: 101088554
Informations de publication
Date de publication:
Oct 2020
Oct 2020
Historique:
received:
10
04
2020
revised:
05
08
2020
accepted:
09
08
2020
pubmed:
14
8
2020
medline:
31
8
2021
entrez:
14
8
2020
Statut:
ppublish
Résumé
Linear polyethylenimines are polycationic excipients that have found many pharmaceutical applications, including as a delivery vehicle for gene therapy through formation of polyplexes with oligonucleotides. Accurate quantitation of linear polyethylenimines in both starting solution and formulation containing oligonucleotide/polyethylenimine polyplexes is critical. Existing methods using spectroscopy, matrix-assisted laser desorption/ionization mass spectrometry time-of-flight, or nuclear magnetic resonance are either complex or suffer from low selectivity. Here, the development and performance of a simple analytical method is described whereby linear polyethylenimines are resolved by ultra-high-performance liquid chromatography and quantified using either a charged aerosol detector or an ultraviolet detector. For formulated oligonucleotide/polyethylenimine polyplexes, sample preparation through decomplexation/digestion by trifluoroacetic acid was necessary to eliminate separation interference. The method can be used not only to support formulation development but also to monitor the synthesis/purification and characterization of linear polyethylenimines.
Identifiants
pubmed: 32786026
doi: 10.1002/jssc.202000414
doi:
Substances chimiques
Aerosols
0
Oligonucleotides
0
Polyethyleneimine
9002-98-6
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
3876-3884Informations de copyright
© 2020 Wiley-VCH GmbH.
Références
Jäger, M., Schubert, S., Ochrimenko, S., Fischer, D., Schubert, U. S., Branched and linear poly(ethylene imine)-based conjugates: Synthetic modification, characterization, and application. Chem Soc Rev. 2012;41:4755-4767.
Saegusa, T., Ikeda, H., Fujii, H., Crystalline polyethylenimine. Macromolecules. 1972;5:108.
Bolto, B. A., Soluble polymers in water purification. Prog Polym Sci. 1995;20:987-1041.
Horn, D., Linhart, F., in: Roberts, J. C. (Ed.), Paper Chemistry, Springer, Dordrecht 1991, pp. 44-62.
Ramos-Tejada, M. M., Ontiveros-Ortega, A., Giménez-Martín, E., Espinosa-Jiménez, M., Molina Díaz, A., Effect of polyethyleneimine ion on the sorption of a reactive dye onto Leacril fabric: Electrokinetic properties and surface free energy of the system. J Colloid Interface Sci. 2006;297:317-321.
Bandyopadhyay, P., Ma, X., Linehan-Stieers, C., Kren, B. T., Steer, C. J., Nucleotide exchange in genomic DNA of rat hepatocytes using RNA/DNA oligonucleotides. Targeted delivery of liposomes and polyethyleneimine to the asialoglycoprotein receptor. J Biol Chem. 1999;274:10163-10172.
Kren, B. T., Bandyopadhyay, P., Steer, C. J., In vivo site-directed mutagenesis of the factor IX gene by chimeric RNA/DNA oligonucleotides. Nat Med. 1998;4:285-290.
Brissault, B., Kichler, A., Guis, C., Leborgne, C., Danos, O., Cheradame, H., Synthesis of linear polyethylenimine derivatives for DNA transfection. Bioconjugate Chem. 2003;14:581-587.
Prevette, L. E., Kodger, T. E., Reineke, T. M., Lynch, M. L., Deciphering the role of hydrogen bonding in enhancing pDNA-polycation interactions. Langmuir. 2007;23:9773-9784.
Prevette, L. E., Lynch, M. L., Kizjakina, K., Reineke, T. M., Correlation of amine number and pDNA binding mechanism for trehalose-based polycations. Langmuir. 2008;24:8090-8101.
Remy, J.-S., Behr, J.-P., Gene transfer with multivalent synthetic vectors. J Liposome Res. 1996;6:535-544.
Dai, Z., Gjetting, T., Mattebjerg, M. A., Wu, C., Andresen, T. L., Elucidating the interplay between DNA-condensing and free polycations in gene transfection through a mechanistic study of linear and branched PEI. Biomaterials. 2011;32:8626-8634.
Grayson, A. C., Doody, A. M., Putnam, D., Biophysical and structural characterization of polyethylenimine-mediated siRNA delivery in vitro. Pharm Res. 2006;23:1868-1876.
Lambermont-Thijs, H. M. L., van der Woerdt, F. S., Baumgaertel, A., Bonami, L., Du Prez, F. E., Schubert, U. S., Hoogenboom, R., Linear poly(ethylene imine)s by acidic hydrolysis of poly(2-oxazoline)s: Kinetic screening, thermal properties, and temperature-induced solubility transitions. Macromolecules. 2010;43:927-933.
Ungaro, F., De Rosa, G., Miro, A., Quaglia, F., Spectrophotometric determination of polyethylenimine in the presence of an oligonucleotide for the characterization of controlled release formulations. J Pharm Biomed Anal. 2003;31:143-149.
Wang, X., Kelkar, S. S., Hudson, A. G., Moore, R. B., Reineke, T. M., Madsen, L. A., Quantitation of complexed versus free polymers in interpolyelectrolyte polyplex formulations. ACS Macro Lett. 2013;2:1038-1041.
Center for Drug Evaluation and Research (CDER), ICH harmonised tripartite guideline for validation of analytical procedures: Text and methodology Q2(R1), Center for Drug Evaluation and Research (CDER), Rockville, MD 2005.
The United States Pharmacopeial Convention, United States Pharmacopeia and National Formulary (USP 42-NF 37) validation of compendial procedures <1225>, The United States Pharmacopeial Convention, Rockville, MD 2019.
Cohen, R. D., Liu, Y., Advances in aerosol-based detectors. Adv Chromatogr. 2014;52:1-53.
Kakui, T., Nanoparticle Technology Handbook, Elsevier, Amsterdam, The Netherlands 2018.
Cohen, R. D., Liu, Y., Gong, X., Analysis of volatile bases by high performance liquid chromatography with aerosol-based detection. J Chromatogr A. 2012;1229:172-179.
Blake, R. D., Delcourt, S. G., Thermodynamic effects of formamide on DNA stability. Nucleic Acids Res. 1996;24:2095-2103.
Levine, L., Gordon, J. A., Jencks, W. P., The relationship of structure to the effectiveness of denaturing agents for deoxyribonucleic acid. Biochemistry. 1963;2:168-175.
Marmur, J., Ts'o, P. O. P., Denaturation of deoxyribonucleic acid by formamide. Biochim Biophys Acta. 1961;51:32-36.
Moelbert, S., Normand, B., De Los Rios, P., Kosmotropes and chaotropes: Modelling preferential exclusion, binding and aggregate stability. Biophys Chem. 2004;112:45-57.
Wang, X., Lim, H. J., Son, A., Characterization of denaturation and renaturation of DNA for DNA hybridization. Environ Anal Health Toxicol. 2014;29:e2014007.
Wen, T., Qu, F., Li, N. B., Luo, H. Q., A facile, sensitive, and rapid spectrophotometric method for copper(II) ion detection in aqueous media using polyethyleneimine. Arabian J Chem. 2017;10:S1680-S1685.
Fibigr, J., Šatínský, D., Solich, P., A UHPLC method for the rapid separation and quantification of phytosterols using tandem UV/charged aerosol detection-A comparison of both detection techniques. J Pharm Biomed Anal. 2017;140:274-280.