Identification and quantification of poly(amidoamine) PAMAM dendrimers of generations 0 to 3 by liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry in aqueous medium

Rapid Communications in Mass Spectrometry

Volumn 27, Issue 7, 2013, Pages 747-762

  Ulaszewska, Maria Malgorzata ^a   Hernando, Maria Dolores ^b   Moreno, Ana Uclés ^c   García, Antonio Valverde ^c   Calvo, Eloy García ^a   Fernández Alba, Amadeo R ^a,c  

^a UNIVERSITY OF ALCALÁ   (Spain)

^b INIA   (Spain)

^c UNIVERSITY OF ALMERÍA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

DENDRIMERS; DRUG DELIVERY; DRUG PRODUCTS; ELECTROSPRAY IONIZATION; IONS; ISOTOPES; MASS SPECTROMETRY; PHASE INTERFACES; SCAFFOLDS;

AQUEOUS MEDIA; ELECTROSPRAY IONIZATION SOURCES; NANOCONTAINERS; PAMAM DENDRIMER; POLYAMIDOAMINES; QUADRUPOLE TIME OF FLIGHT MASS SPECTROMETRY; RELIABLE METHODS; SOLUBILISATION; THERAPEUTIC DRUGS; WATERSOLUBLE;

LIQUID CHROMATOGRAPHY;

EID: 84875140315     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6498     Document Type: Article

References (36)

1. A. R. Menjoge, R. M. Kannan, D. A. Tomalia,. Dendrimer-based drug and imaging conjugates: design considerations for nanomedical applications. Drug Discov. Today 2010, 15, 171.
2. I. Tanis, K. Karatasos,. Association of a weakly acidic anti-inflammatory drug (ibuprofen) with a poly(amidoamine) dendrimer as studied by molecular dynamics simulations. J. Phys. Chem. B 2009, 113, 10984.
3. Hyperbranched Polymers. Synthesis, Properties and Applications, (Eds:, D. Yan, C. Gao, H. Frey,). John Wiley & Sons, Inc., Hoboken, NJ, USA, 2010.
4. A. D'Emanuel, R. Jevprasesphant, J. Penny, D. Attwood,. The use of a dendrimer propranolol prodrug to bypass efflux transporters and enhance oral bioavailability. J. Control. Release 2004, 95, 447.
5. C. Yiyun, X. Tongwen,. Dendrimers as potential drug carriers part I solubilization of non-steroidal anti-inflammatory drugs in the presence of polyamidoamine dendrimers. Eur. J. Med. Chem. 2005, 40, 1188.
6. M. L. Ma, Y. Y. Cheng, Z. H. Xu, P. Xu, H. Qu, Y. J. Fang, T. W. Xu, L. P. Wen,. Evaluation of polyamidoamine (PAMAM) dendrimers as drug carriers of anti-bacterial drugs using sulfamethoxazole (SMZ) as a model drug. Eur. J. Med. Chem. 2007, 42, 93.
7. C. Yiyun, X. Tongwen, F. Rongqiang,. Polyamidoamine dendrimers used as solubility enhancers of ketoprofen. Eur. J. Med. Chem. 2005, 40, 1390.
8. B. Devarakonda, R. A. Hill, M. M. de Villiers,. The effect of PAMAM dendrimer generation size and surface functional group on the aqueous solubility of nifedipine. Int. J. Pharm. 2004, 284, 133.
9. B. Devarakonda, R. A. Hill, W. Liebenberg, M. Brits, M. M. de Villiers,. Comparison of the aqueous solubilization of practically insoluble niclosamide by polyamidoamine (PAMAM) dendrimers and cyclodextrins. Int. J. Pharm. 2005, 304, 193.
10. B. Devarakonda, D. P. Otto, A. Judefeind, R. A. Hill, M. M. de Villiers,. Effect of pH on the solubility and release of furosemide from polyamidoamine (PAMAM) dendrimer complexes. Int. J. Pharm. 2007, 345, 142.
11. R. N. Prajapati, R. K. Tekade, U. Gupta, V. Gajbhiye, N. K. Jain,. Dendrimer-mediated solubilization, formulation development and in vitro-in vivo assessment of piroxicam. Mol. Pharm. 2009, 6, 940.
12. N. K. Jain, A. J. Khopade,. Dendrimers as potential delivery systems for bioactives, in Advances in Controlled and Novel Drug Delivery, (Ed:, N. K. Jain,). CBS Publishers & Distributors, New Delhi, 2001, pp. 361-380.
13. P. Szymański, M. Markowicz, E. Mikiciuk-Olasik,. Nanotechnology in pharmaceutical and biomedical applications: Dendrimers. NANO: Brief Reports and Reviews 2011, 6, 509.
14. A.-M. Caminade, R. Laurent, J.-P. Majoral,. Characterization of dendrimers. Adv. Drug Deliv. Rev. 2005, 57, 2130.
15. V. Biricova, A. Laznickova,. Dendrimers: Analytical characterization and applications. Bioorg. Chem. 2009, 37, 185.
16. I. J. Suarez, R. Rosal, A. Rodriguez, A. Ucles, A. R. Fernández-Alba, M. D. Hernando, E. García-Calvo,. Chemical and ecotoxicological assessment of poly(amidoamine) dendrimers in the aquatic environment. Trends Anal. Chem. 2011, 30, 492.
17. K. E. Sapsford, K. M. Tyner, B. J. Dair, J. R. Deschamps, I. L. Medintz,. Analyzing nanomaterial bioconjugates: a review of current and emerging purification and characterization techniques. Anal. Chem. 2011, 83, 4453.
18. M. M. Ulaszewska, M. D. Hernando, A. Uclés, R. Rosal, A. Rodríguez,;, E. Garcia, A.R. Fernández-Alba, in Analysis and Risk of Nanomaterials in Environmental and Food Samples, Comprehensive Analytical Chemistry, vol. 59, (Ed:, D. Barcelõ,). Elsevier, 2012, p. 197.
19. R. Giordanengo, M. Mazarin, J. Wu, L. Peng, L Charles. Propagation of structural deviations of poly(amido amine) fan-shape dendrimers (generations 0-3) characterized by MALDI and electrospray mass spectrometry. Int. J. Mass Spectrom. 2007, 266, 62.
20. B. L. Schwartz, A. L. Rockwood, R. D. Smith, D. A. Tomalia, R. Spindler,. Detection of high molecular weight starburst dendrimers by electrospray ionization mass spectometry. Rapid. Commun. Mass Spectrom. 1995, 9, 1552.
21. A. Tintaru, V. Monnier, C. Bouillon, R. Giordanengo, G. Quéléver, L. Peng, L. Charles,. Structural characterization of poly(amino)ester dendrimers and related impurities by electrospray tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2011, 24, 2207.
22. A. Tintaru, C. Chendo, V. Monnier, C. Bouillon, G. Quélé ver, L. Peng, L. Charles,. Electrospray tandem mass spectrometry of poly(amino)ester dendrimers: Dissociation rules and structural characterization of defective molecules. Int. J. Mass Spectrom. 2011, 308, 56.
23. M. He, S. A. McLuckey,. Tandem mass spectrometry of half-generation PAMAM dendrimer anions. Rapid Commun. Mass Spectrom. 2004, 18, 960.
24. M. D. Hernando, P. Rosenkranz, M. M. Ulaszewska, M. L. Fernández-Cruz, A. R. Fernández-Alba, J. M. Navas,. Dose-response effects in vitro of poly(amidoamine) dendrimers (amino-terminated and surface modified with [N-(2-hydroxydodecyl)] groups) and quantitative determination by a liquid chromatography-hybrid quadrupole/time of flight mass spectrometry based method. Anal. Bioanal. Chem. 2012, 404, 2749.
25. J. Giri, M. S. Diallo, W. A. Goddard, N. F. Dalleska, X. Fang, Y. Tang,. Partitioning of poly(amidoamine) dendrimers between n-octanol and water. Environ. Sci. Technol. 2009, 43, 5123.
26. D. G. Mullen, E. L. Borgmeier, A. M. Desai, M.A. van Dongen, M. Barash, X.-M. Cheng, J. J. R. Baker, M. M. Banaszak Holl,. Isolation and characterization of dendrimers with precise numbers of functional groups. Chem. Eur. J. 2010, 16, 10675.
27. C. L. Mazzitelli, J. S. Brodbelt,. Investigation of silver binding to polyamidoamine (PAMAM) dendrimers by ESI tandem mass spectrometry. J. Am. Soc. Mass Spectrom. 2006, 17, 676.
28. P. Neta, Q.-L. Pu, L. Kilpatrick, X. Yang, S. E. Stein,. Dehydration versus deamination of N-terminal glutamine in CID of protonated peptides. J. Am. Soc. Mass Spectrom. 2006, 18, 27.
29. K. Webb, T. Bristow, M. Sargent, B. Stein,. Methodology for Accurate Mass Measurements of Small Molecules. Best Practice Guide, LGC Limited, London, 2004.
30. Hocart. Mass spectrometry: an essential tool for trace identification and quantification, in Comprehensive Natural Products II Chemistry and Biology, (Eds:, L. Mander, H.-W. Lui,). Elsevier, Oxford, 2010, pp. 327-388.
31. M. D. Hernando, A. Agüera, A. R. Fernández-Alba,. LC-MS analysis and environmental risk of lipid regulators. Anal. Bioanal. Chem. 2007, 387, 1269.
32. D. H. Russell, R. D. Edmondson,. High resolution mass spectrometry and accurate mass measurements with emphasis on the characterization of peptides and proteins by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. J. Mass Spectrom. 1997, 32, 263.
33. T. J. C. Vincent, R. Dole, C. M. Lange,. Gas phase fragmentation of half and first generation polyamidoamine dendrimers by electrospray mass spectrometry using a quadrupole ion trap. Rapid Commun. Mass Spectrom. 2008, 22, 363.
34. J. Subbi, R. Aguraiuja, R. Tanner, V. Allikmaa, M. Lopp,. Fragmentation of poly(amidoamine) dendrimers in matrix-assisted laser desorption. Eur. Polym. J. 2005, 41, 2552.
35. F. Maire, C. M. Lange,. Formation of unexpected ions from a first-generation polyamidoamine dendrimer by use of methanol: an artefact due to electrospray emitter corrosion? Rapid Commun. Mass Spectrom. 2010, 24, 995.
36. L. P. Tolic, G. A. Anderson, R. D. Smith, H. M. Brothers, R. Spindler, D. A. Tomalia,. Electrospray ionization Fourier transform ion cyclotron resonance mass spectrometric characterization of high molecular mass Starburst dendrimers. Int. J. Mass Spectrom. Ion Processes 1997, 165/166, 405.