Abstract
Poly (amidoamine) (PAMAM) dendrimer-release multilayer films were prepared using phenylboronic acid-modified PAMAM dendrimers (PBA-D) and poly (vinyl alcohol) (PVA) through boronate ester bonds. The (PBA-D/PVA)10 film was stable in pH 9.0 solution. Upon addition of H2O2, PAMAM dendrimers were released from the (PBA-D/PVA)10 film due to oxidative scission of the carbon-boron bond in the PBA residues in PBA-D. For example, 75 and 90% of the PBA-D was released from the (PBA-D/PVA)10 film within 30 min of exposure to 0.5 and 1 mM H2O2, respectively. In addition, (PBA-D/PVA)10 films containing glucose oxidase responded to the presence of 1 mM glucose in pH 7.4 solution due to the enzymatic production of H2O2.
Similar content being viewed by others
References
Decher G (1997) Science 277:1232–1237
Dai Z, Wilson JT, Chaikof EL (2007) Mat Sci Eng C 27:402–408
Inoue H, Sato K (2005) J Anzai. Biomacromolecules 6:27–29
Lvov Y, Ariga K, Ichinose I, Kunitake T (1995) J. Chem. Soc. Chem Commun:2313–2314
Sato K, Imoto Y, Sugama J, Seki S, Inoue H, Odagiri T, Hoshi T, Anzai J (2005) Langmuir 21:797–799
Wang Z, Feng Z, Gao C (2008) Chem Mat 20:4194–4199
Tomita S, Sato K, Anzai J (2008) J Colloid Interf Sci 326:35–40
J. F. Rusling, E. G. Hvastkovs, D. O. Hulla, J. B. Schenkman, Chem. Commun. (2008) 141–154.
Iost RM, Crespilho FN (2012) Biosens Bioelectron 31:1–10
Zhao W, Xu J, Chen H (2006) Electroanalysis 18:1737–1748
Takahashi S, Sato S, Anzai J (2012) Anal Bioanal Chem 402:1749–1758
Donath E, Sukhorukov GB, Caruso F, Davis SA, Möhwald H (1998) Angew Chem Int Edit 16:2202–2205
Tong W, Song X, Gao C (2012) Chem Soc Rev 41:6103–6124
del Mercato LL, Ferraro MM, Baldassarre F, Mancarella S, Greco V, Rinaldi R, Leporatti S (2014) Adv Colloid Interfac 207:139–154
Sato K, Anzai J (2006) Anal Bioanal Chem 384:1297–1301
Delcea M, Möhwald H, Skirtach AG (2011) Adv. Drug Deliver Rev. 63:730–747
Deshmukh PK, Ramani KP, Singh SS, Tekade AR, Chatap VK, Patil GB, Bari SB (2013) JControl Release 166:294–306
Choi D, Hong J (2014) Arch Pharm Res 37:79–87
Sato K, Yoshida K, Takahashi S, Anzai J (2011) Adv Drug Deliver Rev 63:809–821
Watahiki R, Suwa K, Niina S, Egawa Y, Seki T, Anzai J, Mater J (2014) Chem. B 35:5809–5817
Wang Y, An Q, Zhou Y, Niu Y, Akram R, Zhang Y, Shi F, Mater J (2015) Chem. B 3:562–569
Jolly AM, Bonizzoni M (2014) Macromolecules 47:6281–6288
Sato K, Anzai J (2013) Molecules 18:8440–8460
Kesharwani P, Jain K, Jain NK (2014) Prog Polym Sci 39:268–307
Mignani S, El Kazzouli S, Bousmina M, Majoral J (2013) Prog Polym Sci 38:993–1008
Menjoge AR, Kannan RM, Tomalia DA (2010) Drug Discov Today 15:171–185
Zeng H, Schlesener C, Cromwell O, Hellmund M, Haag R, Guan Z (2015) Biomacromolecules 16:3869–3877
Simon J, Salzbrunn S, Prakash GKS, Petasis NA, Olah GA (2001) J. Org. Chem. 66:633–634
Song C, Ji R, Du F, Li Z (2013) Macromolecules 46:8416–8425
Lux CG, Joshi-Barr S, Nguyen T, Mahmoud E, Schopf E, Fomina N, Almutairi A (2012) J Am Chem Soc 134:15758–15764
Sato K, Takahashi M, Ito M, Abe E, Anzai J (2014) Langmuir 30:9247–9250
Springsteen G, Wang B (2002) Tetrahedron 58:5291–5300
Lorand JP, Edwards JO (1959) J Org Chem 24:769–774
http://www.sigmaaldrich.com/japan/materialscience/nano-materials/dendrimers.html
Sato K, Takahashi M, Ito M, Abe E, Anzai J, Mater J (2015) Chem B 39:7796–7802
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Sources of financial funding and support
The authors appreciate the financial support from a Japan Society for the Promotion of Science Grant-in-Aid for Scientific Research (No. 16K08189).
Conflict of interest
The authors declare that they have no conflict of interest.
Rights and permissions
About this article
Cite this article
Sato, K., Awaji, K., Ito, M. et al. Preparation of H2O2-induced poly (amidoamine) dendrimer-release multilayer films. Colloid Polym Sci 295, 877–882 (2017). https://doi.org/10.1007/s00396-017-4073-1
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00396-017-4073-1