nach oben

Colloid and Polymer Science

Erschienen in:

26.07.2018 | Original Contribution

Preparation of multilayer films using the negative charge of phenylboronic acid and its response to pH change, fructose, and hydrogen peroxide

verfasst von: Yuki Oide, Miku Iwasaki, Kentaro Yoshida, Katsuhiko Sato

Erschienen in: Colloid and Polymer Science | Ausgabe 9/2018

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config

KI-gestützte Suche

Aus

Abstract

Functional layer-by-layer (LbL) multilayer films using phenylboronic acid (PBA) have been typically prepared by exploiting the boronate ester bond between PBA and a diol polymer as the driving force. However, we have prepared PBA-containing LbL films through the electrostatic interaction of PBA and polycations, Poly(acrylamide-ran-3-acrylamidephenylboronic acid) (PBA-PAA) and various polycations such as poly(allylamine) hydrochloride (PAH), poly(ethyleneimine) (PEI), poly(diallyldimethylammonium chloride) (PDDA), and polyamidoamine (PAMAM) dendrimer were used. Construction of the multilayer films was influenced by the modification ratio of PBA, the shape of the polycations, solution pH, and the ion concentration. The results showed that the multilayered film was formed by electrostatic interaction. A multilayer film prepared from 10% PBA containing PBA-PAA and PAH showed pH, fructose, and H₂O₂ responses because these stimuli disturbed the charge balance inside the multilayer films. Such decomposition responses were comparable to that of PBA multilayer films constructed using boronate ester bonds.

Vorheriger Artikel Hybrid collagen/pNIPAAM hydrogel nanocomposites for tissue engineering application

Nächster Artikel A sensitive nano-sensor based on synthetic ligand-coated CdTe quantum dots for rapid detection of Cr(III) ions in water and wastewater samples

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

über 102.000 Bücher
über 537 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Finance + Banking
Management + Führung
Marketing + Vertrieb
Maschinenbau + Werkstoffe
Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Jetzt informieren

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

über 67.000 Bücher
über 390 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Maschinenbau + Werkstoffe

Jetzt Wissensvorsprung sichern!

Jetzt informieren

Decher G (1997) Fuzzy Nanoassemblies: Toward Layered Polymeric Multicomposites. Science 277:1232–1237CrossRef

Inoue H, Sato K, Anzai J (2005). Biomacromolecules 6:27–29CrossRefPubMed

Sato K, Kodama D, Naka Y, Anzai J (2006) Electrochemically Induced Disintegration of Layer-by-Layer-Assembled Thin Films Composed of 2-Iminobiotin-Labeled Poly(ethyleneimine) and Avidin. Biomacromolecules 7:3302–3305CrossRefPubMed

Lvov Y, Ariga K, Ichinose I, Kunitake T (1995). J Chem Soc Chem Commun 22:2313–2314CrossRef

Sato K, Imoto Y, Sugama J, Seki S, Inoue H, Odagiri T, Hoshi T, Anzai J (2005) Sugar-Induced Disintegration of Layer-by-Layer Assemblies Composed of Concanavalin A and Glycogen. Langmuir 21:797–799CrossRefPubMed

Tomita S, Sato K, Anzai J (2008). J Colloid Interface Sci 326:35–40CrossRefPubMed

Rusling JF, Hvastkovs EG, Hulla DO, Schenkman JB (2008) Biochemical applications of ultrathin films of enzymes, polyions and DNA. Chem Commun:141–154

Takahashi S, Sato K, Anzai J (2012) Layer-by-layer construction of protein architectures through avidin–biotin and lectin–sugar interactions for biosensor applications. Anal Bioanal Chem 402:1749–1758CrossRefPubMed

Donath E, Sukhorukov GB, Caruso F, Davis SA, Möhwald H (1998). Angew Chem Int Ed 16:2202–2205

10.

Sato K, Anzai J (2006) Fluorometric determination of sugars using fluorescein-labeled concanavalin A–glycogen conjugates. Anal Bioanal Chem 384:1297–1301CrossRefPubMed

11.

Delcea M, Möhwald H, Skirtach AG (2011) Stimuli-responsive LbL capsules and nanoshells for drug delivery. Adv Drug Deliver Rev 63:730–747CrossRef

12.

Sato K, Yoshida K, Takahashi S, Anzai J (2011) pH- and sugar-sensitive layer-by-layer films and microcapsules for drug delivery. Adv Drug Deliver Rev 63:809–821CrossRef

13.

Prevot M, Déjugnat C, Möhwald H, Sukhorukov GB (2006) Behavior of Temperature-Sensitive PNIPAM Confined in Polyelectrolyte Capsules. Chem Phys Chem 7:2497–2502CrossRefPubMed

14.

Selin V, Ankner JF, Sukhishvili SA (2015) Diffusional Response of Layer-by-Layer Assembled Polyelectrolyte Chains to Salt Annealing. Macromolecules 48:3983–3990CrossRef

15.

Zhang X, Guan Y, Zhang Y (2012) Dynamically bonded layer-by-layer films for self-regulated insulin release. J Mater Chem 22:16299–16305CrossRef

16.

Sato K, Shimizu S, Awaji K, Hitomi O, Anzai J (2018). J Colloid Interface Sci 510:302–307CrossRefPubMed

17.

Ding Z, Guan Y, Zhang Y, Zhu XX (2009) Layer-by-layer multilayer films linked with reversible boronate ester bonds with glucose-sensitivity under physiological conditions. Soft Matter 5:2302–2309CrossRef

18.

Takei C, Ohno Y, Seki T, Miki R (2018) Toshinobu Seki, Y. Egawa. Chem Pharm Bull 66:368–374CrossRefPubMed

19.

Springsteen G, Wang B (2002) A detailed examination of boronic acid–diol complexation. Tetrahedron 58:5291–5300CrossRef

20.

Nishiyabu R, Kobayashi H, Kubo Y (2012) Dansyl-containing boronate hydrogel film as fluorescent chemosensor of copper ions in water. RSC Adv 2:6555–6561CrossRef

21.

Rajkumar R, Warsink A, Möhwald H, Scheller FW, Katterle M (2007). Biosens Bioelectron 22:3318–3325CrossRefPubMed

22.

Pogorelova SP, Zayats M, Bourenko T, Kharitonov AB, Lioubashevski O, Katz E, Willner I (2003) Analysis of NAD(P)+/NAD(P)H Cofactors by Imprinted Polymer Membranes Associated with Ion-Sensitive Field-Effect Transistor Devices and Au−Quartz Crystals. Anal Chem 75:509–517CrossRefPubMed

23.

Lapeyre V, Gosse I, Chevreux S, Ravaine V (2006) Monodispersed Glucose-Responsive Microgels Operating at Physiological Salinity. Biomacromolecules 7:3356–3363CrossRefPubMed

24.

Fahmi MZ, Chen J, Huang C, Linge Y, Chang J (2015). J Mater Chem B 3:5532–5543CrossRef

25.

B. G. De Geest, A. M. Jonas, J. Demeester, .S. C. De Smedt, Langmuir, 22 (2006) 5070–5074, Glucose-Responsive Polyelectrolyte CapsulesCrossRefPubMed

26.

Lapeyre V, Renaudie N, Dechezelles J, Saadaoui H, Ravaine S, Ravaine V (2009) Multiresponsive Hybrid Microgels and Hollow Capsules with a Layered Structure. Langmuir 25:4659–4667CrossRefPubMed

27.

Shi D, Ran M, Zhang L, Huang H, Li X, Chen M, Akashi M (2016) Fabrication of Biobased Polyelectrolyte Capsules and Their Application for Glucose-Triggered Insulin Delivery. ACS Appl Mater Interfaces 8:13688–13697CrossRefPubMed

28.

Zhao Y, Yuan Q, Li C, Guan Y, Zhang Y (2015) Dynamic Layer-by-Layer Films: A Platform for Zero-Order Release. Biomacromolecules 16:2032–2039CrossRefPubMed

29.

Watahiki R, Sato K, Niina S, Suwa K, Egawa Y, Seki T, Anzai J (2014). J Mater Chem B 2:5809–5817CrossRef

30.

Shi D, Ran M, Huang H, Zhang L, Li X, Chen M, Akashi M (2016) Preparation of glucose responsive polyelectrolyte capsules with shell crosslinking via the layer-by-layer technique and sustained release of insulin. Polym Chem 7:6779–6788CrossRef

31.

Sato K, Kodama D, Endo Y, Yoshida K, Anzai J (2010) Sugar-Sensitive Polyelectrolyte Microcapsules Containing Insulin. Kobunshi Ronbunshu 67:544–548CrossRef

32.

Levy T, De’jugnat C, Sukhorukov GB (2008). Adv Funct Mater 18:1586–1594CrossRef

33.

Li S, Davis EN, Anderson J, Lin Q, Wang Q (2009) Development of Boronic Acid Grafted Random Copolymer Sensing Fluid for Continuous Glucose Monitoring. Biomacromolecules 10:113–118CrossRefPubMedPubMedCentral

34.

Du X, Jiang G, Li L, Liu Y, Chen H, Huang Q (2015) Photo-induced synthesis glucose-responsive carriers for controlled release of insulin in vitro. Colloid Polym Sci 293:2129–2135CrossRef

35.

Kawanishi T, Romey MA, Zhu PC, Holody MZ, Shinkai S (2004) A Study of Boronic Acid Based Fluorescent Glucose Sensors. J Fluoresc 14:499–512CrossRefPubMed

36.

Simon J, Salzbrunn S, Prakash GKS, Petasis NA, Olah GA (2001) Regioselective Conversion of Arylboronic Acids to Phenols and Subsequent Coupling to Symmetrical Diaryl Ethers. J Org Chem 66:633–634CrossRefPubMed

37.

Seno M, Yoshida K, Sato K, Anzai J (2016) pH- and sugar-sensitive multilayer films composed of phenylboronic acid (PBA)-modified poly(allylamine hydrochloride) (PBA-PAH) and poly(vinyl alcohol) (PVA): A significant effect of PBA content on the film stability. Mater Sci Eng C 62:474–479CrossRef

38.

Saleem M, Wang L, Yu H, Zain-ul-Abdin M, Akram R, Ullah S (2017). Colloid Polym Sci 295:995–1006CrossRef

39.

Sato K, Takahashi M, Ito M, Abe E, Anzai J (2014) H2O2-Induced Decomposition of Layer-by-Layer Films Consisting of Phenylboronic Acid-Bearing Poly(allylamine) and Poly(vinyl alcohol). Langmuir 30:9247–9250CrossRefPubMed

40.

Sato K, Awaji K, Ito M, Anzai J (2017) Preparation of H2O2-induced poly (amidoamine) dendrimer-release multilayer films. Colloid Polym Sci 295:877–882CrossRef

41.

de G Lux C, Joshi-Barr S, Nguyen T, Mahmoud E, Schopf E, Fomina N, Almutairi A (2012). J Am Chem Soc 135:15758–15764

42.

Sato K, Iwasaki M, Oide Y, Anzai J (2017) Preparation of a PVA/PBA dispersion and its response to glucose, fructose, and hydrogen peroxide. Colloid Polym Sci 295:1521–1525CrossRef

43.

Lewis GG, DiTucci MJ, Phillips ST (2012) Quantifying Analytes in Paper-Based Microfluidic Devices Without Using External Electronic Readers. Angew Chem Int Ed 51:12707–12710CrossRef

44.

Dickinson BC, Huynh C, Chang CJ (2010) A Palette of Fluorescent Probes with Varying Emission Colors for Imaging Hydrogen Peroxide Signaling in Living Cells. J Am Chem Soc 132:5906–5915CrossRefPubMedPubMedCentral

45.

Nonaka H, An Q, Sugihara F, Doura T, Tsuchiya A, Yoshida Y, Sando S (2015) Phenylboronic Acid-based <sup>19</sup>F MRI Probe for the Detection and Imaging of Hydrogen Peroxide Utilizing Its Large Chemical-Shift Change. Anal Sci 31:331–335CrossRefPubMed

Titel: Preparation of multilayer films using the negative charge of phenylboronic acid and its response to pH change, fructose, and hydrogen peroxide
verfasst von: Yuki Oide
Miku Iwasaki
Kentaro Yoshida
Katsuhiko Sato
Publikationsdatum: 26.07.2018
Verlag: Springer Berlin Heidelberg
Erschienen in: Colloid and Polymer Science / Ausgabe 9/2018
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI: https://doi.org/10.1007/s00396-018-4380-1

Premium Partner

Marktübersichten

Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.

Zur Marktübersicht

Springer Professional

Abstract

Bitte loggen Sie sich ein, um Zugang zu Ihrer Lizenz zu erhalten.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Springer Professional "Technik"

Weitere Artikel der Ausgabe 9/2018

Sensitization of narrow band gap Bi2S3 hierarchical nanostructures with polyaniline for its enhanced visible-light photocatalytic performance

The correlation between theoretical calculations and experimental findings on melting points for PVDF polymer-based gels

A sensitive nano-sensor based on synthetic ligand-coated CdTe quantum dots for rapid detection of Cr(III) ions in water and wastewater samples

Indirect fabrication of Ag nanoparticle-immobilized hollow silica composite particles and their catalysis

Synthesis and characterization of amphiphilic graft copolymers with poly(ethylene glycol) as the hydrophilic backbone and poly(butyl methacrylate) as the hydrophobic graft chain

Preparation of stable, transparent superhydrophobic film via one step one pot sol-gel method

Premium Partner

Marktübersichten