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Erschienen in: Colloid and Polymer Science 3/2015

01.03.2015 | Original Contribution

A multistimuli-responsive supramolecular vesicle constructed by cyclodextrins and tyrosine

verfasst von: Mingfang Ma, Shengguang Xu, Pengyao Xing, Shangyang Li, Xiaoxiao Chu, Aiyou Hao

Erschienen in: Colloid and Polymer Science | Ausgabe 3/2015

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Abstract

Stimuli-responsive vesicle is a significant self-assembly. The supramolecular amphiphile strategy provides a simple way to construct the vesicles. Here, we report a β-cyclodextrin/tyrosine supramolecular vesicle based on host-guest recognition. Tyrosine, which is a nontoxic amino acid, is used as the vesicles building blocks. The β-cyclodextrin/tyrosine vesicles were identified by transmission electron microscopy (TEM), scanning electron microscopy (SEM), and dynamic light scattering (DLS). X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible (UV-vis) spectrum, hydrogen-1 nuclear magnetic resonance (1H NMR), and two-dimensional nuclear magnetic resonance spectroscopy rotating frame nuclear Overhauser effect spectroscopy (2D NMR ROESY) were further employed to elucidate the vesicle formation mechanism. Furthermore, different host molecules, including α-cyclodextrin and γ-cyclodextrin, can all form vesicles with tyrosine. Finally, the vesicles can respond to multiple external stimuli. Competitive guest molecules and copper ions can all disrupt the vesicles’ architectures.

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Literatur
1.
Zurück zum Zitat Wang K, Wang C, Wang Y, Li H, Bao C, Liu J, Zhang X, Yang Y (2013) Electrospun nanofibers and multi-responsive supramolecular assemblies constructed from a pillar[5]arene-based receptor. Chem Commun 49:10528–10530CrossRef Wang K, Wang C, Wang Y, Li H, Bao C, Liu J, Zhang X, Yang Y (2013) Electrospun nanofibers and multi-responsive supramolecular assemblies constructed from a pillar[5]arene-based receptor. Chem Commun 49:10528–10530CrossRef
2.
Zurück zum Zitat Wang C, Guo Y, Wang Y, Xu H, Wang R, Zhang X (2009) Supramolecular amphiphiles based on a water-soluble charge-transfer complex: fabrication of ultralong nanofibers with tunable straightness. Angew Chem Int Ed 48:8962–8965CrossRef Wang C, Guo Y, Wang Y, Xu H, Wang R, Zhang X (2009) Supramolecular amphiphiles based on a water-soluble charge-transfer complex: fabrication of ultralong nanofibers with tunable straightness. Angew Chem Int Ed 48:8962–8965CrossRef
3.
Zurück zum Zitat Yu G, Xue M, Zhang Z, Li J, Han C, Huang F (2012) A water-soluble pillar[6]arene: synthesis, host-guest chemistry, and its application in dispersion of multiwalled carbon nanotubes in water. J Am Chem Soc 134:13248–13251CrossRef Yu G, Xue M, Zhang Z, Li J, Han C, Huang F (2012) A water-soluble pillar[6]arene: synthesis, host-guest chemistry, and its application in dispersion of multiwalled carbon nanotubes in water. J Am Chem Soc 134:13248–13251CrossRef
4.
Zurück zum Zitat Li H, Chen D, Sun Y, Zheng Y, Tan L, Weiss P, Yang Y (2013) Viologen-mediated assembly of and sensing with carboxylatopillar[5]arene-modified gold nanoparticles. J Am Chem Soc 135:1570–1576CrossRef Li H, Chen D, Sun Y, Zheng Y, Tan L, Weiss P, Yang Y (2013) Viologen-mediated assembly of and sensing with carboxylatopillar[5]arene-modified gold nanoparticles. J Am Chem Soc 135:1570–1576CrossRef
5.
Zurück zum Zitat Sun Y, Zhou Y, Li Q, Yang Y (2013) Enzyme-responsive supramolecular nanovalves crafted by mesoporous silica nanoparticles and choline-sulfonatocalix[4]arene[2]pseudorotaxanes for controlled cargo release. Chem Commun 49:9033–9035CrossRef Sun Y, Zhou Y, Li Q, Yang Y (2013) Enzyme-responsive supramolecular nanovalves crafted by mesoporous silica nanoparticles and choline-sulfonatocalix[4]arene[2]pseudorotaxanes for controlled cargo release. Chem Commun 49:9033–9035CrossRef
6.
Zurück zum Zitat Wang C, Guo Y, Wang Y, Xu H, Zhang X (2009) Redox responsive supramolecular amphiphiles based on reversible charge transfer interactions. Chem Commun 5380–5382 Wang C, Guo Y, Wang Y, Xu H, Zhang X (2009) Redox responsive supramolecular amphiphiles based on reversible charge transfer interactions. Chem Commun 5380–5382
7.
Zurück zum Zitat Wang Y, Han P, Xu H, Wang Z, Zhang X, Kabanov A (2010) Photocontrolled self-assembly and disassembly of block ionomer complex vesicles: a facile approach toward supramolecular polymer nanocontainers. Langmuir 26:709–715CrossRef Wang Y, Han P, Xu H, Wang Z, Zhang X, Kabanov A (2010) Photocontrolled self-assembly and disassembly of block ionomer complex vesicles: a facile approach toward supramolecular polymer nanocontainers. Langmuir 26:709–715CrossRef
8.
Zurück zum Zitat Stano P, D’ Aguanno E, Bolz J, Fahr A, Luisi P (2013) A remarkable self-organization process as the origin of primitive functional cells. Angew Chem Int Ed 52:13397–13400CrossRef Stano P, D’ Aguanno E, Bolz J, Fahr A, Luisi P (2013) A remarkable self-organization process as the origin of primitive functional cells. Angew Chem Int Ed 52:13397–13400CrossRef
9.
Zurück zum Zitat Gao X, Lu F, Dong B, Zhou T, Tian W, Zheng L (2014) Zwitterionic vesicles with AuCl4 counterions as soft templates for the synthesis of gold nanoplates and nanospheres. Chem Commun 50:8783–8786CrossRef Gao X, Lu F, Dong B, Zhou T, Tian W, Zheng L (2014) Zwitterionic vesicles with AuCl4 counterions as soft templates for the synthesis of gold nanoplates and nanospheres. Chem Commun 50:8783–8786CrossRef
10.
Zurück zum Zitat Spulber M, Najer A, Winkelbach K, Glaied O, Waser M, Pieles U, Meier W, Bruns N (2013) Photoreaction of a hydroxyalkyphenone with the membrane of polymersomes: a versatile method to generate semipermeable nanoreactors. J Am Chem Soc 135:9204–9212CrossRef Spulber M, Najer A, Winkelbach K, Glaied O, Waser M, Pieles U, Meier W, Bruns N (2013) Photoreaction of a hydroxyalkyphenone with the membrane of polymersomes: a versatile method to generate semipermeable nanoreactors. J Am Chem Soc 135:9204–9212CrossRef
11.
Zurück zum Zitat Zhang H, Ma X, Nguyen K, Zhao Y (2013) Biocompatible pillararene-assembly-based carriers for dual bioimaging. ACS Nano 7:7853–7863CrossRef Zhang H, Ma X, Nguyen K, Zhao Y (2013) Biocompatible pillararene-assembly-based carriers for dual bioimaging. ACS Nano 7:7853–7863CrossRef
12.
Zurück zum Zitat Wang L, Chierico L, Little D, Patikarnmonthon N, Yang Z, Azzouz M, Madsen J, Armes S, Battaglia G (2012) Encapsulation of biomacromolecules within polymersomes by electroporation. Angew Chem Int Ed 51:11122–11125CrossRef Wang L, Chierico L, Little D, Patikarnmonthon N, Yang Z, Azzouz M, Madsen J, Armes S, Battaglia G (2012) Encapsulation of biomacromolecules within polymersomes by electroporation. Angew Chem Int Ed 51:11122–11125CrossRef
13.
Zurück zum Zitat Sun T, Yan H, Liu G, Hao J, Su J, Li S, Xing P, Hao A (2012) Strategy of directly employing paclitaxel to construct vesicles. J Phys Chem B 116:14628–14636CrossRef Sun T, Yan H, Liu G, Hao J, Su J, Li S, Xing P, Hao A (2012) Strategy of directly employing paclitaxel to construct vesicles. J Phys Chem B 116:14628–14636CrossRef
14.
Zurück zum Zitat Wang K, Guo D, Zhao M, Liu Y (2014) A supramolecular vesicle based on the complexation of p-sulfonatocalixarene with protamine and its trypsin-triggered controllable-release properties. Chem Eur J 20:1–10CrossRef Wang K, Guo D, Zhao M, Liu Y (2014) A supramolecular vesicle based on the complexation of p-sulfonatocalixarene with protamine and its trypsin-triggered controllable-release properties. Chem Eur J 20:1–10CrossRef
15.
Zurück zum Zitat Jiao D, Geng J, Loh X, Das D, Lee T, Scherman O (2012) Supramolecular peptide amphiphile vesicles through host–guest complexation. Angew Chem Int Ed 51:9633–9637CrossRef Jiao D, Geng J, Loh X, Das D, Lee T, Scherman O (2012) Supramolecular peptide amphiphile vesicles through host–guest complexation. Angew Chem Int Ed 51:9633–9637CrossRef
16.
Zurück zum Zitat Yu G, Han C, Zhang Z, Chen J, Yan X, Zheng B, Liu S, Huang F (2012) Pillar[6]arene-based photoresponsive host−guest complexation. J Am Chem Soc 134:8711–8717CrossRef Yu G, Han C, Zhang Z, Chen J, Yan X, Zheng B, Liu S, Huang F (2012) Pillar[6]arene-based photoresponsive host−guest complexation. J Am Chem Soc 134:8711–8717CrossRef
17.
Zurück zum Zitat Tao S, Li Y, Zhang H, Li J, Xin F, Kong L, Hao A (2011) pH-reversible vesicles based on the “supramolecular amphiphilies” formed by cyclodextrin and anthraquinone derivate. Colloids surf A 375:87–96CrossRef Tao S, Li Y, Zhang H, Li J, Xin F, Kong L, Hao A (2011) pH-reversible vesicles based on the “supramolecular amphiphilies” formed by cyclodextrin and anthraquinone derivate. Colloids surf A 375:87–96CrossRef
18.
Zurück zum Zitat Wang Y, Ma N, Wang Z, Zhang X (2007) Photocontrolled reversible supramolecular assemblies of an azobenzene-containing surfactant with a-cyclodextrin. Angew Chem Int Ed 46:2823–2826CrossRef Wang Y, Ma N, Wang Z, Zhang X (2007) Photocontrolled reversible supramolecular assemblies of an azobenzene-containing surfactant with a-cyclodextrin. Angew Chem Int Ed 46:2823–2826CrossRef
19.
Zurück zum Zitat Zhang H, Shen J, Liu Z, Hao A, Bai Y, An W (2010) Multi-responsive cyclodextrin vesicles assembled by ‘supramolecular bola-amphiphiles’. Supramol Chem 22:297–310CrossRef Zhang H, Shen J, Liu Z, Hao A, Bai Y, An W (2010) Multi-responsive cyclodextrin vesicles assembled by ‘supramolecular bola-amphiphiles’. Supramol Chem 22:297–310CrossRef
20.
Zurück zum Zitat Zhang H, Xin F, An W, Hao A, Wang X, Zhao X, Liu Z, Sun L (2010) Oxidizing-responsive vesicles made from “tadpole-like supramolecular amphiphiles” based on inclusion complexes between driving molecules and β-cyclodextrin. Colloids surf A 363:78–85CrossRef Zhang H, Xin F, An W, Hao A, Wang X, Zhao X, Liu Z, Sun L (2010) Oxidizing-responsive vesicles made from “tadpole-like supramolecular amphiphiles” based on inclusion complexes between driving molecules and β-cyclodextrin. Colloids surf A 363:78–85CrossRef
21.
Zurück zum Zitat Wang K, Guo D, Wang X, Liu Y (2011) Multistimuli responsive supramolecular vesicles based on the recognition of p-sulfonatocalixarene and its controllable release of doxorubicin. ACS Nano 5:2880–2894CrossRef Wang K, Guo D, Wang X, Liu Y (2011) Multistimuli responsive supramolecular vesicles based on the recognition of p-sulfonatocalixarene and its controllable release of doxorubicin. ACS Nano 5:2880–2894CrossRef
22.
Zurück zum Zitat Sun T, Zhang H, Kong L, Qiao H, Li Y, Xin F, Hao A (2011) Controlled transformation from nanorods to vesicles induced by cyclomaltoheptaoses (β-cyclodextrins). Carbohyd Res 346:285–293CrossRef Sun T, Zhang H, Kong L, Qiao H, Li Y, Xin F, Hao A (2011) Controlled transformation from nanorods to vesicles induced by cyclomaltoheptaoses (β-cyclodextrins). Carbohyd Res 346:285–293CrossRef
23.
Zurück zum Zitat Duan Q, Cao Y, Li Y, Hu X, Xiao T, Lin C, Pan Y, Wang L (2013) pH-responsive supramolecular vesicles based on water-soluble pillar[6]arene and ferrocene derivative for drug delivery. J Am Chem Soc 135:10542–10549CrossRef Duan Q, Cao Y, Li Y, Hu X, Xiao T, Lin C, Pan Y, Wang L (2013) pH-responsive supramolecular vesicles based on water-soluble pillar[6]arene and ferrocene derivative for drug delivery. J Am Chem Soc 135:10542–10549CrossRef
24.
Zurück zum Zitat Ma M, Guan Y, Zhang C, Hao J, Xing P, Su J, Li S, Chu X, Hao A (2014) Stimulus-responsive supramolecular vesicles with effective anticancer activity prepared by cyclodextrin and ftorafur. Colloids surf A 454:38–45CrossRef Ma M, Guan Y, Zhang C, Hao J, Xing P, Su J, Li S, Chu X, Hao A (2014) Stimulus-responsive supramolecular vesicles with effective anticancer activity prepared by cyclodextrin and ftorafur. Colloids surf A 454:38–45CrossRef
25.
Zurück zum Zitat Li L, Rosenthal M, Zhang H, Hernandez J, Drechsler M, Phan K, Rütten S, Zhu X, Ivanov D, Möller M (2012) Light-switchable vesicles from liquid-crystalline homopolymer-surfactant complexes. Angew Chem Int Ed 51:11616–11619CrossRef Li L, Rosenthal M, Zhang H, Hernandez J, Drechsler M, Phan K, Rütten S, Zhu X, Ivanov D, Möller M (2012) Light-switchable vesicles from liquid-crystalline homopolymer-surfactant complexes. Angew Chem Int Ed 51:11616–11619CrossRef
26.
Zurück zum Zitat Guo D, Wang K, Wang Y, Liu Y (2012) Cholinesterase-responsive supramolecular vesicle. J Am Chem Soc 134:10244–10250CrossRef Guo D, Wang K, Wang Y, Liu Y (2012) Cholinesterase-responsive supramolecular vesicle. J Am Chem Soc 134:10244–10250CrossRef
27.
Zurück zum Zitat Yan Q, Yuan J, Cai Z, Xin Y, Kang Y, Yin Y (2010) Voltage-responsive vesicles based on orthogonal assembly of two homopolymers. J Am Chem Soc 132:9268–9270CrossRef Yan Q, Yuan J, Cai Z, Xin Y, Kang Y, Yin Y (2010) Voltage-responsive vesicles based on orthogonal assembly of two homopolymers. J Am Chem Soc 132:9268–9270CrossRef
28.
Zurück zum Zitat Szejtli J (2005) Introduction and general overview of cyclodextrin chemistry. Chem Rev 98:1743–1754CrossRef Szejtli J (2005) Introduction and general overview of cyclodextrin chemistry. Chem Rev 98:1743–1754CrossRef
29.
Zurück zum Zitat Su J, Sheng X, Li S, Sun T, Liu G, Hao A (2012) Effective regioselective protection of amino groups of lysine achieved by a supramolecular enzyme-mimic approach. Org Biomol Chem 10:9319–9324CrossRef Su J, Sheng X, Li S, Sun T, Liu G, Hao A (2012) Effective regioselective protection of amino groups of lysine achieved by a supramolecular enzyme-mimic approach. Org Biomol Chem 10:9319–9324CrossRef
30.
Zurück zum Zitat Sun T, Guo Q, Zhang C, Hao J, Xing P, Su J, Li S, Hao A, Liu G (2012) Self-assembled vesicles prepared from amphiphilic cyclodextrins as drug carriers. Langmuir 28:8625–8636CrossRef Sun T, Guo Q, Zhang C, Hao J, Xing P, Su J, Li S, Hao A, Liu G (2012) Self-assembled vesicles prepared from amphiphilic cyclodextrins as drug carriers. Langmuir 28:8625–8636CrossRef
31.
Zurück zum Zitat Zhang H, Liu Z, Xin F, An W, Hao A, Li J, Li Y, Sun L, Sun T, Zhao W, Li Y, Kong L (2011) Successively-responsive drug-carrier vesicles assembled by ‘supramolecular amphiphiles’. Carbohyd Res 346:294–304CrossRef Zhang H, Liu Z, Xin F, An W, Hao A, Li J, Li Y, Sun L, Sun T, Zhao W, Li Y, Kong L (2011) Successively-responsive drug-carrier vesicles assembled by ‘supramolecular amphiphiles’. Carbohyd Res 346:294–304CrossRef
32.
Zurück zum Zitat Sun T, Zhang H, Yan H, Li J, Cheng G, Hao A, Qiao H, Xin F (2011) Sensitive fluorescent vesicles based on the supramolecular inclusion of β-cyclodextrins with N-alkylamino-L-anthraquinone. Supramol Chem 23:351–364CrossRef Sun T, Zhang H, Yan H, Li J, Cheng G, Hao A, Qiao H, Xin F (2011) Sensitive fluorescent vesicles based on the supramolecular inclusion of β-cyclodextrins with N-alkylamino-L-anthraquinone. Supramol Chem 23:351–364CrossRef
33.
Zurück zum Zitat Liu G, Jin Q, Liu X, Lv L, Chen C, Ji J (2011) Biocompatible vesicles based on PEO-b-PMPC/a-cyclodextrin inclusion complexes for drug delivery. Soft Matter 7:662–669CrossRef Liu G, Jin Q, Liu X, Lv L, Chen C, Ji J (2011) Biocompatible vesicles based on PEO-b-PMPC/a-cyclodextrin inclusion complexes for drug delivery. Soft Matter 7:662–669CrossRef
34.
Zurück zum Zitat Tao W, Liu Y, Jiang B, Yu S, Huang W, Zhou Y, Yan D (2011) A linear-hyperbranched supramolecular amphiphile and its self-assembly into vesicles with great ductility. J Am Chem Soc 134:762–764CrossRef Tao W, Liu Y, Jiang B, Yu S, Huang W, Zhou Y, Yan D (2011) A linear-hyperbranched supramolecular amphiphile and its self-assembly into vesicles with great ductility. J Am Chem Soc 134:762–764CrossRef
35.
Zurück zum Zitat Yu G, Zhou X, Zhang Z, Han C, Mao Z, Gao C, Huang F (2012) Pillar[6]arene/paraquat molecular recognition in water: high binding strength, pH-responsiveness, and application in controllable self-assembly, controlled release, and treatment of paraquat poisoning. J Am Chem Soc 134:19489–19497CrossRef Yu G, Zhou X, Zhang Z, Han C, Mao Z, Gao C, Huang F (2012) Pillar[6]arene/paraquat molecular recognition in water: high binding strength, pH-responsiveness, and application in controllable self-assembly, controlled release, and treatment of paraquat poisoning. J Am Chem Soc 134:19489–19497CrossRef
36.
Zurück zum Zitat Li Y, Liu J, Du G, Yan H, Wang H, Zhang H, An W, Zhao W, Sun T, Xin F, Kong L, Li Y, Hao A, Hao J (2010) Reversible heat-set organogel based on supramolecular interactions of β-cyclodextrin in N, N-dimethylformamide. J Phys Chem B 114:10321–10326CrossRef Li Y, Liu J, Du G, Yan H, Wang H, Zhang H, An W, Zhao W, Sun T, Xin F, Kong L, Li Y, Hao A, Hao J (2010) Reversible heat-set organogel based on supramolecular interactions of β-cyclodextrin in N, N-dimethylformamide. J Phys Chem B 114:10321–10326CrossRef
37.
Zurück zum Zitat Li G, McGown L (1994) Molecular nanotube aggregates of β-and γ-cyclodextrins linked by diphenylhexatrienes. Sci 264:249–251CrossRef Li G, McGown L (1994) Molecular nanotube aggregates of β-and γ-cyclodextrins linked by diphenylhexatrienes. Sci 264:249–251CrossRef
38.
Zurück zum Zitat Hou X, Ke C, Cheng C, Song N, Blackburn A, Sarjeant A, Botros Y, Yang Y, Stoddart J (2014) Efficient syntheses of pillar[6]arene-based hetero[4]rotaxanes using a cooperative capture strategy. Chem Commun 50:6196–6199CrossRef Hou X, Ke C, Cheng C, Song N, Blackburn A, Sarjeant A, Botros Y, Yang Y, Stoddart J (2014) Efficient syntheses of pillar[6]arene-based hetero[4]rotaxanes using a cooperative capture strategy. Chem Commun 50:6196–6199CrossRef
39.
Zurück zum Zitat Sun T, Ma M, Yan H, Shen J, Su J, Hao A (2013) Vesicular particles directly assembled from the cyclodextrin/UR-144 supramolecular amphiphiles. Colloids surf A 424:105–112CrossRef Sun T, Ma M, Yan H, Shen J, Su J, Hao A (2013) Vesicular particles directly assembled from the cyclodextrin/UR-144 supramolecular amphiphiles. Colloids surf A 424:105–112CrossRef
40.
Zurück zum Zitat An W, Zhang H, Sun L, Hao A, Hao J, Xin F (2010) Reversible vesicles based on one and two head supramolecular cyclodextrin amphiphile induced by methanol. Carbohyd Res 345:914–921CrossRef An W, Zhang H, Sun L, Hao A, Hao J, Xin F (2010) Reversible vesicles based on one and two head supramolecular cyclodextrin amphiphile induced by methanol. Carbohyd Res 345:914–921CrossRef
41.
Zurück zum Zitat Nielsena A, Steffensenb K, Larsena K (2009) Self-assembling microparticles with controllable disruption properties based on cyclodextrin interactions. Colloids surf B 73:267–275CrossRef Nielsena A, Steffensenb K, Larsena K (2009) Self-assembling microparticles with controllable disruption properties based on cyclodextrin interactions. Colloids surf B 73:267–275CrossRef
42.
Zurück zum Zitat Tao W, Zhang D, Wang F, Thomas P, Cooks R (1999) Kinetic resolution of D, L-amino acids based on gas-phase dissociation of copper(II) complexes. Anal Chem 71:4427–4429CrossRef Tao W, Zhang D, Wang F, Thomas P, Cooks R (1999) Kinetic resolution of D, L-amino acids based on gas-phase dissociation of copper(II) complexes. Anal Chem 71:4427–4429CrossRef
Metadaten
Titel
A multistimuli-responsive supramolecular vesicle constructed by cyclodextrins and tyrosine
verfasst von
Mingfang Ma
Shengguang Xu
Pengyao Xing
Shangyang Li
Xiaoxiao Chu
Aiyou Hao
Publikationsdatum
01.03.2015
Verlag
Springer Berlin Heidelberg
Erschienen in
Colloid and Polymer Science / Ausgabe 3/2015
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-014-3424-4

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