Supramolecular Hybrid Material Constructed from Graphene Oxide and Pillar[6]arene-Based Host-Guest Complex as a Ultrasound and Photoacoustic Signals Nanoamplifier.

Photoacoustic imaging combines the merits of ultrasound imaging and optical imaging that allows a fascinating imaging paradigm with deeper tissue penetration than optical imaging and higher spatial resolution than ultrasound imaging. Herein, we develop a supramolecular hybrid material composed of graphene oxide (GO) and a pillar[6]arene-based host-guest complex (CP6⊃PyN), which can be used as a ultrasound (US) and photoacoustic (PA) signal nanoamplifier. Triggered by the near-infrared (NIR) light mediated photothermal effect, CO2 nanobubbles are generated on the surface of GO@CP6⊃PyN due to the decomposition of bicarbonate counterions, thus strongly amplifying its US and PA performances. Our study, for the first time, demonstrates enhanced US and PA activity in supramolecular hybrid material on the basis of host-guest chemistry as a photoacoustic nanoplatform.

[1]  Zijian Zhou,et al.  Artificial Molecular Machines in Nanotheranostics. , 2017, ACS nano.

[2]  M. A. Olson,et al.  Rim-Differentiated C5-Symmetric Tiara-Pillar[5]arenes , 2017, Journal of the American Chemical Society.

[3]  Linxian Xu,et al.  Pillar[5]arene-Diketopyrrolopyrrole Fluorescent Copolymer: A Promising Recognition and Adsorption Material for Adiponitrile by Selective Formation of a Conjugated Polypseudorotaxane. , 2017, Macromolecular rapid communications.

[4]  B. Gibb,et al.  The aqueous supramolecular chemistry of cucurbit[n]urils, pillar[n]arenes and deep-cavity cavitands. , 2017, Chemical Society reviews.

[5]  Fan Zhang,et al.  Temperature-Sensitive Artificial Channels through Pillar[5]arene-based Host-Guest Interactions. , 2017, Angewandte Chemie.

[6]  Qingqing Miao,et al.  Emerging Designs of Activatable Photoacoustic Probes for Molecular Imaging. , 2016, Bioconjugate chemistry.

[7]  Lei Jiang,et al.  Dynamic Self-Assembly Adhesion of a Paraquat Droplet on a Pillar[5]arene Surface. , 2016, Angewandte Chemie.

[8]  Da Xing,et al.  Thermally confined shell coating amplifies the photoacoustic conversion efficiency of nanoprobes , 2016, Nano Research.

[9]  G. Diao,et al.  Stimulus-responsive light-harvesting complexes based on the pillararene-induced co-assembly of β-carotene and chlorophyll , 2016, Nature Communications.

[10]  Yoshiaki Nakamoto,et al.  Pillar-Shaped Macrocyclic Hosts Pillar[n]arenes: New Key Players for Supramolecular Chemistry. , 2016, Chemical reviews.

[11]  Hao Li,et al.  Photoacoustic Probes for Ratiometric Imaging of Copper(II). , 2015, Journal of the American Chemical Society.

[12]  Jibin Song,et al.  Sequential Drug Release and Enhanced Photothermal and Photoacoustic Effect of Hybrid Reduced Graphene Oxide-Loaded Ultrasmall Gold Nanorod Vesicles for Cancer Therapy. , 2015, ACS nano.

[13]  Feihe Huang,et al.  CO₂-Responsive Pillar[5]arene-Based Molecular Recognition in Water: Establishment and Application in Gas-Controlled Self-Assembly and Release. , 2015, Journal of the American Chemical Society.

[14]  A. Kaifer,et al.  Cathodic Voltammetric Behavior of Pillar[5]quinone in Nonaqueous Media. Symmetry Effects on the Electron Uptake Sequence. , 2015, Journal of the American Chemical Society.

[15]  M. Liu,et al.  Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches , 2015, Proceedings of the National Academy of Sciences.

[16]  Nan Song,et al.  Supramolecular assembly-induced yellow emission of 9,10-distyrylanthracene bridged bis(pillar[5]arene)s. , 2015, Chemical communications.

[17]  Sean Xiao‐An Zhang,et al.  Pillar[5]arene‐Based Supramolecular Organic Frameworks for Highly Selective CO2‐Capture at Ambient Conditions , 2014, Advanced materials.

[18]  Chen-Sheng Yeh,et al.  Near-infrared light-responsive nanomaterials in cancer therapeutics. , 2014, Chemical Society reviews.

[19]  Jesse V. Jokerst,et al.  Semiconducting Polymer Nanoparticles as Photoacoustic Molecular Imaging Probes in Living Mice , 2014, Nature nanotechnology.

[20]  Xiaogang Qu,et al.  3D Graphene Oxide–Polymer Hydrogel: Near‐Infrared Light‐Triggered Active Scaffold for Reversible Cell Capture and On‐Demand Release , 2013, Advanced materials.

[21]  Shanshan Liu,et al.  Fluorogenic Probing of Specific Recognitions between Sugar Ligands and Glycoprotein Receptors on Cancer Cells by an Economic Graphene Nanocomposite , 2013, Advanced materials.

[22]  Yanli Zhao,et al.  Biocompatible pillararene-assembly-based carriers for dual bioimaging. , 2013, ACS nano.

[23]  Won Jong Kim,et al.  Photothermally triggered cytosolic drug delivery via endosome disruption using a functionalized reduced graphene oxide. , 2013, ACS nano.

[24]  Yi Pan,et al.  pH-responsive supramolecular vesicles based on water-soluble pillar[6]arene and ferrocene derivative for drug delivery. , 2013, Journal of the American Chemical Society.

[25]  Chunju Li,et al.  Pillar[5]arene–neutral guest recognition based supramolecular alternating copolymer containing [c2]daisy chain and bis-pillar[5]arene units , 2013 .

[26]  G. Grüner,et al.  Recent advancements of graphene in biomedicine. , 2013, Journal of materials chemistry. B.

[27]  Yu-Kyoung Oh,et al.  Safety and tumor tissue accumulation of pegylated graphene oxide nanosheets for co-delivery of anticancer drug and photosensitizer. , 2013, Biomaterials.

[28]  B. Hong,et al.  Biomedical applications of graphene and graphene oxide. , 2013, Accounts of chemical research.

[29]  Feihe Huang,et al.  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. , 2012, Journal of the American Chemical Society.

[30]  Yu Liu,et al.  Calixarene-based supramolecular polymerization in solution. , 2012, Chemical Society reviews.

[31]  Y. Lan,et al.  A supramolecular route towards core-shell polymeric microspheres in water via cucurbit[8]uril complexation. , 2012, Chemical communications.

[32]  Feihe Huang,et al.  A water-soluble pillar[6]arene: synthesis, host-guest chemistry, and its application in dispersion of multiwalled carbon nanotubes in water. , 2012, Journal of the American Chemical Society.

[33]  Yong Chen,et al.  Construction of a graphene oxide based noncovalent multiple nanosupramolecular assembly as a scaffold for drug delivery. , 2012, Chemistry.

[34]  K. Zhu,et al.  Molecular shuttling of a compact and rigid H-shaped [2]rotaxane. , 2012, Angewandte Chemie.

[35]  Wen Si,et al.  Selective artificial transmembrane channels for protons by formation of water wires. , 2011, Angewandte Chemie.

[36]  H. Dai,et al.  Ultrasmall reduced graphene oxide with high near-infrared absorbance for photothermal therapy. , 2011, Journal of the American Chemical Society.

[37]  J. F. Stoddart,et al.  Monofunctionalized pillar[5]arene as a host for alkanediamines. , 2011, Journal of the American Chemical Society.

[38]  S. Emelianov,et al.  Silica-coated gold nanorods as photoacoustic signal nanoamplifiers. , 2011, Nano letters.

[39]  Kai Yang,et al.  Graphene in mice: ultrahigh in vivo tumor uptake and efficient photothermal therapy. , 2010, Nano letters.

[40]  Zhijun Zhang,et al.  Functional graphene oxide as a nanocarrier for controlled loading and targeted delivery of mixed anticancer drugs. , 2010, Small.

[41]  C. Schalley,et al.  Monitoring self-sorting by electrospray ionization mass spectrometry: formation intermediates and error-correction during the self-assembly of multiply threaded pseudorotaxanes. , 2010, Journal of the American Chemical Society.

[42]  Lingyun Wang,et al.  A facile and efficient preparation of pillararenes and a pillarquinone. , 2009, Angewandte Chemie.

[43]  Yoshiaki Nakamoto,et al.  para-Bridged symmetrical pillar[5]arenes: their Lewis acid catalyzed synthesis and host-guest property. , 2008, Journal of the American Chemical Society.

[44]  P. Zavalij,et al.  Chiral recognition inside a chiral cucurbituril. , 2007, Angewandte Chemie.

[45]  Jean-Marie Lehn,et al.  From supramolecular chemistry towards constitutional dynamic chemistry and adaptive chemistry. , 2007, Chemical Society reviews.

[46]  Lihong V. Wang,et al.  Functional photoacoustic microscopy for high-resolution and noninvasive in vivo imaging , 2006, Nature Biotechnology.

[47]  D. Koh,et al.  Artificial ion channel formed by cucurbit[n]uril derivatives with a carbonyl group fringed portal reminiscent of the selectivity filter of K+ channels. , 2004, Journal of the American Chemical Society.

[48]  He Tian,et al.  A Lockable Light‐Driven Molecular Shuttle with a Fluorescent Signal , 2004 .

[49]  J. Fraser Stoddart,et al.  SYNTHETIC SUPRAMOLECULAR CHEMISTRY , 1997 .