Nitric oxide releasing materials triggered by near-infrared excitation through tissue filters.

Novel materials for the phototherapeutic release of the bioregulator nitric oxide (nitrogen monoxide) are described. Also reported is a method for scanning these materials with a focused NIR beam to induce photouncaging while minimizing damage from local heating. The new materials consist of poly(dimethylsiloxane) composites with near-infrared-to-visible upconverting nanoparticles (UCNPs) that are cast into a biocompatible polymer disk (PD). These PDs are then impregnated with the photochemical nitric oxide precursor Roussin's black salt (RBS) to give UCNP_RBS_PD devices that generate NO when irradiated with 980 nm light. When the UCNP_RBS_PD composites were irradiated with NIR light through filters composed of porcine tissue, physiologically relevant NO concentrations were released, thus demonstrating the potential of such devices for minimally invasive phototherapeutic applications.

[1]  J. DesJardins,et al.  Development of Luminescent pH Sensor Films for Monitoring Bacterial Growth Through Tissue , 2014, Advanced healthcare materials.

[2]  Yu-Lin Chou,et al.  Near-infrared light photocontrolled targeting, bioimaging, and chemotherapy with caged upconversion nanoparticles in vitro and in vivo. , 2013, ACS nano.

[3]  Wei Fan,et al.  Engineering the Upconversion Nanoparticle Excitation Wavelength: Cascade Sensitization of Tri‐doped Upconversion Colloidal Nanoparticles at 800 nm , 2013 .

[4]  Qiang Sun,et al.  Mechanistic investigation of photon upconversion in Nd(3+)-sensitized core-shell nanoparticles. , 2013, Journal of the American Chemical Society.

[5]  N. Tamaki,et al.  Radiation-induced nitric oxide mitigates tumor hypoxia and radioresistance in a murine SCCVII tumor model. , 2013, Biochemical and biophysical research communications.

[6]  Fan Zhang,et al.  Multi-photon excitation in uncaging the small molecule bioregulator nitric oxide , 2013, Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences.

[7]  Zhuang Liu,et al.  Upconversion Nanoparticles for Photodynamic Therapy and Other Cancer Therapeutics , 2013, Theranostics.

[8]  G. Stucky,et al.  Upconversion: NIR‐Triggered Release of Caged Nitric Oxide using Upconverting Nanostructured Materials (Small 24/2012) , 2012 .

[9]  Ru‐Shi Liu,et al.  The effect of surface coating on energy migration-mediated upconversion. , 2012, Journal of the American Chemical Society.

[10]  Peter T. Burks,et al.  Quantum dot photosensitizers. Interactions with transition metal centers. , 2012, Dalton transactions.

[11]  John-Christopher Boyer,et al.  Near infrared light triggered release of biomacromolecules from hydrogels loaded with upconversion nanoparticles. , 2012, Journal of the American Chemical Society.

[12]  M. Schoenfisch,et al.  Local delivery of nitric oxide: targeted delivery of therapeutics to bone and connective tissues. , 2012, Advanced drug delivery reviews.

[13]  A. Mikhailovsky,et al.  Quantum dot photoluminescence quenching by Cr(III) complexes. Photosensitized reactions and evidence for a FRET mechanism. , 2012, Journal of the American Chemical Society.

[14]  Gang Han,et al.  Combinatorial discovery of lanthanide-doped nanocrystals with spectrally pure upconverted emission. , 2012, Nano letters.

[15]  Zhen Cheng,et al.  In vitro and in vivo uncaging and bioluminescence imaging by using photocaged upconversion nanoparticles. , 2012, Angewandte Chemie.

[16]  Gang Han,et al.  Controlled synthesis and single-particle imaging of bright, sub-10 nm lanthanide-doped upconverting nanocrystals. , 2012, ACS nano.

[17]  Jason G. Harrison,et al.  Small molecule signaling agents: the integrated chemistry and biochemistry of nitrogen oxides, oxides of carbon, dioxygen, hydrogen sulfide, and their derived species. , 2012, Chemical research in toxicology.

[18]  Marco Pedroni,et al.  NIR-to-NIR two-photon excited CaF2:Tm3+,Yb3+ nanoparticles: multifunctional nanoprobes for highly penetrating fluorescence bio-imaging. , 2011, ACS nano.

[19]  K. Franz,et al.  Keys for unlocking photolabile metal-containing cages. , 2011, Angewandte Chemie.

[20]  C. Szabó Gaseotransmitters: New Frontiers for Translational Science , 2010, Science Translational Medicine.

[21]  John-Christopher Boyer,et al.  Absolute quantum yield measurements of colloidal NaYF4: Er3+, Yb3+ upconverting nanoparticles. , 2010, Nanoscale.

[22]  B. Cohen,et al.  Reproducible, high-throughput synthesis of colloidal nanocrystals for optimization in multidimensional parameter space. , 2010, Nano letters.

[23]  G. Ellis‐Davies,et al.  Two-photon uncaging of gamma-aminobutyric acid in intact brain tissue. , 2010, Nature chemical biology.

[24]  C. S. Lim,et al.  Simultaneous phase and size control of upconversion nanocrystals through lanthanide doping , 2010, Nature.

[25]  F. Doro,et al.  Immobilized ruthenium complexes and aspects of their reactivity , 2010 .

[26]  Alexis D. Ostrowski,et al.  Metal complexes as photochemical nitric oxide precursors: potential applications in the treatment of tumors. , 2009, Dalton transactions.

[27]  M. C. Mancini,et al.  Bioimaging: second window for in vivo imaging. , 2009, Nature nanotechnology.

[28]  Takayoshi Suzuki,et al.  Photoinduced nitric oxide release from a hindered nitrobenzene derivative by two-photon excitation. , 2009, Journal of the American Chemical Society.

[29]  A. Simmons,et al.  Biostability and biological performance of a PDMS-based polyurethane for controlled drug release. , 2008, Biomaterials.

[30]  Michael J. Rose,et al.  Fiat Lux: selective delivery of high flux of nitric oxide (NO) to biological targets using photoactive metal nitrosyls. , 2008, Current opinion in chemical biology.

[31]  Yong Zhang,et al.  Upconversion fluorescence imaging of cells and small animals using lanthanide doped nanocrystals. , 2008, Biomaterials.

[32]  Adela C. Bonoiu,et al.  Water-soluble two-photon absorbing nitrosyl complex for light-activated therapy through nitric oxide release. , 2008, Molecular pharmaceutics.

[33]  P. Ford Polychromophoric metal complexes for generating the bioregulatory agent nitric oxide by single- and two-photon excitation. , 2008, Accounts of chemical research.

[34]  D. Korystov,et al.  Single- and two-photon properties of a dye-derivatized Roussin's red salt ester (Fe2(mu-RS)2(NO)4) with a large TPA cross section. , 2007, Inorganic chemistry.

[35]  Konrad Szaciłowski,et al.  Photochemistry of the [Fe4(mu3-S)3(NO)7]- complex in the presence of S-nucleophiles: a spectroscopic study. , 2006, Nitric oxide : biology and chemistry.

[36]  D. Korystov,et al.  A two-photon antenna for photochemical delivery of nitric oxide from a water-soluble, dye-derivatized iron nitrosyl complex using NIR light. , 2006, Journal of the American Chemical Society.

[37]  Mark E Meyerhoff,et al.  Polymers incorporating nitric oxide releasing/generating substances for improved biocompatibility of blood-contacting medical devices. , 2005, Biomaterials.

[38]  V. Grégoire,et al.  Nitric oxide as a radiosensitizer: Evidence for an intrinsic role in addition to its effect on oxygen delivery and consumption , 2004, International journal of cancer.

[39]  Mary E. Robbins,et al.  Preparation of Nitric Oxide (NO)-Releasing Sol−Gels for Biomaterial Applications , 2003 .

[40]  Michael J. Sailor,et al.  Polymer Replicas of Photonic Porous Silicon for Sensing and Drug Delivery Applications , 2003, Science.

[41]  John Garthwaite,et al.  Differential Sensitivity of Guanylyl Cyclase and Mitochondrial Respiration to Nitric Oxide Measured Using Clamped Concentrations* , 2002, The Journal of Biological Chemistry.

[42]  G. Whitesides,et al.  Poly(dimethylsiloxane) as a material for fabricating microfluidic devices. , 2002, Accounts of chemical research.

[43]  P. Sandra,et al.  Sorptive sample preparation – a review , 2002, Analytical and bioanalytical chemistry.

[44]  H. Mirzadeh,et al.  Modification of polysiloxane polymers for biomedical applications: a review , 2001 .

[45]  K. König,et al.  Multiphoton microscopy in life sciences , 2000, Journal of microscopy.

[46]  J. Bourassa,et al.  FLASH PHOTOLYSIS STUDIES OF ROUSSIN'S BLACK SALT ANION : FE4S3(NO)7- , 1999 .

[47]  E M Callaway,et al.  Brominated 7-hydroxycoumarin-4-ylmethyls: photolabile protecting groups with biologically useful cross-sections for two photon photolysis. , 1999, Proceedings of the National Academy of Sciences of the United States of America.

[48]  D. Wink,et al.  Chemical biology of nitric oxide: Insights into regulatory, cytotoxic, and cytoprotective mechanisms of nitric oxide. , 1998, Free radical biology & medicine.

[49]  Simon C Watkins,et al.  Targeting nitric oxide (NO) delivery in vivo. Design of a liver-selective NO donor prodrug that blocks tumor necrosis factor-alpha-induced apoptosis and toxicity in the liver. , 1997, Journal of medicinal chemistry.

[50]  Y. Sato,et al.  In situ nitric oxide (NO) measurement by modified electrodes: NO labilized by photolysis of metal nitrosyl complexes. , 1997, Analytical biochemistry.

[51]  James B. Mitchell,et al.  Photochemistry of Roussin's Red Salt, Na2[Fe2S2(NO)4], and of Roussin's Black Salt, NH4[Fe4S3(NO)7]. In Situ Nitric Oxide Generation To Sensitize γ-Radiation Induced Cell Death1 , 1997 .

[52]  James B. Mitchell,et al.  Hypoxic mammalian cell radiosensitization by nitric oxide. , 1993, Cancer research.

[53]  K. E. Polmanteer Silicone rubber, its development and technological progress , 1988 .

[54]  F. Auzel,et al.  Materials and devices using double-pumped-phosphors with energy transfer , 1973 .

[55]  S. Sortino Photoactivated nanomaterials for biomedical release applications , 2012 .

[56]  J. Garthwaite New insight into the functioning of nitric oxide-receptive guanylyl cyclase: physiological and pharmacological implications , 2009, Molecular and Cellular Biochemistry.

[57]  F. Auzel Upconversion and anti-Stokes processes with f and d ions in solids. , 2004, Chemical reviews.

[58]  M. Bélanger,et al.  Hemocompatibility, biocompatibility, inflammatory and in vivo studies of primary reference materials low-density polyethylene and polydimethylsiloxane: a review. , 2001, Journal of biomedical materials research.

[59]  L. Ignarro Nitric oxide : biology and pathobiology , 2000 .