UV and near-IR triggered release from polymeric nanoparticles.

A new light-sensitive polymer containing multiple light-sensitive triggering groups along the backbone and incorporating a quinone-methide self-immolative moiety was developed and formulated into nanoparticles encapsulating a model pharmaceutical Nile Red. Triggered burst release of the payload upon irradiation and subsequent degradation of the nanoparticles were observed. This system is designed to be versatile where the triggering group can be sensitive to a number of wavelengths.

[1]  H. Fain,et al.  Controlled and targeted tumor chemotherapy by micellar-encapsulated drug and ultrasound. , 2005, Journal of controlled release : official journal of the Controlled Release Society.

[2]  Yi Yan Yang,et al.  Incorporation and in vitro release of doxorubicin in thermally sensitive micelles made from poly(N-isopropylacrylamide-co-N,N-dimethylacrylamide)-b-poly(D,L-lactide-co-glycolide) with varying compositions. , 2005, Biomaterials.

[3]  W. Pitt,et al.  Ultrasonically activated chemotherapeutic drug delivery in a rat model. , 2002, Cancer research.

[4]  Cameron Alexander,et al.  Self-immolative polymers. , 2008, Angewandte Chemie.

[5]  G. Fleming,et al.  Synthetic micelle sensitive to IR light via a two-photon process. , 2005, Journal of the American Chemical Society.

[6]  Elizabeth R Gillies,et al.  A cascade biodegradable polymer based on alternating cyclization and elimination reactions. , 2009, Journal of the American Chemical Society.

[7]  Roey J. Amir,et al.  Self-immolative dendrimers. , 2003, Angewandte Chemie.

[8]  F. Veronese,et al.  PEG-doxorubicin conjugates: influence of polymer structure on drug release, in vitro cytotoxicity, biodistribution, and antitumor activity. , 2005, Bioconjugate chemistry.

[9]  J. Nicoud,et al.  Molecular engineering of photoremovable protecting groups for two-photon uncaging. , 2008, Angewandte Chemie.

[10]  K. Kamada,et al.  Spectroscopic studies of nile red in organic solvents and polymers , 1996 .

[11]  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.

[12]  P. Neveu,et al.  o-nitrobenzyl photolabile protecting groups with red-shifted absorption: syntheses and uncaging cross-sections for one- and two-photon excitation. , 2006, Chemistry.

[13]  Kwang Hee Lee,et al.  Biodegradable thermo-sensitive nanoparticles from poly(L-lactic acid)/poly(ethylene glycol) alternating multi-block copolymer for potential anti-cancer drug carrier. , 2006, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[14]  R. Woodward,et al.  Photosensitive protecting groups , 1970 .

[15]  T. Okano,et al.  Thermo-responsive drug delivery from polymeric micelles constructed using block copolymers of poly(N-isopropylacrylamide) and poly(butylmethacrylate). , 1999, Journal of controlled release : official journal of the Controlled Release Society.

[16]  D L Sackett,et al.  Nile red as a polarity-sensitive fluorescent probe of hydrophobic protein surfaces. , 1987, Analytical biochemistry.

[17]  Jean M. J. Fréchet,et al.  A macromolecular delivery vehicle for protein-based vaccines: Acid-degradable protein-loaded microgels , 2003, Proceedings of the National Academy of Sciences of the United States of America.

[18]  D. Shabat,et al.  Self-immolative comb-polymers: multiple-release of side-reporters by a single stimulus event. , 2008, Chemistry.

[19]  Ramesh Raghavachari.  Near-Infrared Applications in Biotechnology , 2001 .