Chemiluminescent PEG-PCL micelles for imaging hydrogen peroxide

Journal of Biomedical Materials Research - Part A

Volumn 89, Issue 3, 2009, Pages 561-566

  Dasari, Madhuri ^a   Lee, Dongwon ^a   Erigala, Venkata Reddy ^a   Murthy, Niren ^a  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

Chemiluminescence; Hydrogen peroxide; Imaging; PEG PCL; micelles

Indexed keywords

CELL SIGNALING; CONTRAST AGENT; FLUORESCENT DYES; HALF LIVES; IMAGING; IN-VITRO; INFLAMMATORY DISEASE; NANOMOLAR CONCENTRATION; NANOMOLAR SENSITIVITY; NEAR-IR; PEG- PCL MICELLES; POLY(E-CAPROLACTONE); SMALL SIZE; THREE-COMPONENT;

CHEMILUMINESCENCE; ESTERIFICATION; ESTERS; ETHYLENE; ETHYLENE GLYCOL; FLUORESCENCE; HYDROGEN; LIGHT EMISSION; LIGHT MEASUREMENT; MEDICAL IMAGING; MICELLES; OXIDATION; POLYETHYLENE GLYCOLS; POLYETHYLENE OXIDES;

HYDROGEN PEROXIDE;

6,13 BIS(4 TRIFLUOROMETHYLPHENYLETHYNYL)PENTACENE; BIOMATERIAL; CONTRAST MEDIUM; COPOLYMER; ESTER DERIVATIVE; FLUORESCENT DYE; GLATIRAMER; HYDROGEN PEROXIDE; MACROGOL; POLYCAPROLACTONE; UNCLASSIFIED DRUG;

ARTICLE; CHEMOLUMINESCENCE; ENCAPSULATION; HYDROLYSIS; HYDROPHOBICITY; INFRARED RADIATION; MICELLE; PARTICLE SIZE; SPECTROPHOTOMETRY;

BUFFERS; HEXANOIC ACIDS; HYDROGEN PEROXIDE; HYDROGEN-ION CONCENTRATION; IMAGING, THREE-DIMENSIONAL; LACTONES; LUMINESCENCE; MICELLES; NAPHTHACENES; POLYETHYLENE GLYCOLS; SCATTERING, RADIATION; WATER;

EID: 66249088370     PISSN: 15493296     EISSN: 15524965     Source Type: Journal    
DOI: 10.1002/jbm.a.32430     Document Type: Article

References (24)

1. Lim SD, Sun C, Lambeth JD, Marshall F, Amin M, Chung L, Petros JA, Arnold RS. Increased noxl and hydrogen peroxide in prostate cancer. Prostate 2005;62:200-207.
2. Reth M. Hydrogen peroxide as second messenger in lymphocyte activation. Nature Immunol 2002;3:1129-1134.
3. Chang MCY, Pralle A, Isacoff EY, Chang CJ. A selective, cell- permeable optical probe for hydrogen peroxide in living cells. J Am Chem Soc 2004;126:15392-15393.
4. Miller EW, Albers AE, Pralle A, Isacoff EY, Chang CJ. Boro- nate-based fluorescent probes for imaging cellular hydrogen peroxide. J Am Chem Soc 2005;127:16652-16659.
5. Wu M, Lin ZH, Schaferling M, Durkop A, Wolfbeis OS. Fluorescence imaging of the activity of glucose oxidase using a hydrogen-peroxide-sensitive europium probe. Analytical Biochemistry 2005;340:66-73.
6. Arnous A, Petrakis C, Makris DP, Kefalas P. A peroxyoxalate chemiluminescence-based assay for the evaluation of hydrogen peroxide scavenging activity employing 9,10-diphenylan- thracene as the fluorophore. J Pharmacol Toxicol Methods 2002;48:171-177.
7. Grayeski ML, Seitz WR. Determination of fluorophor-labeled compounds based on peroxyoxalate chemiluminescence. Anal Biochem 1984;136:277-284.
8. Rauhut MM, Roberts BG, Maulding DR, Bergmark W, Coleman R. Infrared liquid-phase chemiluminescence from reactions of bis(2,4,6-trichlorophenyl) oxalate, hydrogen-peroxide, and infrared fluorescent compounds. J Organ Chem 1975;40:330-335.
9. Lee D, Khaja S, Velasquez-Castano JC, Dasari M, Sun C, Pet- ros J, Taylor WR, Murthy N. In vivo imaging of hydrogen peroxide with chemiluminescent nanoparticles. Nat Mater 2007;6:765-769.
10. Meier MAR, Aerts SNH, Staal BBP, Rasa M, Schubert US. PEO-b-PCL block copolymers: Synthesis, detailed characterization, and selected micellar drug encapsulation behavior. Macromol Rapid Commun 2005;26:1918-1924.
11. Forrest ML, Won CY, Malick AW, Kwon GS. In vitro release of the mTOR inhibitor rapamycin from polyfethylene glycol)- b-poly(epsilon-caprolactone) micelles. J Control Release 2006; 110:370-377.
12. Zhang Y, Zhuo RX. Synthesis and in vitro drug release behavior of amphiphilic triblock copolymer nanoparticles based on poly (ethylene glycol) and polycaprolactone. Bioma- terials 2005;26:6736-6742.
13. Allen TM, Cullis PR. Drug delivery systems: Entering the mainstream. Science 2004;303(5665):1818-1822.
14. Torchilin VP. PE. G-based micelles as carriers of contrast agents for different imaging modalities. Adv Drug Deliv Rev 2002;54:235-252.
15. Armarego WLF, Chai CLL. Purification of Laboratory Chemicals. Burlington, MA: Butterworth-Heinemann; 2003.
16. Hyun H, Kim MS, Jeong SC, Kim YH, Lee SY, Lee HB, Khang G. Preparation of diblock copolymers consisting of methoxy poly(ethylene glycol) and polyfepsilon-caprolac- tone)/poly(L-lactide) and their degradation property. Polym Eng Sci 2006;46:1242-1249.
17. Li YN, Wu YL, Liu P, Prostran Z, Gardner S, Ong BS. Stable solution-processed high-mobility substituted pentacene semiconductors. Chem Mater 2007;19:418-423.
18. Aliabadi HM, Mahmud A, Sharifabadi AD, Lavasanifar A. Micelles of methoxy poly(ethylene oxide)-b-poly(epsilon-cap- rolactone) as vehicles for the solubilization and controlled delivery of cyclosporine A. J Control Release 2005;104:301-311.
19. Schuster GB. Chemi-luminescence of organic peroxides- Conversion of ground-state reactants to excited-state products by the chemically-initiated electron-exchange luminescence mechanism. Acc Chem Res 1979;12:366-373.
20. Stevani CV, Silva SM, Baader WJ. Studies on the mechanism of the excitation step in peroxyoxalate chemiluminescence. Eur J Organ Chem 2000;24:4037-4046.
21. Orosz G. The role of diaryl oxalates in peroxioxalate chemiluminescence. Tetrahedron 1989;45:3493-3506.
22. Neuvonen H. Neutral hydrolysis and imidazole-catalyzed decomposition of bis(4 nitrophenyl) oxalate-l,l′-oxalyldiimi- dazole as an intermediate. J Chem Soc-Perkin Trans 1995; 2:945-949.
23. Rice BW, Cable MD, Nelson MB. In vivo imaging of light- emitting probes. J Biomed Opt 2001;6:432-440.
24. Hilderbrand SA, Kelly KA, Weissleder R, Tung CH. Mono- functional near-infrared fluorochromes for imaging applications. Bioconjug Chem 2005;16:1275-1281.