Azide conjugatable and pH responsive near-infrared fluorescent imaging probes.

作者: Julie Murtagh , Daniel O. Frimannsson , Donal F. O’Shea

DOI: 10.1021/OL902140V

关键词: AzideConjugateChemistryFluorescence intensityFluorescence-lifetime imaging microscopyPhotochemistryNear-infrared spectroscopyAzadipyrrometheneFluorescent imagingCycloaddition

摘要: The synthesis and photophysical characteristics of a pH responsive near-infrared fluorescence imaging probe is described. A key feature the ability to conjugate by an alkyne−azide cycloaddition reaction its reversible response intensity across physiological range.

参考文章(35)
Youjun Yang, Mark Lowry, Xiangyang Xu, Jorge O. Escobedo, Martha Sibrian-Vazquez, Lisa Wong, Corin M. Schowalter, Timothy J. Jensen, Frank R. Fronczek, Isiah M. Warner, Robert M. Strongin, Seminaphthofluorones are a family of water-soluble, low molecular weight, NIR-emitting fluorophores. Proceedings of the National Academy of Sciences of the United States of America. ,vol. 105, pp. 8829- 8834 ,(2008) , 10.1073/PNAS.0710341105
Michael J. Hall, Lorcan T. Allen, Donal F. O'Shea, PET modulated fluorescent sensing from the BF2 chelated azadipyrromethene platform. Organic and Biomolecular Chemistry. ,vol. 4, pp. 776- 780 ,(2006) , 10.1039/B514788C
Shane O. McDonnell, Donal F. O'Shea, Near-infrared sensing properties of dimethlyamino-substituted BF2-azadipyrromethenes. Organic Letters. ,vol. 8, pp. 3493- 3496 ,(2006) , 10.1021/OL061171X
Vasilis Ntziachristos, Jorge Ripoll, Lihong V Wang, Ralph Weissleder, Looking and listening to light: the evolution of whole-body photonic imaging Nature Biotechnology. ,vol. 23, pp. 313- 320 ,(2005) , 10.1038/NBT1074
John Killoran, Shane O. McDonnell, John F. Gallagher, Donal F. O’Shea, A substituted BF2-chelated tetraarylazadipyrromethene as an intrinsic dual chemosensor in the 650–850 nm spectral range New Journal of Chemistry. ,vol. 32, pp. 483- 489 ,(2008) , 10.1039/B713020A
Hazim A. Jaradat, Wolfgang A. Tomé, Todd R. McNutt, M. Elizabeth Meyerand, On the Incorporation of Multi-Modality Image Registration into the Radiotherapy Treatment Planning Process: Technology in Cancer Research & Treatment. ,vol. 2, pp. 1- 11 ,(2003) , 10.1177/153303460300200101
Shane O. McDonnell, Michael J. Hall, Lorcan T. Allen, Annette Byrne, William M. Gallagher, Donal F. O'Shea, Supramolecular photonic therapeutic agents. Journal of the American Chemical Society. ,vol. 127, pp. 16360- 16361 ,(2005) , 10.1021/JA0553497
Yuhui Lin, Ralph Weissleder, Ching-Hsuan Tung, Novel near-infrared cyanine fluorochromes: synthesis, properties, and bioconjugation. Bioconjugate Chemistry. ,vol. 13, pp. 605- 610 ,(2002) , 10.1021/BC0155723
Bram Ramjiawan, Pradip Maiti, Angela Aftanas, Howard Kaplan, Darren Fast, Henry H. Mantsch, Michael Jackson, Noninvasive localization of tumors by immunofluorescence imaging using a single chain Fv fragment of a human monoclonal antibody with broad cancer specificity. Cancer. ,vol. 89, pp. 1134- 1144 ,(2000) , 10.1002/1097-0142(20000901)89:5<1134::AID-CNCR23>3.0.CO;2-3