2002
DOI: 10.1021/bc0155723
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Novel Near-Infrared Cyanine Fluorochromes:  Synthesis, Properties, and Bioconjugation

Abstract: Recently, near-infrared (NIR) fluorescence light has been applied to image various biological events in vivo, because it penetrates tissue more efficiently than light in the visible spectrum. Compounds exhibiting fluorescent properties in the NIR range are key elements for this upcoming optical imaging technology. In this paper, we report the synthesis of four new, water-soluble NIR cyanine fluorochromes which have superior chemical stability and optical properties. Each fluorochrome was designed with a monore… Show more

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Cited by 162 publications
(115 citation statements)
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References 19 publications
(27 reference statements)
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“…In addition, it has been used in at least one clinical study as an absorber (not a fluorochrome) for enhanced tumor detection31. Near-infrared fluorochromes with improved biophysical properties (solubility, quantum yield, stability, synthetic yield, conjugatability) have recently been developed [47][48][49] and open new avenues for high efficiency labeling of affinity molecules. Before they can enter routine clinical use, however, these fluorochromes will need to undergo testing and receive approval from the US Food and Drug Administration.…”
Section: Detecting Early Cancersmentioning
confidence: 99%
“…In addition, it has been used in at least one clinical study as an absorber (not a fluorochrome) for enhanced tumor detection31. Near-infrared fluorochromes with improved biophysical properties (solubility, quantum yield, stability, synthetic yield, conjugatability) have recently been developed [47][48][49] and open new avenues for high efficiency labeling of affinity molecules. Before they can enter routine clinical use, however, these fluorochromes will need to undergo testing and receive approval from the US Food and Drug Administration.…”
Section: Detecting Early Cancersmentioning
confidence: 99%
“…The growing range of applications has warranted the need for a convenient, reliable synthesis of these molecules. The synthesis of these compounds has been a challenge due to the production of the symmetrical dye alongside the desired unsymmetrical dye (Lin, Weissleder et al 2002;Toutchkine, Nalbant et al 2002;Kim, Kodagahally et al 2005;Jiang, Dou et al 2007). The purification of this mixture is nontrivial requiring multiple chromatographic steps that often lead to low yields.…”
Section: Unsymmetrical Cyanine Dye Synthesismentioning
confidence: 99%
“…There is significant interest in applications in the nearinfrared spectrum due to the high tissue penetration of light in this range as well as minimized autofluorescence. Many fluorophores are available for coupling to biologically targeted molecules such as antibodies and peptides (75,76). In general, fluorescein, indocyanine green (ICG), and porphyrin derivatives are used as optical contrast agents for in vivo imaging, localizing to pathological tissues by a variety of targeting mechanisms (77,78).…”
Section: Optical Imagingmentioning
confidence: 99%