Synthesis and In Vivo Fate of Zwitterionic Near‐Infrared Fluorophores

Choi, Hak; Nasr, Khaled; Alyabyev, Sergey; Feith, Dina; Lee, Jeong Heon; Kim, Soon Hee; Ashitate, Yoshitomo; Hyun, Hoon; Patonay, Gábor; Strękowski, Lucjan; Henary, Maged; Frangioni, John V.

doi:10.1002/anie.201102459

Cited by 312 publications

(318 citation statements)

References 32 publications

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“…kidney ischemia [17]), ICG-based tumor tracing (e.g. exploring the liver for the presence of colorectal metastasis [18]), or even in combination with tumor receptor targeting tracers functionalized with a fluorescence dye like ICG [19] or alternative NIR dyes such as Cy7 (λ ex : 750 nm; λ em : 773 nm; Luminoprobe GmbH, Hannover, Germany), CW800 (λ ex : 778 nm; λ em : 794 nm; LI-COR Biosciences, Lincoln, NE, USA), or ZW800 (λ ex : 772 nm; λ em : 788 nm [20]). Here it should be noted that using optical tracing alone will severely limit the surgical guidance provided to superficial structures with a known location, due to the limited penetration depth of the fluorescent dye [11].…”

Section: Discussionmentioning

confidence: 99%

First-in-human evaluation of a hybrid modality that allows combined radio- and (near-infrared) fluorescence tracing during surgery

Berg

Simon

KleinJan

et al. 2015

Eur J Nucl Med Mol Imaging

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Section: Discussionmentioning

confidence: 99%

First-in-human evaluation of a hybrid modality that allows combined radio- and (near-infrared) fluorescence tracing during surgery

Berg

Simon

KleinJan

et al. 2015

Eur J Nucl Med Mol Imaging

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“…23,27 Because these dyes are not neutrally charged, they are susceptible to forming nonspecific bonds which increase the fluorescence background and, thus, reduce the T/B ratio. 22,63 Moreover, recent studies have also shown that, even for applications of conjugated NIR molecular probes, background AF still remains a major limiting factor to achieving a high contrast ratio. 36,37 Therefore, in addition to the advancement of NIR fluorescent dyes, 23,63 approaches for background AF mitigation are still in need for improved T/B imaging in NIR molecular probe imaging.…”

Section: Discussionmentioning

confidence: 99%

Target-to-background enhancement in multispectral endoscopy with background autofluorescence mitigation for quantitative molecular imaging

et al. 2014

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Abstract. Fluorescence molecular imaging with exogenous probes improves specificity for the detection of diseased tissues by targeting unambiguous molecular signatures. Additionally, increased diagnostic sensitivity is expected with the application of multiple molecular probes. We developed a real-time multispectral fluorescence-reflectance scanning fiber endoscope (SFE) for wide-field molecular imaging of fluorescent dye-labeled molecular probes at nanomolar detection levels. Concurrent multichannel imaging with the wide-field SFE also allows for real-time mitigation of the background autofluorescence (AF) signal, especially when fluorescein, a U.S. Food and Drug Administration approved dye, is used as the target fluorophore. Quantitative tissue AF was measured for the ex vivo porcine esophagus and murine brain tissues across the visible and nearinfrared spectra. AF signals were then transferred to the unit of targeted fluorophore concentration to evaluate the SFE detection sensitivity for sodium fluorescein and cyanine. Next, we demonstrated a real-time AF mitigation algorithm on a tissue phantom, which featured molecular probe targeted cells of high-grade dysplasia on a substrate containing AF species. The target-to-background ratio was enhanced by more than one order of magnitude when applying the real-time AF mitigation algorithm. Furthermore, a quantitative estimate of the fluorescein photodegradation (photobleaching) rate was evaluated and shown to be insignificant under the illumination conditions of SFE. In summary, the multichannel laser-based flexible SFE has demonstrated the capability to provide sufficient detection sensitivity, image contrast, and quantitative target intensity information for detecting small precancerous lesions in vivo.

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“…[38] 3) With the PEGylation of DOTA derivatives, such as compound 39, the pharmacokinetic properties of imaging reagents may be tailored. [16b, 39] …”

Section: Introductionmentioning

confidence: 99%

Synthesis of 1,4,7,10‐Tetra‐azacyclododecan‐1,4,7,10‐tetra‐azidoethylacetic Acid (DOTAZA) and Related “Clickable” DOTA Derivatives

Kriemen

Ruf

Behrens

et al. 2014

Chemistry An Asian Journal

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Herein, we report the synthesis of two enantiomeric DOTAZA esters and a related DOT3AZA ester. These compounds are tunable analogues of the well-known chelator DOTA and can be easily functionalized through click chemistry of the side-chain azide groups. Like DOTA, DOTAZA forms complexes with various di- and trivalent metals, as demonstrated in the synthesis and structural analysis of CuDOTAZA and the preparation of GdDOTAZA.

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Synthesis and In Vivo Fate of Zwitterionic Near‐Infrared Fluorophores

Cited by 312 publications

References 32 publications

First-in-human evaluation of a hybrid modality that allows combined radio- and (near-infrared) fluorescence tracing during surgery

First-in-human evaluation of a hybrid modality that allows combined radio- and (near-infrared) fluorescence tracing during surgery

Target-to-background enhancement in multispectral endoscopy with background autofluorescence mitigation for quantitative molecular imaging

Synthesis of 1,4,7,10‐Tetra‐azacyclododecan‐1,4,7,10‐tetra‐azidoethylacetic Acid (DOTAZA) and Related “Clickable” DOTA Derivatives

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