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. 2011 Jul 4;50(28):6258-63.
doi: 10.1002/anie.201102459. Epub 2011 Jun 7.

Synthesis and in vivo fate of zwitterionic near-infrared fluorophores

Hak Soo Choi  1 , Khaled Nasr, Sergey Alyabyev, Dina Feith, Jeong Heon Lee, Soon Hee Kim, Yoshitomo Ashitate, Hoon Hyun, Gabor Patonay, Lucjan Strekowski, Maged Henary, John V Frangioni
Affiliations

Synthesis and in vivo fate of zwitterionic near-infrared fluorophores

Hak Soo Choi et al. Angew Chem Int Ed Engl. .
No abstract available

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Figures

Figure 1
Figure 1
Synthesis and characterization of 800 nm zwitterionic heptamethine indocyanine NIR fluorophores (ZW dyes). A) Synthetic scheme for zwitterionic heptamethine indocyanine NIR fluorophores. B) LC-MS and elemental analysis: absorbance at 770 nm (top left), fluorescence (λex = 770 nm and λem = 790 nm; top right), ELSD (bottom left), and total ion chromatogram (TIC; bottom right). Insert = ESI-TOF mass spectrum (-) of 5.6 min peak for ZW800-1 and 6.9 min peak for ZW800-3a.
Figure 2
Figure 2
Physicochemical and optical properties of NIR fluorophores having systematically varying net charge. A) All molecules shown are bifunctional, permitting conjugation via their single carboxylic acid group, except ICG. Red = negative charge; Blue = positive charge; Gray = hydrophobicity. B) Absorbance and fluorescence emission spectra of 1 μM each fluorophore in 100% FBS supplemented with 50 mM HEPES, pH 7.4.
Figure 3
Figure 3
Biodistribution and clearance of NIR fluorophores. A) Blood concentration (%ID/g), elimination in urine (%ID), carcass retention (%ID), and total body clearance (%ID) in CD-1 mice. Each data point is the mean ± S.D. from N = 5 animals. *P < 0.01 and ***P < 0.001 for pair wise comparisons of half-life using ANOVA. B) 40 pmol/g of NIR fluorophores were injected intravenously into CD-1 mice (top two panels) and SD rats (bottom two panels), 1 h prior to imaging. Shown are color and 800 nm NIR fluorescence images of surgically exposed organs/tissues. Abbreviations used are: AW, abdominal wall; Bl, bladder; BD, bile duct; Du, duodenum; In, intestine; Ki, kidneys; Li, liver; Lu, lungs; Pa, pancreas; Re, rectum, Sk, skin; and Ur, ureter. Scale bars = 1 cm.
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References

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