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1.
Bioorg Med Chem ; 22(2): 721-7, 2014 Jan 15.
Article in English | MEDLINE | ID: mdl-24393719

ABSTRACT

Liposomally formulated indocyanine green (LP-ICG) has drawn much attention as a highly sensitive near-infrared (NIR)-fluorescence probe for tumors or lymph nodes in vivo. We synthesized ICG derivatives tagged with alkyl chains (ICG-Cn), and we examined NIR-fluorescence imaging for lymph nodes in the lower extremities of mice by using liposomally formulated ICG-Cn (LP-ICG-Cn) as well as conventional liposomally formulated ICG (LP-ICG) and ICG. Analysis with a noninvasive preclinical NIR-fluorescence imaging system revealed that LP-ICG-Cn accumulates in only the popliteal lymph node 1h after injection into the footpad, whereas LP-ICG and ICG accumulate in the popliteal lymph node and other organs like the liver. This result indicates that LP-ICG-Cn is a useful NIR-fluorescence probe for noninvasive in vivo bioimaging, especially for the sentinel lymph node.


Subject(s)
Diagnostic Imaging , Fluorescence , Fluorescent Dyes , Indocyanine Green , Liposomes/chemistry , Lymph Nodes/pathology , Animals , Fluorescent Dyes/chemistry , Indocyanine Green/chemistry , Male , Mice , Mice, Inbred Strains , Molecular Structure , Rats , Rats, Sprague-Dawley , Spectrometry, Fluorescence , Spectroscopy, Near-Infrared
2.
Bioorg Med Chem Lett ; 22(24): 7481-5, 2012 Dec 15.
Article in English | MEDLINE | ID: mdl-23122858

ABSTRACT

We have rationally designed and synthesized a novel near-infrared (NIR) photoactivating probe, designated by iDOPE, in which an indocyanine green (ICG) fluorophore is covalently conjugated with a phospholipid moiety, 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), to incorporate into liposome bilayers. NIR irradiation showed that iDOPE retained the optical and fluorescence properties of ICG and demonstrated photoactivator characteristics: fluorescence emission at around 820 nm in a solvent, singlet oxygen production, and concentration-dependent heat generation. Additionally, iDOPE was incorporated into liposome bilayers and maintained stable liposomally formulated iDOPE (LP-iDOPE) over 1week under physiological conditions. We also observed the tumor-specific biodistribution of LP-iDOPE of in vivo xenografts. These findings suggest that LP-iDOPE might be a promising tool for NIR optical imaging, photodynamic therapy, and photothermal therapy.


Subject(s)
Fluorescent Dyes/chemistry , Fluorescent Dyes/chemical synthesis , Indocyanine Green/chemistry , Lipid Bilayers/pharmacokinetics , Neoplasms, Experimental/drug therapy , Phosphatidylethanolamines/chemistry , Animals , Fluorescent Dyes/pharmacokinetics , Humans , Infrared Rays , Lipid Bilayers/chemistry , Liposomes/chemistry , Mice , Models, Molecular , Molecular Structure
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