Membrane permeable esterase-activated fluorescent imaging probe

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 18, 2007, Pages 5054-5057

  Kim, Youngmi ^a   Choi, Yongdoo ^a   Weissleder, Ralph ^a   Tung, Ching Hsuan ^a  

^a MASSACHUSETTS GENERAL HOSPITAL   (United States)

Author keywords

Esterase; Fluorescent; Imaging probe

Indexed keywords

CYANINE DYE; ESTERASE; FLUORESCENT DYE;

ARTICLE; CELL LABELING; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENZYME ACTIVATION; FLUORESCENCE MICROSCOPY; HUMAN; HUMAN CELL; HYDROLYSIS; MEMBRANE PERMEABILITY; PH; SYNTHESIS;

CELL MEMBRANE PERMEABILITY; ESTERASES; MICROSCOPY, FLUORESCENCE;

EID: 34547863487     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.07.026     Document Type: Article

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17. Enzyme assays. Probe 2 was prepared as a 1 mM stock solution in phosphate buffer (0.1 M, pH 7.8) containing 1% DMSO (v/v) to ensure complete solubility of the dye. Esterase (Porcine liver, 27 U/mg) was prepared as a 1 mg/mL stock solution in phosphate buffer (0.1 M, pH 7.8). The assays were conducted by adding esterase to probe 2 dissolved in phosphate buffer (0.1 M, pH 7.8) containing 1% DMSO followed by incubation at 25 °C. The assays were followed by monitoring absorption and fluorescence intensity changes of dye 1 at 500 and 597 nm, respectively.
18. Fluorescence microscopy studies. Human breast cancer cells, BT-20, were cultured on 35 mm MatTek glass-bottom culture dishes (Ashland, MA). After 24 h, the cells were washed with PBS and then incubated at 37 °C in the presence of 10 μM dye 1{double bond, long}O or probe 2 for 30 min. After incubation, cells were washed three times with PBS. The fluorescence signal of the cells was recorded using an Axiovert 200 M fluorescence microscope (Carl Zeiss Micro-Imaging, Inc., Thornwood, NY) equipped with rhodamine and Cy5.5 filter sets (Rhodamine, exciter, 550/30 nm; emitter, 615/45 nm; Cy5.5, exciter, 670/20 nm; emitter, 700LP nm). Images were acquired using a thermoelectrically cooled charged-coupled device (CCD) camera (Sensys, Photometrics, Tuscon, Az) and were analyzed using Spectrum Analysis software.