Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 22, Issue 12, Pages 3908-3911Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2012.04.114
Keywords
Fluorescent probes; Enzymes; Proteases
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Funding
- Ministry of Education, Culture, Sports, Science and Technology of Japan [22000006, 24659042]
- SENTAN, JST
- Inoue Foundation for Science
- Takeda Science Foundation
- Tokyo Biochemical Research Foundation
- Konica Minolta Science and Technology Foundation
- Asahi Glass Foundation
- Astellas Foundation for Research on Metabolic Disorders
- Grants-in-Aid for Scientific Research [22000006, 24659042] Funding Source: KAKEN
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We have developed a novel red fluorescent dye, 2Me SiR600 (lambda(em) = 613 nm), in which the O atom of Rhodamine Green at the 10 position of the xanthene moiety is replaced with a Si atom, as a scaffold for probes to detect protease activity with extremely high S/N ratio. As proof of concept, we designed and synthesized probes for caspase-3 activity (Z-DEVD-SiR600) and leucine aminopeptidase activity (Leu-SiR600). Caspase-3-mediated cleavage of Z-DEVD-SiR600 resulted in a large bathochromic shift (93 nm) of the absorption maximum and a 432-fold fluorescence enhancement. (C) 2012 Elsevier Ltd. All rights reserved.
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