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ID: ALA2029331

Journal: Bioorg Med Chem Lett

Title: Red fluorescent scaffold for highly sensitive protease activity probes.

Authors: Kushida Y, Hanaoka K, Komatsu T, Terai T, Ueno T, Yoshida K, Uchiyama M, Nagano T.

Abstract: We have developed a novel red fluorescent dye, 2Me SiR600 (λ(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.

CiteXplore: 22607681

DOI: 10.1016/j.bmcl.2012.04.114