Photocleavable linker methods and compositions

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C548S519000, C548S525000, C548S546000, C549S289000, C549S461000

Reexamination Certificate

active

07923562

ABSTRACT:
Bifunctional linkers are provided that comprise a photocleavable moiety flanked by two different amine reactive moieties. In some embodiments the photocleavable moiety is a dimethoxynitrobenzyl moiety. In other embodiments the photocleavable moiety is 8-bromo-7-hydroxyquinoline. In other embodiments the photocleavable moiety is nitrodibenzofuran. In other embodiments the photocleavable moiety is 6-bromo-7-hydroxycoumarin-4-ylmethyl. The linkers find use in synthetic methods, including the generation of photocleavable oligonucleotides, e.g. caged morpholinos.

REFERENCES:
patent: WO 03/006506 (2003-01-01), None
Ando, et al., “Photo-mediated gene activation using caged RNA/DNA in zebrafish embryos”, Nature Genetics (2001), 28:317-325.
Fedoryak, et al., “Brominated Hydroxyquinoline as a Photolabile Protecting Group with Sensitivity to Multiphoton Excitation”, Organic Letters (2002), 4(20);3419-3422.
Shestopalov, et al., “Light-controlled gene silencing in zebrafish embryos”, Nature Chemical Biology (2007), 3(10):650-651.

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