Traceless Linker for Aliphatic Amines that Rapidly and Quantitatively Fragment

The inventors have developed a traceless linker (TRAILER), which can for the first time modify aliphatic amines and release them rapidly and quantitatively after disulfide reduction. TRAILER can reversibly modify the lysine residues on the Cas9 protein, with the cell penetrating peptide Arg10, and is able to generate a self-delivering Cas9 RNP that can edit cells without transfection reagents. Reduction sensitive linkers have the potential to transform the field of drug delivery due to their ease of use and selective cleavage in intracellular environments. However, despite their compelling attributes, using reduction sensitive linkers for biomolecule conjugation reactions has been challenging in the past, because linkers have not been developed that can efficiently modify aliphatic amines and release them rapidly and completely after reduction. Previous efforts to develop reduction sensitive self-immolative linkers for aliphatic amines have been stymied due to their poor leaving group ability and high pKa values. Javed Afzal jafzal@berkeley.edu 510-643-7201

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