PROTEIN LABELING WITH CYANOBENZOTHIAZOLE CONJUGATES

摘要

The invention provides compounds and methods for site-specifically labeling proteins with cyanobenzothiazole derivatives of formula I. For example, the invention provides methods for labeling the N-terminus of a protein that terminates with a cysteine residue. The invention also provides methods for isolating an N-terminally labeled protein and methods for detecting an N-terminally labeled protein.

主权项

1. A method for immobilizing a protein of interest, comprising:
a) contacting a sample comprising an N-terminal cysteine labeled protein of interest with a cyanobenzothiazole derivative of Formula I wherein Z is H, F, Cl, Br, I, CN, amino, alkylamino, dialkylamino, alkyl ester, carboxy, carboxylic acid salt, alkyl amide, phosphate, alkyl phosphonate, sulfate, alkyl sulfonate, nitro, or C1-C10 alkyl optionally unsaturated and optionally substituted with amino, hydroxy, oxo (═O), nitro, thiol, or halo; each R1 is independently H, F, Cl, Br, I, CN, C1-C6 alkyl, C1-C6 alkoxy, or C1-C6 alkylthio, wherein each alkyl, alkoxy, or alkylthio is optionally substituted with F, Cl, Br, I, amino, alkenyl, alkynyl, cycloalkyl, aryl, alkyl sulfonate, or CO2M wherein M is H, an organic cation, or an inorganic cation; n is 0, 1, or 2; Y is a linking group comprising C1-C16 alkylene optionally substituted with one or more halo, oxo (═O), C1-C6alkyl, or C1-C6alkoxy, and optionally interrupted with one or more N(R1), O, S, or —N—C(═O)— groups; and X is a solid support; and b) immobilizing the protein of interest.