Biomolecular labelling using multifunctional biotin analogues

C - Chemistry – Metallurgy – 07 – D

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C07D 495/04 (2006.01) G01N 33/50 (2006.01)

Patent

CA 2755877

Novel biotin analogues, such as 2-Azidobiotin, comprising the ureido ring of natural biotin with the thiophene ring, optionally modified, and a modified sidechain having a functional end group, preferably selected from the group consisting of a carboxylic acid, amine, alcohol, thiol, aldehyde and a halide, and at least one bio- orthogonally reactive chemical group located elsewhere in the sidechain. The analogues are used for labelling target structures and biomolecules, such as peptides and proteins in vitro or in vivo.

L'invention concerne de nouveaux analogues de biotine, tels que la 2-azidobiotine, qui comprennent le cycle uréido de la biotine naturelle avec le cycle thiophène, éventuellement modifié, et une chaîne latérale modifiée contenant un groupe terminal fonctionnel, de préférence choisi dans le groupe constitué par un acide carboxylique, une amine, un alcool, un thiol, un aldéhyde et un halogénure, et au moins un groupe chimique réactif bio-orthogonalement situé ailleurs dans la chaîne latérale. Les analogues sont utilisés pour marquer des structures et des biomolécules cibles, telles que des peptides et des protéines in vitro ou in vivo.

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