Biotin-Ahx-Ub-MTC

activity-based probe for deubiquitinating enzymes (DUBs), labeled with an N-terminal biotin and C-terminal methyl hydrazinecarboxylate (MTC)

productsheet

code UbiQ-378 Category
product UbiQ-378 Category

250.00

Description

Biotin-Ahx-Ub-MTC (UbiQ-378) is an activity-based probe for deubiquitinating enzymes (DUBs). It is based on ubiquitin with an N-terminal biotin and C-terminal methyl hydrazinecarboxylate (MTC) as electrophile. The MTC group has the unique property that it will react with a DUB active site cysteine similarly as a ubiquitinated protein substrate, forming a tetrahedral transition state in which the oxygen anion is stabilized by the oxyanion hole. A 6-aminohexanoic acid (Ahx) linker is used to create extra space between the biotin and Ub protein for efficient access of biotin binding entities.
Chanda et al. Ubiquitin Azapeptide Esters as Next-Generation Activity-Based Probes for Cysteine Enzymes in the Ubiquitin Signal Pathway. J Am Chem Soc 2025, 147, 17817. https://pubs.acs.org/doi/10.1021/jacs.5c01732
El Oualid et al. Chemical Synthesis of Ubiquitin, Ubiquitin-Based Probes, and Diubiquitin. Angewandte Chemie Int Ed 2010, 49, 10149. http://www.ncbi.nlm.nih.gov/pubmed/21117055