Biotin-Ahx-Ub(1-75)-Dha-Ub

an activity based probe based on linear diubiquitin which targets the deubiquitinating enzyme (DUB) OTULIN

productsheet

Additional information

Weight 0.05 kg
aliquot size

Applications

, , , , , ,

target

source

shipping

purity

molecular weight

storage

sample preparation

For detailed sample preparation see product sheet.

regulatory statement

Clear
View cart

300.00

Description

UbiQ-121 is an activity based probe based on linear diubiquitin which targets the deubiquitinating enzyme (DUB) OTULIN. In UbiQ-121, the Gly76-Met1 dipeptide of linear diUb is replaced by a dehydroalanine-Met (Dha-Met) dipeptide. The N-terminus of the distal Ub is labeled with biotin; an aminohexanoic acid (Ahx) linker is used to create extra space for efficient access of biotin binding entities. UbiQ-121 has been prepared by total chemical synthesis and is therefore well-defined in terms of biotinylation site. UbiQ-121 reacts with OTULIN in a covalent manner without being cleaved into monoUb, indicating correct positioning of the Dha electrophile for reacting with the nucleophilic active site cysteine of OTULIN. The DUB activity based probe can be used for activity profiling experiments and structural studies. Please note that the native distance between the proximal and distal Ub is preserved.

Additional information

Weight 0.05 kg
aliquot size

Applications

, , , , , ,

target

source

shipping

purity

molecular weight

storage

sample preparation

For detailed sample preparation see product sheet.

regulatory statement

Misaghi, S., et al. Structure of the Ubiquitin Hydrolase UCH-L3 Complexed with a Suicide Substrate. J. Biol. Chem. 280, 1512-1520 (2005).
http://www.ncbi.nlm.nih.gov/pubmed/15531586

de Jong, A., et al. Ubiquitin-based probes prepared by total synthesis to profile the activity of deubiquitinating enzymes. ChemBiochem 13, 2251-2258 (2012).
http://www.ncbi.nlm.nih.gov/pubmed/23011887

Altun, M., et al. Activity-based chemical proteomics accelerates inhibitor development for deubiquitylating enzymes. Chem. Biol. 18, 1401-1412 (2011).
http://www.ncbi.nlm.nih.gov/pubmed/22118674

Mulder, M.P., et al. A native chemical ligation handle that enables the synthesis of advanced activity-based probes: diubiquitin as a case study. ChemBiochem 15, 946-949 (2014).
http://www.ncbi.nlm.nih.gov/pubmed/24623714

Haj-Yahya, N., et al. Dehydroalanine-based diubiquitin activity probes. Org. Lett. 16, 540-543 (2014).
http://www.ncbi.nlm.nih.gov/pubmed/24364494

Li, G., et al. Activity-based diubiquitin probes for elucidating the linkage specificity of deubiquitinating enzymes. Chem. Commun. 20, 216-218 (2014).
http://www.ncbi.nlm.nih.gov/pubmed/24225431

Iphöfer, A., et al. Profiling ubiquitin linkage specificities of deubiquitinating enzymes with branched ubiquitin isopeptide probes. Chembiochem 13, 1416-1420 (2012).
http://www.ncbi.nlm.nih.gov/pubmed/22689415

McGouran, J.F., et al. Deubiquitinating enzyme specificity for ubiquitin chain topology profiled by di-ubiquitin activity probes. Chem. Biol. 20, 1447-1455 (2013).
http://www.ncbi.nlm.nih.gov/pubmed/24290882

Weber, A., et al. A Linear Diubiquitin-Based Probe for Efficient and Selective Detection of the Deubiquitinating Enzyme OTULIN Cell Chem Biol. 2017 DOI: http://dx.doi.org/10.1016/j.chembiol.2017.08.006
https://www.ncbi.nlm.nih.gov/pubmed/28919039