LCL 161, phenol

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Description: Functionalized IAP ligand for PROTACs
Chemical Name: tert-Butyl ((S)-1-(((S)-1-cyclohexyl-2-((S)-2-(4-(3-hydroxybenzoyl)thiazol-2-yl)pyrrolidin-1-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)(methyl)carbamate
Purity: ≥95% (HPLC)
Literature (1)

Biological Activity for LCL 161, phenol

LCL 161, phenol is a functionalized IAP (XIAP and cIAP) ligand for PROTAC® research and development. Boc protected LCL 161. Supplied with a phenol functional handle for ready conjugation to a linker/target protein ligand. NanoBRET assays show EC50 values of 7.5, 18.2 and 25.3 nM for cIAP1, XIAP and cIAP2 proteins, respectively. Part of a range of functionalized tool molecules for PROTAC R&D.

Please contact us for SD files of our available Degrader Building Blocks.

PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.

Usage Guidelines for LCL 161, phenol

This product is provided for use in onward chemistry. Suitable solvents can be used.

Technical Data for LCL 161, phenol

M. Wt 598.76
Formula C31H42N4O6S
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 2095244-42-9
Smiles OC1=CC(C(C2=CSC([C@@H]3CCCN3C([C@H](C4CCCCC4)NC([C@@H](N(C(OC(C)(C)C)=O)C)C)=O)=O)=N2)=O)=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Product Datasheets for LCL 161, phenol

References for LCL 161, phenol

References are publications that support the biological activity of the product.

Ohoka et al (2017) In vivo knockdown of pathogenic proteins via specific and nongenetic inhibitor of apoptosis protein (IAP)-dependent protein erasers (SNIPERs). J.Biol.Chem. 292 4556 PMID: 28154167

Shimokawa et al (2017) Targeting the allosteric site of oncoprotein BCR-ABL as an alternative strategy for effective target protein degradation. ACS Med.Chem.Lett. 8 1042 PMID: 29057048

Schwalm et al (2022) A toolbox for the generation of chemical probes for baculovirus IAP repeat containing proteins. Front.Cell.Dev.Biol. 10 886537 PMID: 35721509

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Targeted Protein Degradation Poster

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia