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N-(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Catalog No. B-22010
Name N-(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide
Synonyms  
CAS No. 183896-00-6
Purity 98+%
Formula C20H38N4O5S
Mol. Weight 446.6
Storage -20°C
Appearance White Powder
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Additional information

Description

N-(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, a PEG-based PROTAC linker featuring an NH2 functional group, is utilized in the synthesis of PROTACs[1]. These linkers function to connect the two distinct ligands in PROTACs, specifically E3 ubiquitin ligase and the target protein[1]. PROTACs leverage the intracellular ubiquitin-proteasome system to selectively degrade target proteins, effectively attenuating tumor progression in tumor xenograft models[1]. N-(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide (compound 11) at concentrations of 0-2 mM for 3 hours, combined with protein G (compound 6), exhibits fluorescence under streptavidin probes. This makes N-(3-(2-(2-(3-Aminopropoxy)ethoxy)ethoxy)propyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide a valuable tool for high-throughput analysis of protein-small molecule interactions and profiling enzyme activities using a microarray constructed by surface derivatization methods[2].

Reference

[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562.
[2]. Park S, et al. One-step, aid-mediated method for modification of glass surfaces with N-hydroxysuccinimide esters and its application to the construction of microarrays for studies of biomolecular interactions. Bioconjug Chem. 2010 Jul 21;21(7):1246-53.