120042-14-0Relevant articles and documents
Azidohomoalanine: A conformationally sensitive IR probe of protein folding protein structure and electrostatics
Taskent-Sezgin, Humeyra,Chung, Juah,Banerjee, Partha S.,Nagarajan, Sureshbabu,Dyer, R. Brian,Carrico, Isaac,Raleigh, Daniel P.
, p. 7473 - 7475 (2010)
Highly sensitive: The azido analogue of methionine, azidohomoalanine (see picture), is shown to be a sensitive IR probe of protein structure, folding, and electrostatics, as demonstrated for ribosomal protein NTL9. It can be readily incorporated in to proteins, and the azido frequency is significantly blue-shifted in the thermally unfolded state.
Optimal linker length for small molecule PROTACs that selectively target p38α and p38β for degradation
Donoghue, Craig,Cubillos-Rojas, Monica,Gutierrez-Prat, Nuria,Sanchez-Zarzalejo, Carolina,Verdaguer, Xavier,Riera, Antoni,Nebreda, Angel R.
supporting information, (2020/07/06)
We report the design of hetero-bifunctional small molecules that selectively target p38α and p38β for degradation. These proteolysis targeted chimeras (PROTACs) are based on an ATP competitive inhibitor of p38α and p38β, which is linked to thalidomide analogues to recruit the Cereblon E3 ubiquitin ligase complex. Compound synthesis was facilitated by the use of a copper catalyzed “click” reaction. We show that optimization of the linker length and composition is crucial for the degradation-inducing activity of these PROTACs. We provide evidence that these chemical compounds can induce degradation of p38α and p38β but no other related kinases at nanomolar concentrations in several mammalian cell lines. Accordingly, the PROTACs inhibit stress and cytokine-induced p38α signaling. Our compounds contribute to understanding the development of PROTACs, and provide a useful tool to investigate functions of the p38 MAPK pathway and its involvement in diseases.
Nα-Fmoc-protected ω-azido- and ω-alkynyl-L- amino acids as building blocks for the synthesis of "clickable" peptides
Isaad, Alexandra Le Chevalier,Barbetti, Francesca,Rovero, Paolo,D'Ursi, Anna Maria,Chelli, Mario,Chorev, Michael,Papini, Anna Maria
experimental part, p. 5308 - 5314 (2009/06/18)
The growing interest in the 1,4-disubstituted-1,2,3-triazolyl moiety as an amide bond surrogate and its formation through very mild, chemoselective, and bioorthogonal CuI-catalyzed Huisgen 1,3-dipolar [3+2] cycloaddition of an alkynyl to an azi