- Selective Inhibition of the Immunoproteasome by Structure-Based Targeting of a Non-catalytic Cysteine
-
Clinically applied proteasome inhibitors induce cell death by concomitant blockage of constitutive and immunoproteasomes. In contrast, selective immunoproteasome inhibition is less cytotoxic and has the potential to modulate chronic inflammation and autoi
- Dubiella, Christian,Baur, Regina,Cui, Haissi,Huber, Eva M.,Groll, Michael
-
-
Read Online
- Selective cleavage of carbamate protecting groups from aziridines with otera's catalyst
-
Otera's distannoxane catalyst was found to promote the cleavage of carbamate groups from N-protected aziridines. This method enables the chemoselective cleavage of an aziridinyl N-carbobenzyloxy (Cbz) group in the presence of other N-Cbz groups. The selec
- Sun, Shan,Tirotta, Ilaria,Zia, Nicholas,Hutton, Craig A.
-
p. 411 - 415
(2014/04/03)
-
- Intermolecular (4+3) cycloadditions of aziridinyl enolsilanes
-
Upon activation by strong Bronsted acids, aziridinyl enolsilanes undergo (4+3) cycloadditions with dienes to afford aminoalkylated cycloheptenones as products. The use of a highly polar medium such as nitroalkane facilitates high cycloaddition yields of up to 99%. Optically pure aziridinyl enolsilanes react to yield (4+3) cycloadducts with up to 99% ee.
- Lam, Sze Kui,Lam, Sarah,Wong, Wing-Tak,Chiu, Pauline
-
supporting information
p. 1738 - 1741
(2014/02/14)
-
- Straightforward synthesis of non-natural chalcogen peptides via ring opening of aziridines
-
The synthesis of new chiral non-natural seleno-, thio-, and telluro-peptides is described herein. These new compounds were prepared through simple and brief synthetic route, from inexpensive and commercially available amino acids. The products, possessing a highly modular character, were obtained in good to excellent yields (50-96%), via ring opening of aziridines with chalcogenolate anions, generated using indium(I) iodide as a reducing agent.
- Schwab, Ricardo S.,Schneider, Paulo H.
-
p. 10449 - 10455,7
(2012/12/13)
-
- On The Synthesis of (2S)-Aziridine-2-Carboxylic Acid Containing Peptides
-
Optimized conditions are described for the synthesis of 1-trityl-2-aziridine-carboxylic acid 3 (Trt-Azy-OH) and benzyl (2S)-aziridine-2-carboxylate 6 (H-Azy-OBzl) as useful derivatives for the synthesis of N- and C-terminal aziridine-containing peptides.Thereby, the use of the pentafluorophenyl ester of Trt-Azy-OH was found to be the method of choice in acylating steps, whereas acylation of H-Azy-OBzl several classical methods of peptide synthesis can be succesfully used.The fully protected aziridine-2-carboxylic acid peptides are accessible in satisfactory yields as analytically defined products, but partial or total deprotection of these compounds again by standard procedures of peptide synthesis is surprisingly difficult in terms of satisfactory yields, whereby sequence-dependent unstability both in the reaction and purification steps as well as on storage was found to strongly limit the accessibility of these aziridine-containing peptides as promising active-site inactivators of cysteine-proteinases.
- Korn, Andreas,Rudolph-Boehner, Sabine,Moroder, Luis
-
p. 1717 - 1730
(2007/10/02)
-
- A novel route to N-alkylated derivatives of aziridine-2-carboxylic acid. An alternative synthesis of (S,S)-Bz-Azy-Val-OMe
-
A novel method for N-alkylation of azyridine-2-carboxylic acid derivative with benzyl chloride under phase-transfer conditions or using KF/Al2O3 as a base was developed. The latter variant of this method was applied to carry out the key step of the alternative synthesis of the dipeptide (S,S)-Bz-Azy-Val-Ome.
- Polyak,Dorofeeva,Sturkovich,Goldberg
-
p. 239 - 248
(2007/10/02)
-