98714-70-6Relevant academic research and scientific papers
Design, synthesis and biological evaluation of dipeptides as novel non-covalent 20S proteasome inhibitors
Yang, Ya-Jun,Wang, Ke,Yang, Ying,Lai, Fang-Fang,Chen, Xiao-Guang,Xiao, Zhi-Yan
, p. 436 - 451 (2021/04/22)
Based on the interaction modes of the natural 20S proteasome inhibitors TMC-95A, we have previously discovered a dipeptide 1. To explore the SAR around compound 1, we designed and synthesized a series of dipeptides (8–38) with a fragment-based strategy. Among them, nine compounds showed significant inhibitory activities against the chymotrypsin-like activity of human 20S proteasome with IC50 values at the submicromolar level, which were comparable or even superior to the parent compound 1. Meanwhile, they displayed no significant inhibition against trypsin-like and caspase-like activities of 20S proteasome. The results suggested the feasibility to design dipeptides as novel and potent 20S proteasome inhibitors. (Figure presented.).
Preparation of Oxazolidine-Containing Peptides: Unusual Effects in RhIII-Catalyzed Acetalizations of Aldehydes with Urethane-Protected Serine and Threonine Esters and with Dipeptides Containing Serine or Threonine Residues at the N-Terminus
Seebach, Dieter,Sommerfeld, Thimo L.,Jiang, Qiongzhong,Venanzi, Luigi M.
, p. 1313 - 1330 (2007/10/02)
The cyclization reaction of aldehydes with Z- and Boc-protected β-hydroxyamino-acid esters (Tables 1 and 2), or of dipeptides containing serine or threonine at the N-terminus (Table 3), to give oxazolidine derivatives, occurs in the presence of isopropyl orthoformate and catalytic amounts of (CF3SO3)3.The reaction may be carried out under kinetic or under thermodynamic control, so that the ratio of the two possible epimeric products can be changed.The protecting group can be removed from the 3-position of the oxazolidine ring, and the resulting NH group can be coupled with another amino acid.Thus, a new method for the preparation of peptides containing β-hydroxy-amino acid-derived oxazolidines ('pseudo-prolines') is available.N-Neopentyl-substituted tripeptides are also described.
