1285537-76-9

Upstream product

• 15136-32-0 (N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester 
• 119434-75-2 (S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid 
• 66866-44-2 Boc-Leu-O-COO-isoBu 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Downstream Products

• 1285537-78-1 Br^(1-)*C₂₉H₄₃N₄O₆S⁽¹⁺⁾ 

Relevant academic research and scientific papers

Preparation and biological evaluation of soluble tetrapeptide epoxyketone proteasome inhibitors

A series of novel tetrapeptidyl epoxyketone inhibitors of 20S proteasome was designed and synthesized. To fully understand the SAR, various groups at R1, R2, R3, R4 and R5 positions, including aromatic and aliphatic substituents were designed, synthesized and biologically assayed. Based on the enzymatic results, seven compounds were selected to evaluate their cellular activities and soluble compound 36 showed strong potency against human multiple myeloma (MM) cell lines. Microsomal stability results indicated that compound 36 was more stable in mice, rat and human microsomes than marketed carfilzomib. The in vivo activities of this compound were evaluated with the xenograft mice models of MM cell lines ARH77 and RPMI-8226 with luciferase expression and the T/C value of the two models were 49.5% and 37.6%, respectively. To evaluate the potential cardiovascular toxicity, inhibition of hERG ion channel in HEK293 cells by compound 36 and carfilzomib was carried out. The results indicated that 36 had no binding affinity for the hERG ion channel while carfilzomib could bind it with IC50 of 92.1 μM.

Organometallic peptide NHC complexes of CpRh(III) and arene Ru(II) moieties from l-thiazolylalanine

The 3-ethyl thiazolium peptide salts Boc-Thia-Leu-OMe and Boc-Thia-Leu-Phe-OMe based on the unnatural amino acid thiazolylalanine (Thia) have been prepared. After deprotonation, they reacted rapidly via the silver carbene transfer reaction with [RhCpCl2]2 and [Ru(p-cymene)Cl2]2 to yield the corresponding thiazole-based carbene complexes 7-10 in acceptable yield. All new compounds were characterized by multinuclear NMR spectroscopy, mass spectrometry, and elemental analysis. These complexes constitute the first examples of thiazolylalanine-2-ylidene metal bioconjugates.