745009-88-5Relevant academic research and scientific papers
Design, synthesis and in vitro biological evaluation of oligopeptides targeting E. coli type I signal peptidase (LepB)
De Rosa, Maria,Lu, Lu,Zamaratski, Edouard,Sza?aj, Natalia,Cao, Sha,Wadensten, Henrik,Lenhammar, Lena,Gising, Johan,Roos, Annette K.,Huseby, Douglas L.,Larsson, Rolf,Andrén, Per E.,Hughes, Diarmaid,Brandt, Peter,Mowbray, Sherry L.,Karlén, Anders
, p. 897 - 911 (2017/02/05)
Type I signal peptidases are potential targets for the development of new antibacterial agents. Here we report finding potent inhibitors of E. coli type I signal peptidase (LepB), by optimizing a previously reported hit compound, decanoyl-PTANA-CHO, through modifications at the N- and C-termini. Good improvements of inhibitory potency were obtained, with IC50s in the low nanomolar range. The best inhibitors also showed good antimicrobial activity, with MICs in the low μg/mL range for several bacterial species. The selection of resistant mutants provided strong support for LepB as the target of these compounds. The cytotoxicity and hemolytic profiles of these compounds are not optimal but the finding that minor structural changes cause the large effects on these properties suggests that there is potential for optimization in future studies.
Further evidence for 2-alkyl-2-carboxyazetidines as γ-turn inducers
Baeza, Jose Luis,Gerona-Navarro, Guillermo,Thompson, Kevin,De Vega, M. Jesus Perez,Infantes, Lourdes,Garcia-Lopez, M. Teresa,Gonzalez-Muniz, Rosario,Martin-Martinez, Mercedes
experimental part, p. 8203 - 8211 (2010/02/17)
(Chemical Equation Presented) Reverse turns, a common motif in proteins and peptides, have attracted attention due to their relevance in a wide variety of biological processes. In an attempt to artificially imitate and stabilize these turns in short pepti
Pseudo-prolines as a molecular hinge: Reversible induction of cis amide bonds into peptide backbones
Dumy, Pascal,Keller, Michael,Ryan, Declan E.,Rohwedder, Barbara,W?hr, Torsten,Mutter, Manfred
, p. 918 - 925 (2007/10/03)
Serine, threonine-derived (4S)-oxazolidine-4-carboxylic acid, and cysteine-derived (4R)-thiazolidinecarboxylic acid, denoted pseudo-proline (Xaa[Ψ(R1,R2)pro]), serve as structure disrupting, solubilizing building blocks in peptide sy
