107794-92-3Relevant academic research and scientific papers
C-terminal constrained phenylalanine as a pharmacophoric unit in peptide-based proteasome inhibitors
Baldisserotto, Anna,Marastoni, Mauro,Lazzari, Ilaria,Trapella, Claudio,Gavioli, Riccardo,Tomatis, Roberto
, p. 1403 - 1411 (2008/12/20)
Here we report the synthesis and biological properties of peptide-based molecules bearing constrained analogues of phenylalanine at the C-terminal. Compounds were tested as proteasome subunits' inhibitors. Dehydro-peptides showed good inhibition, in particular against trypsin-like (T-L) proteasome activity while some C-terminal Tic-derivatives inhibit only caspase-like activity in enzymatic β1 subunits with a certain degree of efficacy. The best analogues of the series demonstrated good resistance to proteolysis and a capacity to permeate the cell membrane.
One-pot optical resolution of oligopeptide helices through artificial peptide bundling
Guo, Yan-Ming,Oike, Hideaki,Saeki, Naoko,Aida, Takuzo
, p. 4915 - 4918 (2007/10/03)
The helical sense of the peptidic parts of a cyclodimeric zinc porphyrin host with helical oligopeptide units (1) determines whether a right- or left-handed oligopeptide guest (2) is selectively bound (see picture). In contrast, enantiomers of nonhelical
Chiroptical Transcription of Helical Information through Supramolecular Harmonization with Dynamic Helices
Guo, Yan-Ming,Oike, Hideaki,Aida, Takuzo
, p. 716 - 717 (2007/10/03)
With biologically important "peptide bundling" as the motif, new chromophoric cyclic host 1 was designed, which consists of two zinc porphyrin units that are connected by dynamic peptide helices of nonameric aminoisobutyric acid (Aib) units. Upon inclusio
New synthesis of the cyclic tetrapeptide tentoxin employing an azlactone as key intermediate
Cavelier, Florine,Verducci, Jean
, p. 4425 - 4428 (2007/10/02)
An improved preparation of the cyclic tetrapeptide Tentoxin is reported employing an azlactone as key intermediate. This new synthetic route offers the advantage over existing methodologies that the dehydro amino acid would easily be varied, thus allowing
CONFORMATIONAL ANALYSIS OF AN ACTIVE CHEMOTACTIC PEPTIDE ANALOG CONTAINING Z-DEHYDROPHENYLALANINE AT POSITION 3
Chauhan, V.S.,Kaur, Paramjeet,Sen, Nirupa,Uma, K.,Jacob, Jose,Balaram, P.
, p. 2359 - 2366 (2007/10/02)
Formyl-Met-Leu-ΔZ-Phe-OMe, an analog of the chemotactic tripeptide Formyl-Met-Leu-Phe has been synthesized to evaluate the effect of substitution of α,β-dehydrophenylalanine on activity and conformation.The analog peptide shows high biological
