270927-48-5Relevant academic research and scientific papers
Design and synthesis of potential β-sheet nucleators via Suzuki coupling reaction
Perissutti, Elisa,Frecentese, Francesco,Lavecchia, Antonio,Fiorino, Ferdinando,Severino, Beatrice,De Angelis, Francesca,Santagada, Vincenzo,Caliendo, Giuseppe
, p. 12779 - 12785 (2007)
Three series of compounds characterized by biphenylic structure were synthesized in order to develop new scaffolds able to induce β-sheet folding in the peptides. Microwave flash heating was used in order to shorten reaction times and to enhance the obtained yields. Simulated annealing molecular dynamics simulations demonstrated that some of the compounds were capable of adopting a 15-membered intramolecularly hydrogen-bonded conformation, which supports an antiparallel β-sheet structure.
Biaryl amino acid templates in place of D-Pro-l-Pro in cyclic ss-hairpin cationic antimicrobial peptidomimetics
Srinivas, Nityakalyani,Moehle, Kerstin,Abou-Hadeed, Khaled,Obrecht, Daniel,Robinson, John A.
, p. 3100 - 3105 (2008/04/01)
The turn-forming d-Pro-l-Pro template has been frequently used to promote regular ss-hairpin conformations in cyclic protein epitope mimetics. Here the use of three isomeric biaryl templates has been studied as alternatives to d-Pro-l-Pro in the preparati
Antiparallel β-sheet conformation in cyclopeptides containing a pseudo-amino acid with a biphenyl moiety
Brandmeier,Sauer,Feigel
, p. 70 - 85 (2007/10/02)
The biphenyl-containing pseudo-amino acids 2'-(aminomethyl)biphenyl-2-carboxylic acid (Abc; 1) and 2'-(aminomethyl)biphenyl-2-acetic acid (Aba; 2) are used as rigid spacers in the backbone of the cyclic peptides cyclo (-Abc-Ala-Phe-Gly-)2 (5),
