222530-39-4Relevant academic research and scientific papers
Synthesis of cyclic γ-amino acids for foldamers and peptide nanotubes
Rodriguez-Vazquez, Nuria,Salzinger, Stephan,Silva, Luis F.,Amorin, Manuel,Granja, Juan R.
, p. 3477 - 3493 (2013/07/11)
Cyclic γ-amino acids are molecular building blocks of great interest in peptide and foldamer chemistry, as they allow the preparation of new structures that are not found in Nature. In this paper, we describe the synthesis of cyclic γ-amino acids that have a cis relationship between the amino and the carboxylic acid groups. This arrangement, in most cases, induces the resulting peptides to adopt a flat conformation, which makes them appropriate for the design of foldamers that adopt β-sheet-type structures. We describe the synthesis of cyclic γ-amino acids that have a cis relationship between the amino and the carboxylic acid groups. This makes them suitable for the design of foldamers that adopt β-sheet-type structures.
An improved synthesis of (1R,3S)-3-[(tert-butoxycarbonyl)amino] cyclohexanecarboxylic acid
Badland, Matthew,Bains, Carol A.,Howard, Roger,Laity, Daniel,Newman, Sandra D.
experimental part, p. 864 - 866 (2010/11/02)
An improved synthesis of (1R,3S)-3-[(tert-butoxycarbonyl)amino] cyclohexanecarboxylic acid from 3-aminobenzoic acid is described utilising milder and more selective conditions. Both a classical salt resolution and an enzymatic approach have been shown to give the desired compound in high selectivity.
Self-assembled peptide tubelets with 7 A pores
Amorin, Manuel,Castedo, Luis,Granja, Juan R.
, p. 6543 - 6551 (2007/10/03)
Here we report the preparation and structural characteristics of self-assembling peptide tubelets composed of 32-membered rings formed of alternating cx-amino acids and cis-3-aminocyclohexanecarboxylic acids. The tubelets possess a partial hydrophobic cor
Synthesis of potent and selective inhibitors of Candida albicans N-myristoyltransferase based on the benzothiazole structure
Yamazaki, Kazuo,Kaneko, Yasushi,Suwa, Kie,Ebara, Shinji,Nakazawa, Kyoko,Yasuno, Kazuhiro
, p. 2509 - 2522 (2007/10/03)
Two parallel synthetic methods using solid-supported reagents were established to examine the rapid optimization of weak hit compound 1. Several compounds showed high potency in the low nanomolar range against N-myristoyltransferase. The structure-activity relationship (SAR) and antifungal activities of a series of novel 2-aminobenzothiazole N-myristoyltransferase inhibitors are presented.
New cyclic peptide assemblies with hydrophobic cavities: The structural and thermodynamic basis of a new class of peptide nanotubes
Amorin, Manuel,Castedo, Luis,Granja, Juan R.
, p. 2844 - 2845 (2007/10/03)
A new class of self-assembling peptides based on cyclic peptides made of alternating 3-aminocyclohexanecarboxylic acid (γ-Acc) and α-amino acids is described. The studied cylindrical assemblies are models for a new class of self-assembling peptide nanotub
