Optimizing side chains for crystal growth from water: a case study of aromatic amide foldamers.

Optimizing side chains for crystal growth from water: a case study of aromatic amide foldamers† †Electronic supplementary information (ESI) available: Experimental protocols for synthesis; characterization of new compounds; methods for X-ray crystallography; solubility studies. CCDC 1521878, 1525865, 1525770 and 1523119. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc00430c Click here for additional data file. Click here for additional data file.

Solid phase synthesis of aromatic oligoamides: application to helical water-soluble foldamers.

Synthetic helical aromatic amide foldamers and in particular those based on quinolines have recently attracted much interest due to their capacity to adopt bioinspired folded conformations that are highly stable and predictable. Additionally, the introduction of water-solubilizing side chains has allowed to evidence promising biological activities. It has also created the need for methods that ...

Solid-Phase Methodology for Synthesis ofO-Alkylated Aromatic Oligoamide Inhibitors of a-Helix-Mediated Protein–Protein Interactions

A major effort in modern bio-organic chemistry focuses on the design, synthesis and structural characterisation of foldamers: non-natural oligomers that adopt well-defined secondary, tertiary and quaternary structures. One ultimate objective of such studies is to recapitulate the functional behaviour of biomacromolecules. Particular emphasis has been placed on inhibitors of a-helix-mediated pro...

Conformationally constrained aromatic oligoamide foldamers with supersecondary structure motifs.

The design, synthesis, and structural studies of aromatic foldamers based on oligo(phenanthroline dicarboxamide)s that displayed supersecondary structure motifs have been described. Governed by a combined conformational restriction, the foldamers adopted well defined and compact 3D structures, which have been validated by UV/Vis, NMR spectra, and X-ray crystal analysis. The results presented he...

Ethyl 3-benzyl­idenecarbazate

In the title compound, C(10)H(12)N(2)O(2), the dihedral angle between the mean planes of the aromatic ring and the side chain (r.m.s. deviation = 0.035 Å) is 18.23 (13)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, generating C(4) amide chains propagating in [010].