Zhang, Lianglin; Lin, Shuwei; Li, Yi; Li, Baozong; Yang, Yonggang published the artcile< Ala-Ala dipeptides with a semi-perfluoroalkyl chain: Chirality driven molecular packing difference and self-assembly driven chiral transfer>, Reference of 627-27-0, the main research area is perfluoroalkyl dipeptide synthesis self assembly helical conformation chirality VCD; solid phase peptide synthesis acylation self assembly xerogel nanoribbon; supramol aggregate gelation crystal structure mol packing; mol structure HOMO LUMO perfluoroalkylated dipeptide solubility.
Four Ala-Ala dipeptides with a semi-perfluoroalkyl chain were synthesized. The intermol. hydrogen bonding among amide groups and carboxyl groups as well as the hydrophobic association of semi-perfluoroalkyl chains drove the self-assembly of dipeptides. Homochiral dipeptides were able to self-assemble into coiled nanoribbons in a mixed solvent of DMSO/H2O (5/5, volume/volume), while entangled twisted nanofibers formed for heterochiral ones in a mixed solvent of DMSO/H2O (4/6, volume/volume). The handedness of self-assemblies and the stacking chirality of phenylene groups were controlled by the chirality of the alanine residue at the C-terminal. The vibration CD investigation indicated that the helicity of the semi-perfluoroalkyl chain was controlled by the handedness of dipeptide self-assemblies. The X-ray diffraction study showed that homochiral and heterochiral dipeptides underwent distinct mol. packing during the self-assembly. Our results clearly demonstrated that, through supramol. self-assembly, the chirality transferred from the amino acid building block to the self-assemblies and eventually to the semi-perfluoroalkyl chain.
New Journal of Chemistry published new progress about Acylation. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Reference of 627-27-0.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts