Unprotected Galactosamine as a Dynamic Key for a Cyclochiral Lock.

ABSTRACT: The discrimination of d-galactosamine (G), representative of the amino-sugar class of compounds, has been probed through nano-ESI-FT-ICR mass spectrometry by isolating the relevant [C·H·G]⁺ proton-bound complexes with the enantiomers of the cyclochiral resorcin[4]arene C and allowing them to react toward three primary amines (B = EtNH₂, iPrNH₂, and (R)- and (S)-sBuNH₂). The system under investigation presents several features that help to unveil the behavior of unprotected G in such a supramolecular architecture: (i) the hydrophobic derivatization of the C convex side forces the polar guest G to be coordinated by the cyclochiral concave region; (ii) protonated d-g

SUBMITTER: Fraschetti C 

PROVIDER: S-EPMC7944569 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature