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Chiral molecular recognition in a tripeptide benzylviologen cyclophane host

A cationic chiral cyclophane was synthesized and studied as a host for chiral and racemic pi-donor molecules. The cyclophane host has a rigid binding cavity flanked by (S)-(valine-leucine-alanine) and N,N’-dibenzyl- 4,4′-bipyridinium subunits, which allow for hydrogen-bonding and pi-stacking interactions with included aromatic guest molecules. 1H NMR binding titrations were performed with several different pharmaceutically interesting guest molecules including beta-blockers, NSAIDs, and amino acids and amino acid derivatives. The host-guest complexation constants were generally small for neutral and cationic guests (0-39 M-1 at 20 C in water/acetone mixtures. However, a (R)/(S) enantioselectivity ratio of 13 ± 5 was found for DOPA, a strongly pi-donating cationic guest. Two-dimensional NOESY 1H NMR spectra confirm that (R)-DOPA binds inside the cavity of the host and that there is no measurable interaction of the cavity with (S)-DOPA under the same conditions.

Because enzymes can increase reaction rates by enormous factors and tend to be very specific, COA of Formula: C11H12N2O2, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 153-94-6

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI