Other Aromatic Analogs and Derivatives

As peptide therapeutics experience explosive growth, the need to address the pharmacokinetic liabilities of canonical L-amino acids grows. D-amino acids are less susceptible to enzymatic degradation and, when placed appropriately in a peptide or protein sequence, can confer additional selectivity and potency.

N-methylation (and N-alkylation more broadly) increases steric hindrance around the peptide bond, reducing the peptide’s entropy and increasing affinity and selectivity. This modification also confers protease resistance, and the disruption of hydrogen bonds can improve bioavailability.
Access to N-me...

Previously hard to access, these compounds with all carbon chiral centers are more stable than tertiary chiral centers. Without using enzymes, these structures are very difficult to make using traditional/conventional chemistry.