Makoto Hashimoto

Stereochemical Stability of Phenylglycine in Peptide Synthesis: Stereoretentive Coupling and Deprotection Strategies

Zeping Wang, Shoko Ishikawa, Yuki Fukuda, Sayaka Yamada, Meika Inomoto, Desita Triana Aziz, Xueyu Yang, Zetry Puteri Tachrim, Takeyuki Suzuki, Yuta Murai & Makoto Hashimoto · Organics · 2026

Phenylglycine (Phg) is a nonproteinogenic α-amino acid found in various bioactive molecules. The C-terminal activation of N-acyl Phg is often accompanied by oxazolone-mediated racemization, arising from the direct attachment of the phenyl ring to the α-carbon. After peptide bond...