BOC Protection and Coupling of L-Phenylalanine for Antimicrobial Testing

Location

CoLab, COM 262

Start Date

30-4-2026 12:00 PM

Document Type

Poster

Description

In this experiment, a dipeptide was synthesized using L-phenylalanine as the starting amino acid. The amino group of L-phenylalanine was first protected with a tert-butoxycarbonyl (Boc) group, which leaves the carboxylic acid free to participate in a peptide coupling reaction. After formation of the peptide bond through the coupling reaction, the Boc group was removed to regenerate the free amine on the dipeptide. Reaction progress was monitored using thin-layer chromatography (TLC), and the final product was purified to remove any remaining reagents and by-products. The structure and purity of the synthesized dipeptide were analyzed using NMR spectroscopy, mass spectrometry, and LC-MS. Finally, the purified dipeptide was tested for antimicrobial activity to evaluate its potential biological properties.

Comments

The faculty mentor for this project was Meagan Weldele.

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Apr 30th, 12:00 PM

BOC Protection and Coupling of L-Phenylalanine for Antimicrobial Testing

CoLab, COM 262

In this experiment, a dipeptide was synthesized using L-phenylalanine as the starting amino acid. The amino group of L-phenylalanine was first protected with a tert-butoxycarbonyl (Boc) group, which leaves the carboxylic acid free to participate in a peptide coupling reaction. After formation of the peptide bond through the coupling reaction, the Boc group was removed to regenerate the free amine on the dipeptide. Reaction progress was monitored using thin-layer chromatography (TLC), and the final product was purified to remove any remaining reagents and by-products. The structure and purity of the synthesized dipeptide were analyzed using NMR spectroscopy, mass spectrometry, and LC-MS. Finally, the purified dipeptide was tested for antimicrobial activity to evaluate its potential biological properties.