Location

CoLab, OCB 100

Start Date

25-4-2024 10:30 AM

Document Type

Poster

Description

Dipeptides are organic compounds that are composed of two amino acids bonded together at a peptide bond. Dipeptides have many uses, such as paternal nutrition, analgesics, and anti-tumor drugs, and some have been shown to have antimicrobial properties. In this research, the synthesis of a dipeptide was conducted from the amino acids phenylalanine and valine via a dehydration reaction. For this synthesis, the c-terminus of phenylalanine was protected via esterification with ethanol, while the amino group of valine was protected with a tert-butoxycarbonyl (N-Boc) protecting group to form a peptide bond between the amino group of phenylalanine and the carboxylic acid group of valine. After formation and deprotection of the dipeptide, it was then isolated and analyzed via TLC, NMR, IR, polarimetry, and HPLC to confirm the formation of the dipeptide. Lastly, the dipeptide was tested for antimicrobial activity.

Comments

The faculty mentor for this project was Meagan Weldele, Chemistry.

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Apr 25th, 10:30 AM

The Synthesis of a Dipeptide

CoLab, OCB 100

Dipeptides are organic compounds that are composed of two amino acids bonded together at a peptide bond. Dipeptides have many uses, such as paternal nutrition, analgesics, and anti-tumor drugs, and some have been shown to have antimicrobial properties. In this research, the synthesis of a dipeptide was conducted from the amino acids phenylalanine and valine via a dehydration reaction. For this synthesis, the c-terminus of phenylalanine was protected via esterification with ethanol, while the amino group of valine was protected with a tert-butoxycarbonyl (N-Boc) protecting group to form a peptide bond between the amino group of phenylalanine and the carboxylic acid group of valine. After formation and deprotection of the dipeptide, it was then isolated and analyzed via TLC, NMR, IR, polarimetry, and HPLC to confirm the formation of the dipeptide. Lastly, the dipeptide was tested for antimicrobial activity.