Synthesis and characterization of dipeptides glycylalanine and alanylvaline using solution phase chemistry

Date

4-2005

Degree

Bachelor of Science in Chemistry

College

College of Arts and Sciences (CAS)

Adviser/Committee Chair

Mary Ann A Endoma

Abstract

The dipeptides glycylalanine and alanylvaline were prepared from their corresponding free amino acids via solution phase peptide synthesis protocols. The processes include a protection of the N-terminal of L-glycine and DL-alanine and esterification of the C-terminal of the amino acids oL-alanine and L-valine for the synthesis of glycylalanine and alanylvaline, respectively. The N-terminal of i-glycine and DL-alanine were protected with p-Toluenesulfonyl chloride, and the C-terminal of DL-alanine and L-valine were esterified with ethanol, with the aid of p-Toluenesulfonic acid, acting as catalyst. To obtain the dipeptides, a peptide bond formation with the aid of the coupling reagent dicyclohexylcarbo-diimide (DCC) was accomplished. The final products of every step were characterized through thin-layer chromatography (TLC), infrared (IR) spectroscopy, mass spectroscopy (MS), and melting point (MP) determination.

Language

English

Location

UPLB Main Library Special Collections Section (USCS)

Call Number

Thesis

Document Type

Thesis

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