Solid Phase Peptide Synthesis and Mass Spectrometry Analysis

Poster Number

18C

Lead Author Major

Biochemistry B.S.

Lead Author Status

Junior

Second Author Major

Chemistry B.S.

Second Author Status

Freshman

Format

Poster Presentation

Faculty Mentor Name

Dr. Jianhua Ren

Faculty Mentor Department

Chemistry Department

Additional Mentors

Ashleigh Ramos, a_ramos24@u.pacific.edu, Chemistry Department

Kim Harvey, k_harvey4@u.pacific.edu, Chemistry Department

Shiyaun Wang, s_wang27@u.pacific.edu, Chemistry Department

Abstract/Artist Statement

Introduction:

A peptide is a short chain of amino acids; longer chains are called proteins. Both are crucial for understanding their various effects on the body. Certain peptides may be used to help your body fight bacteria and boost healing. Within this lab, synthesized and analyzed were two tripeptides (CAG and PDP) with Rink Amide resin. This was carried out through the processes of deprotection, coupling, acetylation, cleavage, purification, and lyophilization.

Method:

Synthesis of the peptide begins with the SPPS vessel using rink amide resin to provide support for the formation of peptide bonds from the C-Terminal to the N-Terminal. The deprotection step removes the Fmoc protection group so that coupling can occur. Washing steps using methanol, dichloromethane (DCM) and dimethylformaide (DMF) throughout the experiment remove any waste for couplings. Using the desired amino acid, HBTU, DMF, and DIPEA the amino acid can be attached. These steps are repeated until the desired peptide is synthesized. Once synthesized, cleavage removes the Fmoc protection group and peptide from the rink amide resin, where it is then acetylated to replace the N-Terminal with an acetyl group. Finally the product is analyzed using mass spectrometry to determine its purity.

Result:

By following this procedure, the desired tripeptides were successfully synthesized and evaluated for accuracy.

Location

Information Commons, William Knox Holt Memorial Library and Learning Center

Start Date

29-4-2023 10:00 AM

End Date

29-4-2023 1:00 PM

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Apr 29th, 10:00 AM Apr 29th, 1:00 PM

Solid Phase Peptide Synthesis and Mass Spectrometry Analysis

Information Commons, William Knox Holt Memorial Library and Learning Center

Introduction:

A peptide is a short chain of amino acids; longer chains are called proteins. Both are crucial for understanding their various effects on the body. Certain peptides may be used to help your body fight bacteria and boost healing. Within this lab, synthesized and analyzed were two tripeptides (CAG and PDP) with Rink Amide resin. This was carried out through the processes of deprotection, coupling, acetylation, cleavage, purification, and lyophilization.

Method:

Synthesis of the peptide begins with the SPPS vessel using rink amide resin to provide support for the formation of peptide bonds from the C-Terminal to the N-Terminal. The deprotection step removes the Fmoc protection group so that coupling can occur. Washing steps using methanol, dichloromethane (DCM) and dimethylformaide (DMF) throughout the experiment remove any waste for couplings. Using the desired amino acid, HBTU, DMF, and DIPEA the amino acid can be attached. These steps are repeated until the desired peptide is synthesized. Once synthesized, cleavage removes the Fmoc protection group and peptide from the rink amide resin, where it is then acetylated to replace the N-Terminal with an acetyl group. Finally the product is analyzed using mass spectrometry to determine its purity.

Result:

By following this procedure, the desired tripeptides were successfully synthesized and evaluated for accuracy.