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Chemistry
Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles (PPAs) a...
Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles (PPAs) a...
JoVE Journal
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JoVE Journal Chemistry
Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles (PPAs) and Related Biomaterials

Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles (PPAs) and Related Biomaterials

Full Text
8,527 Views
08:55 min
June 25, 2018

DOI: 10.3791/57908-v

Mehdi Bin Samad1, Krishnaiah Maddeboina1, Nathalia Rodrigues de Almeida1, Martin Conda-Sheridan1

1Department of Pharmaceutical Sciences,University of Nebraska Medical Center

The synthesis of polyamine-based peptide amphiphiles (PPAs) is a significant challenge due to the presence of multiple amine nitrogens, which requires judicious use of protecting groups to mask these reactive functionalities. In this paper, we describe a facile method for the preparation of these new class of self-assembling molecules.

This method can answer key questions on how to decorate peptide amphiphiles to polyamines and on the use of octagonal protecting groups The main advantage of this technique is that you can generate hybrid peptide amphiphiles with unprotected chemical building blocks containing multiple reactive sides. Demonstrating the procedure will be Mehdi, Nathalia and Krishnaiah, laboratory students from the Conda Sheridan Laboratory. First, carefully weigh out 2-Chlorotrityl chloride resin place the resin in a fritted, medium porocity, synthesis vessel with 50 milliliter capacity.

Next, affix the synethesis vessel to a variable speed mechanical shaker and turn the vessel to a 45 degree angle to maximize agitation. Then add 15 milliliters of DCM to the resin. After allowing the resin beads to swell for 15 minutes, add eight equivalents of the desired polyamine to the resin, and allow it to react for five hours.

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