Automated flow peptide synthesis

Though reported by Merrifield nearly sixty years ago, batch solid phase peptide synthesis remains slow at minutes to hours per residue. Here we report a fully automated, flow based approach to solid phase polypeptide synthesis with amide bond formation in seven seconds and total synthesis times of forty seconds per amino acid residue. Crude peptide purities and isolated yields were comparable to standard batch solid phase peptide synthesis. Process monitoring with absorbance spectroscopy allows for the immediate detection and rapid optimization of difficult-to-synthesize peptides. This instrument is flexible and allows for synthesis of peptide nucleic acids, glycopeptides, removal of orthogonal amine protecting groups, and click chemistry on the solid phase. At full capacity, this approach to peptide synthesis can yield tens of thousands of individual 30-mer peptides per year.

Department dc:contributor.department

Massachusetts Institute of Technology. Department of Chemistry.

Grantor dc:publisher

Massachusetts Institute of Technology

Year dc:date.issued

2018

Author dc:creator

• Mijalis, Alexander James

Advisor dc:contributor.advisor

• Bradley L. Pentelute.

• Chemistry.

Statement dc:rights

• MIT theses are protected by copyright. They may be viewed, downloaded, or printed from this source but further reproduction or distribution in any format is prohibited without written permission.

Licence dc:rights.uri

• http://dspace.mit.edu/handle/1721.1/7582

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/1721.1/118272

OAI identifier oai:identifier

oai:dspace.mit.edu:1721.1/118272