2026-09-18T23:01:49Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/1182722026-06-16T18:15:04Zcom_1721.1_7582com_1721.1_7581col_1721.1_131022
Bradley L. Pentelute.
Mijalis, Alexander James
Massachusetts Institute of Technology. Department of Chemistry.
Massachusetts Institute of Technology. Department of Chemistry
2018-09-28T20:59:40Z
2018-09-28T20:59:40Z
2018
2018
http://hdl.handle.net/1721.1/118272
1054189086
Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemistry, 2018.
Cataloged from PDF version of thesis.
Includes bibliographical references.
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.
by Alexander James Mijalis.
Ph.D.
163 pages
eng
Massachusetts Institute of Technology
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.
http://dspace.mit.edu/handle/1721.1/7582
Chemistry.
Automated flow peptide synthesis
Thesis
application/pdf
Publication
unknown
unknown
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<Abstract>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.</Abstract>
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