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Title: | Accelerated Polypeptide Synthesis via N ‐Carboxyanhydride Ring Opening Polymerization in Continuous Flow | Authors: | VRIJSEN, Jeroen Rasines Mazo, Alicia JUNKERS, Tanja Qiao, Greg Guanghua |
Issue Date: | 2020 | Publisher: | WILEY-V C H VERLAG GMBH | Source: | MACROMOLECULAR RAPID COMMUNICATIONS, 41(18), (Art N° 2000071) | Abstract: | In nature, polypeptide-based materials are ubiquitous, yet their synthetic production is hampered by high cost, limited scalability, and often stringent reaction conditions. Herein an elegant approach is presented forN-carboxyanhydride ring opening polymerization (NCA ROP) ofN epsilon-benzyloxycarbonyl-l-lysine (ZLL) and gamma-benzyl-l-glutamate (BLG) NCA in continuous flow. The polymerization is initiated by primary amine initiators usingN,N-dimethylformamide (DMF) as solvent. Carrying out the reaction in a silicon microflow reactor speeds up the rate of ROP (92% conversion in 40 min in flow as opposed to 6 h in batch) due to highly efficient permeation of CO(2)through the reactor tubing. The polymerization strategy provides a facile, scale-up friendly alternative to traditional batch mode polymerization and has the capability of streamlining NCA ROP. | Notes: | Qiao, GG (corresponding author), Univ Melbourne, Polymer Sci Grp, Dept Chem Engn, Parkville, Vic 3010, Australia.; Junkers, T (corresponding author), Hasselt Univ, Organ & Bio Polymer Chem, Inst Mat Res, Agoralaan, B-3590 Diepenbeek, Belgium.; Junkers, T (corresponding author), Monash Univ, Polymer React Design Grp, Sch Chem, Clayton, Vic 3800, Australia. tanja.junkers@monash.edu; gregghq@unimelb.edu.au |
Other: | Qiao, GG (corresponding author), Univ Melbourne, Polymer Sci Grp, Dept Chem Engn, Parkville, Vic 3010, Australia. Junkers, T (corresponding author), Hasselt Univ, Organ & Bio Polymer Chem, Inst Mat Res, Agoralaan, B-3590 Diepenbeek, Belgium; Monash Univ, Polymer React Design Grp, Sch Chem, Clayton, Vic 3800, Australia. tanja.junkers@monash.edu; gregghq@unimelb.edu.au | Keywords: | continuous flow chemistry;flow polymerization;N-carboxyanhydride ring opening polymerization | Document URI: | http://hdl.handle.net/1942/32012 | ISSN: | 1022-1336 | e-ISSN: | 1521-3927 | DOI: | 10.1002/marc.202000071 | ISI #: | WOS:000550449800001 | Rights: | 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. | Category: | A1 | Type: | Journal Contribution | Validations: | ecoom 2021 |
Appears in Collections: | Research publications |
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Macromolecular Rapid Communications - 2020 - Vrijsen - Accelerated Polypeptide Synthesis via N‐Carboxyanhydride Ring.pdf Restricted Access | Published version | 704.21 kB | Adobe PDF | View/Open Request a copy |
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