A fully automated flow-based approach for accelerated peptide synthesis

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Abstract

Here we report a fully automated, flow-based approach to solid-phase polypeptide synthesis, with amide bond formation in 7 seconds and total synthesis times of 40 seconds per amino acid residue. Crude peptide purities and isolated yields were comparable to those for standard-batch solid-phase peptide synthesis. At full capacity, this approach can yield tens of thousands of individual 30-mer peptides per year.

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Most cited references 24

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Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides.

E. Kaiser, R.L. Colescott, C.D. Bossinger … (1970)

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On-demand continuous-flow production of pharmaceuticals in a compact, reconfigurable system.

Andrea Adamo, Rachel L Beingessner, Mohsen Behnam … (2016)

Pharmaceutical manufacturing typically uses batch processing at multiple locations. Disadvantages of this approach include long production times and the potential for supply chain disruptions. As a preliminary demonstration of an alternative approach, we report here the continuous-flow synthesis and formulation of active pharmaceutical ingredients in a compact, reconfigurable manufacturing platform. Continuous end-to-end synthesis in the refrigerator-sized [1.0 meter (width) × 0.7 meter (length) × 1.8 meter (height)] system produces sufficient quantities per day to supply hundreds to thousands of oral or topical liquid doses of diphenhydramine hydrochloride, lidocaine hydrochloride, diazepam, and fluoxetine hydrochloride that meet U.S. Pharmacopeia standards. Underlying this flexible plug-and-play approach are substantial enabling advances in continuous-flow synthesis, complex multistep sequence telescoping, reaction engineering equipment, and real-time formulation.

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Solid-phase peptide synthesis: from standard procedures to the synthesis of difficult sequences.

Irene Coin, Michael Bienert, Michael Beyermann (2006)

This protocol for solid-phase peptide synthesis (SPPS) is based on the widely used Fmoc/tBu strategy, activation of the carboxyl groups by aminium-derived coupling reagents and use of PEG-modified polystyrene resins. A standard protocol is described, which was successfully applied in our lab for the synthesis of the corticotropin-releasing factor (CRF), >400 CRF analogs and a countless number of other peptides. The 41-mer peptide CRF is obtained within approximately 80 working hours. To achieve the so-called difficult sequences, special techniques have to be applied in order to reduce aggregation of the growing peptide chain, which is the main cause of failure for peptide chemosynthesis. Exemplary application of depsipeptide and pseudoproline units is shown for synthesizing an extremely difficult sequence, the Asn(15) analog of the WW domain FBP28, which is impossible to obtain using the standard protocol.

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Author and article information

Journal

Title: Nature Chemical Biology

Abbreviated Title: Nat Chem Biol

Publisher: Springer Nature

ISSN (Print): 1552-4450

ISSN (Electronic): 1552-4469

Publication date Created: February 28 2017

Publication date (Print): February 28 2017

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Article

DOI: 10.1038/nchembio.2318

PubMed ID: 28244989

SO-VID: 94ee0fe4-9b4a-4e23-8e6c-3f035a109112

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