Peptide chemistry

    Peptide synthesis chemistry

    Peptides chemistry is accomplished by coupling the carboxyl group of an amino acid to the amino group of a second amino acid molecule. Protecting groups are usually necessary because of the possibility of unintended reactions. In protein biosynthesis the peptide synthesis starts at the amino end. By contrast, in chemical peptide formation synthesis usually starts at the carboxyl end of the peptide, and proceeds toward the amino-terminus.

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    Examples of published literature for Peptide chemistry

    Evaluation of unexpected protecting group removal in solid-phase peptide synthesis: Quantified using continuous flow methods

    Victoire Laudea, Manuel Nuñoa, Roger C. Mosesa, Duncan Guthriea

    • aVapourtec Ltd, Bury Saint Edmunds, UK
    View abstract

    Automated Glycan Assembly in a Variable-Bed Flow Reactor Provides Insights into Oligosaccharide–Resin Interactions

    Eric T. Sletten1, José Danglad-Flores1, Manuel Nuño2, Duncan Guthrie2, Peter H. Seeberger1

    • 1Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany
    • 2Vapourtec, Ltd., Park Farm Business Centre, Fornham St. Genevieve, Bury St. Edmunds, Suffolk IP28 6TS, United Kingdom
    View abstract

    Real-Time Monitoring of Solid-Phase Peptide Synthesis Using a Variable Bed Flow Reactor

    Eric T. Slettena, Manuel Nunob, Duncan Guthrieb, Peter Seebergera,c

    • aDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany
    • bVapourtec Ltd, Park Farm Business Centre, Fornham St Genevieve, Bury St Edmunds, Suffolk IP28 6TS, U.K
    • cDepartment of Chemistry and Biochemistry, Freie Universität Berlin, Arnimalle 22, 14195, Berlin, Germany
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    Native Chemical Ligation–Photodesulfurization in Flow

    Timothy S. Chisholm, Daniel Clayton, Luke J. Dowman, Jessica Sayers, Richard J. Payne

    • School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia
    View abstract

    γ-Glutamyl-dipeptides: Easy tools to rapidly probe the stereoelectronic properties of the ionotropic glutamate receptor binding pocket

    Lucia Tamborinia, Veronica Nicosiaa, Paola Contia, Federica Dall'Oglioa, Carlo De Michelia, Birgitte Nielsenb, Anders A. Jensenb, Darryl S. Pickeringb, Andrea Pintoa

    • a Department of Pharmaceutical Sciences (DISFARM), University of Milan, Via Mangiagalli 25, 20133 Milan, Italy
    • b Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, 2100 Copenhagen OE, Denmark
    View abstract

    A flow reactor process for the synthesis of peptides utilizing immobilized reagents, scavengers and catch and release protocols

    Ian R. Baxendale, Steven V. Ley, Christopher D. Smith, Geoffrey K. Tranmer

    • Innovative Technology Centre, Cambridge, UK
    View abstract

    Application Notes regarding Peptide chemistry

    Application Note 72: Cleaving peptides in flow


    In this application note, we demonstrate how safe, fast, and reliably a peptide is cleaved from a resin in continuous flow. Different cleavage conditions were evaluated using Glucagon-like peptide-1 (GLP-1) as an example peptide. By using the Variable Bed Flow Reactor (VBFR), the packing density of the resin was controlled throughout the reaction, minimising dilution and eliminating the channelling of reagents. Temperature, residence time, and cleavage cocktail were evaluated. The optimised protocol yielded GLP-1 with a crude purity of 82 % in only 30 minutes, compared to a traditional batch reaction taking between 2 to 4 hours.

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    Application Note 69: Automated CF SPPS and evaluation of GLP-1 peptide


    This application note illustrates the capabilities of a Vapourtec RS-400 system, equipped with a novel flow reactor, the Variable Bed Flow Reactor, for continuous flow Solid-Phase Peptide Synthesis. Glucagon like peptide (GLP-1), a 30-mer peptide used to treat diabetes, was chosen to show the advantages of the Variable Bed Flow Reactor for solid-phase peptide synthesis regardless of the resin core used. By keeping the solid media continuously packed, the contact surface between the resin’s active sites and the reagents pumped through is optimised. The use of the Variable Bed Flow Reactor not only reduces the amount of solvent required, but it also ensures a more efficient synthesis.

    The packing density and overall protocol allows a final crude purity of the 30-mer peptide, GLP-1 up to 82 % in under 5 hours.

    Application Note 69 – Automated CF SPPS and evaluation of GLP-1 peptide

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