Browsing by author "Thompson, Robert E."
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Chemoselective Peptide Ligation–Desulfurization Chemistry at Aspartate
Thompson, Robert E.; Chan, Bun; Radom, Leo; Jolliffe, Katrina A.; Payne, Richard J.Published 2013-07-24Asp‐ecially useful : A synthetic β‐mercapto aspartate residue facilitates the rapid ligation to a range of peptide thioesters. Following the ligation reaction (and without purification), chemoselective desulfurization of ...Open AccessArticle -
One-Pot Peptide Ligation–Desulfurization at Glutamate
Cergol, Katie M.; Thompson, Robert E.; Malins, Lara R.; Turner, Peter; Payne, Richard J.Published 2013-12-02An efficient methodology for ligation at glutamate (Glu) is described. A γ-thiol-Glu building block was accessed in only three steps from protected glutamic acid and could be incorporated at the N-terminus of peptides. The ...Open AccessArticle -
Rapid Additive-Free Selenocystine–Selenoester Peptide Ligation
Mitchell, Nicholas J.; Malins, Lara R.; Liu, Xuyu; Thompson, Robert E.; Chan, Bun; Radom, Leo; Payne, Richard J.Published 2015-10-21We describe an unprecedented reaction between peptide selenoesters and peptide dimers bearing N-terminal selenocystine that proceeds in aqueous buffer to afford native amide bonds without the use of additives. The ...Open AccessArticle -
Thiazolidine-Protected β-Thiol Asparagine: Applications in One-Pot Ligation–Desulfurization Chemistry
Sayers, Jessica; Thompson, Robert E.; Perry, Kristen J.; Malins, Lara R.; Payne, Richard J.Published 2015-09-23The synthesis of a β-thiol asparagine derivative bearing a novel (2,4,6-trimethoxyphenyl)thiazolidine protecting group is described. The efficient incorporation of the amino acid into the N-termini of peptides is demonstrated ...Open AccessArticle -
Trifluoroethanethiol: An Additive for Efficient One-Pot Peptide Ligation−Desulfurization Chemistry
Thompson, Robert E.; Liu, Xuyu; Alonso-Garcia, Noelia; Pereira, Pedro Jose Barbosa; Jolliffe, Katrina A.; Payne, Richard J.Published 2014-05-15Native chemical ligation followed by desulfurization is a powerful strategy for the assembly of proteins. Here we describe the development of a high-yielding, one-pot ligation−desulfurization protocol that uses ...Open AccessArticle -
Tyrosine sulfation modulates activity of tick-derived thrombin inhibitors
Thompson, Robert E.; Liu, Xuyu; Ripoll-Rozada, Jorge; Alonso-Garcia, Noelia; Parker, Benjamin L.; Pereira, Pedro Jose Barbosa; Payne, Richard J.Published 2017-03-20Madanin-1 and chimadanin are two small cysteine-free thrombin inhibitors that facilitate blood feeding in the tick Haemaphysalis longicornis. Here, we report a post-translational modification—tyrosine sulfation—of these ...Open AccessArticle
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