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A novel thiol-labile cysteine protecting group for peptide synthesis based on a pyridazinedione (PD) scaffold.
Spears, Richard J; McMahon, Clíona; Shamsabadi, Monika; Bahou, Calise; Thanasi, Ioanna A; Rochet, Léa N C; Forte, Nafsika; Thoreau, Fabien; Baker, James R; Chudasama, Vijay.
Affiliation
  • Spears RJ; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • McMahon C; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Shamsabadi M; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Bahou C; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Thanasi IA; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Rochet LNC; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Forte N; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Thoreau F; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Baker JR; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
  • Chudasama V; UCL Department of Chemistry, 20 Gordon Street, London, WC1H 0AJ, UK. v.chudasama@ucl.ac.uk.
Chem Commun (Camb) ; 58(5): 645-648, 2022 Jan 13.
Article in En | MEDLINE | ID: mdl-34747956
ABSTRACT
Herein we report a thiol-labile cysteine protecting group based on an unsaturated pyridazinedione (PD) scaffold. We establish compatibility of the PD in conventional solid phase peptide synthesis (SPPS), showcasing this in the on-resin synthesis of biologically relevant oxytocin. Furthermore, we establish the applicability of the PD protecting group towards both microwave-assisted SPPS and native chemical ligation (NCL) in a model system.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Solid-Phase Synthesis Techniques Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2022 Type: Article Affiliation country: United kingdom
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Solid-Phase Synthesis Techniques Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2022 Type: Article Affiliation country: United kingdom