Leveraging the Mukaiyama oxidation–reduction condensation reaction for on-resin aryl thio-esterification for bio-conjugation-Reference-Cited by-同舟云学术

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Leveraging the Mukaiyama oxidation–reduction condensation reaction for on-resin aryl thio-esterification for bio-conjugation

Published:2024 Issue: Volume: Page:
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Siow Andrew¹^ORCID,Harris Paul W. R.¹^ORCID

Affiliation:

1. School of Biological Sciences, School of Chemical Sciences and Maurice Wilkins Centre for Molecular Biodiversity. The University of Auckland, The University of Auckland, 3b and 23 Symonds Street, Auckland 1010, New Zealand

Abstract

A one-pot mild arylthioesterification Fmoc-based methodology has been developed to afford aryl Cα-terminal peptide thioesters on-resin. This work provides thiol-based auxiliaries employed in peptide/protein synthesis via native-chemical ligations.

Funder

University of Auckland

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D4OB01230E

Reference29 articles.

1. Direct Synthesis of Thioesters from Feedstock Chemicals and Elemental Sulfur

2. Insights into the Mechanism and Catalysis of the Native Chemical Ligation Reaction

3. Synthesis of Proteins by Native Chemical Ligation

4. Native Chemical Ligation at Asx-Cys, Glx-Cys: Chemical Synthesis and High-Resolution X-ray Structure of ShK Toxin by Racemic Protein Crystallography

5. Pedal to the Metal: The Homogeneous Catalysis of the Native Chemical Ligation Reaction

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