Chemical Protein Synthesis by Chemoselective #x03B1;-Ketoacid-Hydroxylamine (KAHA) Ligations with 5-Oxaproline.


Journal

Methods in molecular biology (Clifton, N.J.)
ISSN: 1940-6029
Titre abrégé: Methods Mol Biol
Pays: United States
ID NLM: 9214969

Informations de publication

Date de publication:
2021
Historique:
entrez: 13 8 2021
pubmed: 14 8 2021
medline: 12 1 2022
Statut: ppublish

Résumé

Chemical protein synthesis enables the precise construction of proteins by employing solid-phase peptide synthesis and chemoselective ligations. One such chemoselective reaction suitable for protein synthesis is the α-Ketoacid-Hydroxylamine (KAHA) ligation. Fully unprotected peptides are ligated by a selective reaction between α-ketoacids and hydroxylamines to give native amide bonds. Herein, we describe the chemical synthesis of ubiquitin by a two-segment approach using the 5-oxaproline hydroxylamine.

Identifiants

pubmed: 34386958
doi: 10.1007/978-1-0716-1617-8_14
doi:

Substances chimiques

Hydroxylamines 0
Keto Acids 0
Proteins 0
Hydroxylamine 2FP81O2L9Z
5-oxaproline 36839-09-5
Proline 9DLQ4CIU6V

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

151-162

Informations de copyright

© 2021. The Author(s), under exclusive license to Springer Science+Business Media, LLC, part of Springer Nature.

Références

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Auteurs

Jakob Farnung (J)

Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH Zürich, Zürich, Switzerland.

Haewon Song (H)

Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH Zürich, Zürich, Switzerland.

Jeffrey W Bode (JW)

Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH Zürich, Zürich, Switzerland. bode@org.chem.ethz.ch.
Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya, Japan. bode@org.chem.ethz.ch.

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