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Chemoenzymatic Synthesis of 4,5-Dihydroxyisoleucine Fragment of α-Amanitin.
Chao, Tsung-Han; Renata, Hans.
Afiliación
  • Chao TH; Department of Chemistry, BioScience Research Collaborative, Rice University, Houston, Texas 77005, United States.
  • Renata H; Department of Chemistry, BioScience Research Collaborative, Rice University, Houston, Texas 77005, United States.
Org Lett ; 26(15): 3263-3266, 2024 Apr 19.
Article en En | MEDLINE | ID: mdl-38598422
ABSTRACT
The ability of α-amanitin to potently inhibit RNA polymerase II (RNAP II) has elicited further research into its use as a novel payload for antibody-drug conjugates. Despite this promise, the de novo synthesis of α-amanitin is still a major challenge as it possesses an unusual bicyclic octapeptide structure that contains several oxidized amino acids, most notably 4,5-dihydroxy-l-isoleucine. Here, we report a concise chemoenzymatic synthesis of this key amino acid residue, which features two regioselective and diastereoselective enzymatic C-H oxidations on l-isoleucine.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Alfa-Amanitina / Amanitinas Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Alfa-Amanitina / Amanitinas Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos