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Baldwin and Whitehead's Manzamine Alkaloids Biosynthesis Hypothesis Involves a Finely Tuned Reactivity of Acrolein: Automated Extraction of Reactivity Patterns from LC-MS2 Data.
Leblond, Axel; Nguyen, Alexandre; Alcover, Charlotte; Leblanc, Karine; Gallard, Jean-François; Joseph, Delphine; Poupon, Erwan; Beniddir, Mehdi A.
Afiliación
  • Leblond A; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Nguyen A; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Alcover C; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Leblanc K; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Gallard JF; Institut de Chimie des Substances Naturelles, Université Paris-Saclay, CNRS, UPR 2301, 91198 Gif-sur-Yvette, France.
  • Joseph D; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Poupon E; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
  • Beniddir MA; Université Paris-Saclay, CNRS, BioCIS, Chimie des Substances Naturelles, 91400 Orsay, France.
Org Lett ; 26(11): 2163-2168, 2024 Mar 22.
Article en En | MEDLINE | ID: mdl-38467014
ABSTRACT
Inspired by the multicomponent reaction-type scenario involving fatty dialdehydes, a nitrogen source, and acrolein, as a key C3 unit, put forward by Baldwin and Whitehead to explain the formation of manzamine-type alkaloids, 96 multicomponent reactions were designed, and their analytical readouts were deconvoluted using a herein-provided chemoinformatic workflow. This strategy pinpointed relevant conditions tuning the reactivity of acrolein to fulfill Baldwin and Whitehead's manzamine alkaloids biosynthetic hypothesis. This strategy can become part of a general method for the high-content analysis of multicomponent reactions applied to a natural product biosynthetic scenario.
Asunto(s)

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

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