Hydrolase–like catalysis and structural resolution of natural products by a metal–organic framework

Marta Mon, Rosaria Bruno, Sergio Sanz-Navarro, Cristina Negro, Jesús Ferrando-Soria (), Lucia Bartella, Leonardo Donna, Mario Prejanò, Tiziana Marino, Antonio Leyva-Pérez (), Donatella Armentano () and Emilio Pardo ()
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Marta Mon: Universidad de Valencia
Rosaria Bruno: Università Della Calabria
Sergio Sanz-Navarro: Universitat Politècnica de València–Consejo Superior de Investigaciones Científicas
Cristina Negro: Universidad de Valencia
Jesús Ferrando-Soria: Universidad de Valencia
Lucia Bartella: Università Della Calabria
Leonardo Donna: Università Della Calabria
Mario Prejanò: Università Della Calabria
Tiziana Marino: Università Della Calabria
Antonio Leyva-Pérez: Universitat Politècnica de València–Consejo Superior de Investigaciones Científicas
Donatella Armentano: Università Della Calabria
Emilio Pardo: Universidad de Valencia

Nature Communications, 2020, vol. 11, issue 1, 1-9

Abstract: Abstract The exact chemical structure of non–crystallising natural products is still one of the main challenges in Natural Sciences. Despite tremendous advances in total synthesis, the absolute structural determination of a myriad of natural products with very sensitive chemical functionalities remains undone. Here, we show that a metal–organic framework (MOF) with alcohol–containing arms and adsorbed water, enables selective hydrolysis of glycosyl bonds, supramolecular order with the so–formed chiral fragments and absolute determination of the organic structure by single–crystal X–ray crystallography in a single operation. This combined strategy based on a biomimetic, cheap, robust and multigram available solid catalyst opens the door to determine the absolute configuration of ketal compounds regardless degradation sensitiveness, and also to design extremely–mild metal–free solid–catalysed processes without formal acid protons.

Date: 2020
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-16699-3

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DOI: 10.1038/s41467-020-16699-3

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