Controlling the polymerization of coniferyl alcohol with cyclodextrins. (20th June 2018)

• Record Type: Journal Article
• Authors: Tarrago, Lionel; Modolo, Camille; Yemloul, Mehdi; Robert, Viviane; Rousselot-Pailley, Pierre; Tron, Thierry
• Is Part Of: New journal of chemistry. Volume 42:Number 14(2018)
• Page Start: 11770
• Page End: 11775
• Publication Date: 2018-06-20
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c8nj01039k
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : The system made of a laccase and βCD allows a selective enrichment of pinoresinol amongst the three dimeric lignans and neo-lignans products generated from the mono-electronic oxidation of coniferyl alcohol. Abstract : The mono-electronic oxidation of coniferyl alcohol leads to the formation of phenoxy radicals and ultimately to the synthesis of dimeric lignan and neo-lignan products. Coniferyl alcohol and dimeric products are all potential guests for cyclodextrins (CDs) to form noncovalent host–guest inclusion complexes. Herein, the influence of CDs with different cavity volumes ( i.e., α, β or CD) on the laccase-driven oxidation of coniferyl alcohol is studied. We clearly show that βCD interacts with the dimeric products and selectively prevents their further oxidation by the enzyme. Moreover, amongst the three dimeric products generated, the system containing a laccase and βCD allows the selective enrichment of pinoresinol; this behaviour is similar to that of plant dirigent proteins.