Among the plant bioactive components, oleuropein (OLE) is the most abundant phenolic compound in all parts of olive trees (Olea europaea L.), particularly concentrated in olive leaves. It has been shown to present various remarkable biological actions, such as antimicrobial, antioxidant, anticancer and anti-inflammatory ones. On the other hand, hydroxytyrosol (HT), the main degradation product of OLE, is considered one of the most powerful antioxidant agents, with higher beneficial properties than the OLE parent compound. In this work, oleuropein was efficiently transformed into hydroxytyrosol using a 2-step biotransformation involving a thermo-halophilic β-glucosidase from Alicyclobacillus herbarius (Ahe), which gave the corresponding aglycone with complete conversion (>99%) and rapid reaction times (30 min), and an acyltransferase from Mycobacterium smegmatis (MsAcT), here employed for the first time for its hydrolytic activity. After cascade completion, hydroxytyrosol was obtained in excellent yield (>99% m.c., 96% isolated yield) in 24 h. Starting from a natural substrate and employing enzymatic approaches, the final hydroxytyrosol can be claimed and commercialized as natural too, thus increasing its market value.

Efficient 2-step enzymatic cascade for the bioconversion of oleuropein into hydroxytyrosol / G. Catinella, S. Donzella, G. Borgonovo, S. Dallavalle, M.L. Contente, A. Pinto. - In: ANTIOXIDANTS. - ISSN 2076-3921. - 11:2(2022 Jan 28), pp. 260.1-260.9. [10.3390/antiox11020260]

Efficient 2-step enzymatic cascade for the bioconversion of oleuropein into hydroxytyrosol

Catinella, Giorgia;Donzella, Silvia;Borgonovo, Gigliola;Dallavalle, Sabrina;Contente, Martina Letizia;Pinto, Andrea
2022-01-28

Abstract

Among the plant bioactive components, oleuropein (OLE) is the most abundant phenolic compound in all parts of olive trees (Olea europaea L.), particularly concentrated in olive leaves. It has been shown to present various remarkable biological actions, such as antimicrobial, antioxidant, anticancer and anti-inflammatory ones. On the other hand, hydroxytyrosol (HT), the main degradation product of OLE, is considered one of the most powerful antioxidant agents, with higher beneficial properties than the OLE parent compound. In this work, oleuropein was efficiently transformed into hydroxytyrosol using a 2-step biotransformation involving a thermo-halophilic β-glucosidase from Alicyclobacillus herbarius (Ahe), which gave the corresponding aglycone with complete conversion (>99%) and rapid reaction times (30 min), and an acyltransferase from Mycobacterium smegmatis (MsAcT), here employed for the first time for its hydrolytic activity. After cascade completion, hydroxytyrosol was obtained in excellent yield (>99% m.c., 96% isolated yield) in 24 h. Starting from a natural substrate and employing enzymatic approaches, the final hydroxytyrosol can be claimed and commercialized as natural too, thus increasing its market value.
oleuropein; multi-enzymatic reaction; β -glycosidase; MsAcT; hydroxytyrosol; biocatalysis
Settore CHIM/10 - Chimica degli Alimenti
Settore CHIM/06 - Chimica Organica
PSR2015-1716SDALL_M - PIANO DI SOSTEGNO ALLA RICERCA 2015-2017 - TRANSITION GRANT LINEA 1A PROGETTO "UNIMI PARTENARIATI H2020" - DALLAVALLE, SABRINA - PSR2015-17 - Piano di sviluppo di ricerca 2015-17 - 2016
ANTIOXIDANTS
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/901308
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