Počet záznamů: 1

Glycosidase-Catalyzed Synthesis of Glycosyl Esters and Phenolic Glycosides of Aromatic Acids

SYSNO ASEP	0506191
Druh ASEP	J - Článek v odborném periodiku
Zařazení RIV	J - Článek v odborném periodiku
Poddruh J	Článek ve WOS
Název	Glycosidase-Catalyzed Synthesis of Glycosyl Esters and Phenolic Glycosides of Aromatic Acids
Tvůrce(i)	Bassanini, I. (IT) Kapešová, Jana (MBU-M) Petrásková, Lucie (MBU-M)_ORCID Pelantová, Helena (MBU-M)_{ORCID, RID} Markošová, K. (SK) Rebroš, M. (SK) Valentová, Kateřina (MBU-M)_{RID, ORCID} Kotík, Michael (MBU-M)_{RID, ORCID} Káňová, Kristýna (MBU-M)_ORCID Bojarová, Pavla (MBU-M)_ORCID Cvačka, Josef (UOCHB-X)_{RID, ORCID} Turková, Lucie (MBU-M) Ferrandi, E. E. (IT) Bayout, I. (IT) Riva, S. (IT) Křen, Vladimír (MBU-M)_{RID, ORCID}
Zdroj.dok.	Advanced Synthesis & Catalysis. - : Wiley - ISSN 1615-4150 Roč. 361, č. 11 (2019), s. 2627-2637
Poč.str.	11 s.
Jazyk dok.	eng - angličtina
Země vyd.	DE - Německo
Klíč. slova	natural product ; glycosylation ; rutinosidase
Vědní obor RIV	EE - Mikrobiologie, virologie
Obor OECD	Organic chemistry
Vědní obor RIV – spolupráce	Mikrobiologický ústav - Organická chemie Ústav organické chemie a biochemie - Organická chemie
CEP	GA18-00150S GA ČR - Grantová agentura ČR
	GA19-00091S GA ČR - Grantová agentura ČR
Způsob publikování	Open access
Institucionální podpora	MBU-M - RVO:61388971 ; UOCHB-X - RVO:61388963
UT WOS	000471070400027
EID SCOPUS	85065415348
DOI	10.1002/adsc.201900259
Anotace	Phenolic glycosides occur naturally in many plants and as such are often present in the human diet. Their isolation from natural sources is usually laborious due to their presence in complex matrices. Their chemical and enzymatic syntheses have been found complex, time-consuming, and costly, yielding only small amounts of glycosylated products. In quest of a convenient biocatalytic route to structurally complex phenolic glycosides, we discovered that the rutinosidase from Aspergillus niger not only efficiently converts hydroxylated aromatic acids (e. g. coumaric and ferulic acids) into the respective phenolic rutinosides, but surprisingly also catalyzes the formation of the respective glycosyl esters. We report here the results of a systematic study presenting the unique synthesis of naturally occurring glycosyl esters and phenolic glycosides accomplished by glycosidase catalysis. A panel of aromatic acids was tested as glycosyl acceptors and the crucial structural features required for the formation of glycosyl esters were identified. In the light of the present structure-activity relationship study, a plausible reaction mechanism was proposed. All the products were fully structurally characterized by NMR and MS.
Pracoviště	Mikrobiologický ústav
Kontakt	Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231
Rok sběru	2020
Elektronická adresa	https://onlinelibrary.wiley.com/doi/full/10.1002/adsc.201900259

Počet záznamů: 1