Studies on the Biosynthesis of Bovilactone-4,4 and Related Fungal Meroterpenoids

Autor:	Wolfgang Steglich, Martin Lang, Andrea Mühlbauer, Erhard Jägers
Rok vydání:	2008
Předmět:	Catechol Suillus biology Stereochemistry Organic Chemistry Metabolism biology.organism_classification De novo synthesis chemistry.chemical_compound Geranylgeranylation Biochemistry Biosynthesis chemistry Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2008:3544-3551
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200800232
Popis:	The initial step in the biosynthesis of suillin (1), boviquinone-4 (2) and bovilactone-4,4 (3) in Suillus species is the geranylgeranylation of 3,4-dihydroxybenzoic acid at the 2-position. Feeding experiments with advanced precursors have identified boviquinone-4 and deacetylsuillin (9) as building blocks for the dilactone and catechol moieties, respectively, of bovilactone-4,4 (3). In order to explain the failure of boviquinone-4 (2) to incorporate side-chain-labelled deacetylsuillin (9#), an alternative sequence for the formation of 2 is proposed. During these experiments an interesting change in metabolism was noticed: after administration of larger quantities of aromatic carboxylic acids, the boviquinone-4 present in the fruit bodies disappeared and de novo synthesis of bovilactone-4,4 occurred. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Databáze:	OpenAIRE
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