Isotopic Labeling Experiments Solve the Hedycaryol Problem

Autor:	Houchao Xu, Nathalie D. Lackus, Tobias G. Köllner, Jeroen S. Dickschat
Rok vydání:	2022
Předmět:	Organic Chemistry Physical and Theoretical Chemistry Biochemistry
Zdroj:	Organic Letters. 24:587-591
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.1c04021
Popis:	Hedycaryol is a widespread sesquiterpene alcohol and important biosynthetic intermediate toward eudesmols and guaiols. A full NMR assignment for this compound has been hampered because of the unique molecular mechanics of its conformers in complex mixtures. This problem was solved through the enzymatic synthesis of isotopically labeled materials using a mutated plant and a bacterial enzyme for access to both enantiomers of hedycaryol, which also allowed us to follow the stereochemical course of its Cope rearrangement.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::31d4a4b41023972af1e78176420f5c91 https://doi.org/10.1021/acs.orglett.1c04021 Zobrazit plný text záznamu