Formyl migration product of chanoclavine-I aldehyde in the presence of the old yellow enzyme FgaOx3 from Aspergillus fumigatus a NMR structure elucidation

Formyl migration product of chanoclavine-I aldehyde in the presence of the old yellow enzyme FgaOx3 from Aspergillus fumigatus : a NMR structure elucidation

Copyright © 2011 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 49(2011), 10 vom: 30. Okt., Seite 678-81
1. Verfasser: Xie, Xiulan (VerfasserIn)
Weitere Verfasser: Wallwey, Christiane, Matuschek, Marco, Steinbach, Klaus, Li, Shu-Ming
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2011
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Letter Research Support, Non-U.S. Gov't Aldehydes Ergolines chanoclavine 32X6F73RE2 NADPH Dehydrogenase EC 1.6.99.1
Beschreibung
Zusammenfassung:Copyright © 2011 John Wiley & Sons, Ltd.
A previous study showed that together with the festuclavine synthase FgaFS, the old yellow enzyme FgaOx3 from Aspergillus fumigatus catalyzed the conversion of chanoclavine-I aldehyde to festuclavine in the biosynthesis of ergot alkaloids. In the absence of FgaFS, a mixture containing two compounds with a ratio of 7:3 was detected in the enzyme assay of FgaOx3. NMR experiments including (DQF)-COSY, HSQC, HMBC and NOESY identified their structures as E/Z isomers of N-methyl-N-[(5R,10R)-10-(2-oxo-propyl)-2,4,5,10-tetrahydrobenzo[cd]indol-5-yl]formamide and proved the migration of the formyl group at C-8 in chanoclavine I-aldehyde to N-6 in the identified products
Beschreibung:Date Completed 04.05.2012
Date Revised 19.11.2015
published: Print-Electronic
Citation Status MEDLINE
ISSN:1097-458X
DOI:10.1002/mrc.2796