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[13C]-Specific labeling of 8-2' linked (-)-cis-blechnic, (-)-trans-blechnic and (-)-brainic acids in the fern Blechnum spicantIn vivo administration experiments using stable (13C) and radio (14C) labeled precursors established that the optically active 8-2' linked lignans, (-)-cis-blechnic, (-)-trans-blechnic and (-)-trans-brainic acids, were directly derived from L-phenylalanine, cinnamate, and p-coumarate but not either from tyrosine or acetate. The radiochemical time course data suggest that the initial coupling product is (-)-cis-blechnic acid, which is then apparently converted into both (-)-trans-blechnic and (-)-trans-brainic acids in vivo. These findings provide additional evidence for vascular plant proteins engendering distinct but specific phenolic radical-radical coupling modes, i.e., for full control over phenylpropanoid coupling in vivo, whether stereoselective or regiospecific.
Document ID
20040087804
Acquisition Source
Legacy CDMS
Document Type
Reprint (Version printed in journal)
Authors
Davin, Laurence B.
(Institute of Biological Chemistry, Washington State University Pullman, WA 99164-6340, United States)
Wang, Chang-Zeng
Helms, Gregory L.
Lewis, Norman G.
Date Acquired
August 21, 2013
Publication Date
February 1, 2003
Publication Information
Publication: Phytochemistry
Volume: 62
Issue: 3
ISSN: 0031-9422
Subject Category
Life Sciences (General)
Funding Number(s)
CONTRACT_GRANT: RR0631401
CONTRACT_GRANT: RR12948
Distribution Limits
Public
Copyright
Other
Keywords
NASA Discipline Plant Biology
Non-NASA Center

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