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L-2-amino-4-phenylbutyric acid and 2-phenylethylglucosinolate, precursors of 2-hydroxy-2-phenylethylglucosinolate

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1016/S0031-9422(00)90161-4
AuthorSearch for: 1; Search for: 1
Affiliation
  1. National Research Council of Canada. Prairie Regional Laboratory
FormatText, Article
SubjectReseda luteola; Resedaceae; glucosinolates; biosynthesis; 2-hydroxy-2-phenylethylglucosinolate
Abstract
The biosynthesis of (S)2-hydroxy-2-phenylethylglucosinolate was studied in Resela luteola L. Labeled compounds (¹⁴C and ¹⁵N) were administered to plant shoots and the incorporation of tracer into either the aglycone or glucosinolate was measured. l-2-Amino-4-phenylbutyric acid was more efficiently converted into (S)2-hydroxy-2-phenylethylglucosinolate than were the stereoisomers of 2-amino-4-hydroxy-4-phenylbutyric acid. The C-2 and amino nitrogen of these precursors were incorporated into the glucosinolate as a unit. The presence of 2-phenylethylglucosinolate in the plant was confirmed. Results of tracer studies supported the biosynthetic scheme: phenylalanine → → 3-benzylmalic acid → → 2-amino-4-phenylbutyric acid → → 2-phenylethylglucosinolate → 2-hydroxy-2-phenylethylglucosinolate.
Publication date
PublisherElsevier
In
  • Phytochemistry 11, no. 6 (June 1972): 1973–1979.
LanguageEnglish
Peer reviewedYes
IdentifierS0031942200901614
NRCC-12269
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Record created2023-10-10
Record modified2023-10-10
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