Accession Number:

AD0614508

Title:

BIOSYNTHESIS OF MUSTARD OIL GLUCOSIDES: V. FORMATION OF GLUCONASTURTIIN FROM L-GAMMAPHENYLBUTYRINE-C(14)-N(15) IN WATERCRESS,

Descriptive Note:

Corporate Author:

NATIONAL RESEARCH COUNCIL OF CANADA SASKATOON (SASKATCHEWAN) PRAIRIE REGIONAL LAB

Personal Author(s):

Report Date:

1964-08-12

Pagination or Media Count:

9.0

Abstract:

C14-Labelled compounds were fed to watercress Nasturtium officinale R. Br. and their efficiency as precursors of the aglycone portion of gluconasturtiin compared. Phenylalanine-2- and -3-C14 and sodium acetate-2-C14 were efficient precursors of the aglycone but neither compound was as efficient a precursor as gamma-phenylbutyrine 2-amino-4-phenylbutyric acid. Approximately 40 of the C14 from gamma-phenylbutyrine-2- or -3-C14 was incorporated into the aglycone side chain. Results of studies with doubly labelled L-gamma-phenylbutyrine-C14-N15 show that theamine nitrogen is incorporated directly into the thioglucoside. Evidence that indicates that D-gamma-phenylbutyrine is converted to its L-isomer by the plant is also presented. The results of an isotope competition experiment provide some evidence for the existence of a chain-lengthening pathway analogous to the formation of leucine from valine for the biosynthesis of gamma-phenylbutyrine from phenylalanine and acetate in watercress. Author

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Distribution Statement:

APPROVED FOR PUBLIC RELEASE