Biosynthesis of acetylenic compounds in cultured cells of Asparagus officinalis from [1-13C]- and [U-13C] Glucose.
The biosynthetic pathway of phenolics with an acetylenic group, 4-[5-(4-methoxyphenoxy)-3-penten-1-ynyl]phenol (1) and its related compounds, isolated from suspension-cultured cells of Asparagus officinalis L. (Liliaceae), was studied in feeding experiments using [1-13C]- and [U-13C] glucose. Analyses of the 13C-NMR spectra of the methyl ether and acetate of the 13C-labelled species of 1 indicated that the aromatic rings at both ends of the molecule are formed from shikimic acid. It was also assumed that the acetylenic carbons in the C5 chain could be incorporated together with its adjacent aromatic ring through any phenethyl class compound derived from phenylpropanoids, and the propenylene carbon through glycolysis metabolites with C3 carbon units.
Terada
K
K
Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Hyogo, Japan.
Honda
C
C
Takeyama
S
S
Suwa
K
K
Kamisako
W
W
D000107:Acetylation; D000114:Acetylene / Q000378:metabolism*; D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid; D005947:Glucose / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D010649:Phenylalanine / Q000378:metabolism; D059828:Plant Cells; D010944:Plants / Q000378:metabolism*; D012765:Shikimic Acid / Q000378:metabolism
D012765:Shikimic Acid; D010649:Phenylalanine; D005947:Glucose; D000114:Acetylene