Armoracia lapathifolia Gilib.

2009 ◽  
Vol 119 (2) ◽  
pp. 88-97 ◽  
Author(s):  
Biljana Balen ◽  
Dubravko Pavoković ◽  
Petra Peharec ◽  
Marijana Krsnik-Rasol

1962 ◽  
Vol 40 (1) ◽  
pp. 1505-1514 ◽  
Author(s):  
E. W. Underhill ◽  
M. D. Chisholm ◽  
L. R. Wetter

Biosynthetic investigations with C14-labelled compounds indicate that the aromatic isothiocyanate moieties of mustard oil glucosides obtained from garden nasturtium (Tropaeolum majus L.) and watercress (Nasturtium officinale R.Br.) are derived from phenylalanine. Similar investigations on sinigrin, the mustard oil glucoside isolated from horseradish (Armoracia lapathifolia Gilib.) demonstrate that glycine is incorporated into allyl isothiocyanate. The methyl carbon of acetate was readily incorporated into sinigrin and gluconasturtium and was found almost exclusively in the 'isothiocyanate carbon'; on the other hand the carboxyl carbon is a poor precursor of sinigrin.


1966 ◽  
Vol 44 (12) ◽  
pp. 1625-1632 ◽  
Author(s):  
M. D. Chisholm ◽  
L. R. Wetter

Five 14C-labeled amino acids were administered to horseradish (Armoracia lapathifolia Gilib.) leaves. Three of the amino acids, DL-homoserine-2-14C, DL-methionine-2-14C, and DL-homomethionine-2-14C (2-amino-5-(methylthio)-valeric acid), were precursors of the aglycone (allyl isothiocyanate) of sinigrin. The other two, DL-allylglycine-2-14C (2-amino-4-pentenoic acid) and DL-2-amino-5-hydroxyvaleric acid-2-14C, were incorporated in insignificant amounts. The relationships of the three efficient precursors are discussed. The syntheses of four 14C-labeled amino acids used in this investigation are described.


1968 ◽  
Vol 46 (8) ◽  
pp. 931-935 ◽  
Author(s):  
L. R. Wetter ◽  
M. D. Chisholm

L-Methionine-35S and DL-cysteine-35S were good sources of sulfur for the biosynthesis of sinigrin in Armoracia lapathifolia Gilib. and were incorporated with approximately the same efficiency. Homomethionine-35S was a slightly poorer source of sulfur than methionine, while taurine-35S was a very poor source. When homomethionine, methionine, and cysteine were employed as sources of sulfur, the distribution of radioactivity between the two sulfur atoms in sinigrin was approximately 80% in the isothiocyanate moiety and 10–15% in the sulfate moiety. When taurine was employed, the distribution was reversed. 1-Thio-β-D-glucose (1-thioglucose) also was a poor source of sulfur for sinigrin. The carbon skeleton of 1-thioglucose was only slightly incorporated into this thioglucoside. The experiments indicated that 1-thioglucose was not a direct precursor of the 1-thioglucosyl residue of sinigrin.The administration of doubly labeled methionine-2-14C-35S clearly demonstrated that this amino acid was not incorporated intact into sinigrin. The carbon-2 and sulfur atoms were metabolized by two different routes.Preliminary studies related to sulfur incorporation into the thioglucosides of Nasturtium officinale R.Br., Tropaeolum majus L., and Reseda luteola L. indicated that there were some differences depending on the source of sulfur; DL-cysteine was a better source of sulfur than either methionine or 1-thioglucose. Tropaeolum majus L. appeared to utilize the sulfur of cysteine for the production of thioglucoside as efficiently as Armoracia lapathifolia Gilib.; however, the other two species utilized the sulfur from the amino acids very poorly.


Plant Science ◽  
1991 ◽  
Vol 75 (2) ◽  
pp. 195-201 ◽  
Author(s):  
Tsutomu Saitou ◽  
Hiroshi Kamada ◽  
Hiroshi Harada

1964 ◽  
Vol 42 (7) ◽  
pp. 1033-1040 ◽  
Author(s):  
M. D. Chisholm ◽  
L. R. Wetter

The administration of C14-labelled compounds to horseradish (Armoracia lapathifolia Gilib.) demonstrated that both methionine and acetate were efficiently incorporated into the aglycone (allyl isothiocyanate) of sinigrin. Chemical degradation of the aglycone showed that the methyl group of acetate appeared in the "isothiocyanate carbon" and that carbons 2, 3, and 4 of methionine were incorporated into carbons 2, 3, and 4 respectively of the aglycone with very little randomization. Homocysteine was the only other compound that was incorporated into the aglycone. Other degradation products of methionine did not appear to be incorporated into allyl isothiocyanate.


2004 ◽  
Vol 59 (3-4) ◽  
pp. 201-204 ◽  
Author(s):  
Wanda Krystyna Mączka ◽  
Agnieszka Mironowicz

In biotransformations carried out under similar conditions enzymatic systems from carrot (Daucus carota L.), celeriac (Apium graveolens L. var. rapaceum) and horse-radish (Armoracia lapathifolia Gilib.) hydrolyzed the ester bonds of acetates of phenols or alicyclic alcohols. Nevertheless, methyl esters of aromatic acids did not undergo hydrolysis. Alcohols were oxidized to ketones in a reversible reaction.


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