Abstract
Both enantiomers of α-aminooxy-β-phenylpropionic acid (AOPP), potent inhibitors of L-phenylalanine ammonia-lyase, and their N-benzyloxycarbonyl (N-BOC) derivatives inhibit anthocyanin formation in developing flowers of Ipomoea tricolor Cav. and Catharanthus roseus Don. as well as in seedlings of Brassica oleracea var. caulo-rapa DC (kohlrabi) and B. oleracea var. capitata L. (red cabbage) with little interference with their normal development. Kohlrabi seedlings tolerate up to 0.3 mM L-AOPP and N-BOC-L-AOPP without a reduction of fresh weight or chlorophyll content, while anthocyanin is reduced to less than 20%.
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Abbreviations
- AOPP:
-
α-aminooxy-β-phenylpropionic acid
- N-BOC:
-
N-benzyloxycarbonyl
- PAL:
-
L-phenylalanine ammonia-lyase (EC 4.3.1.5)
References
Amrhein, N., Gödeke, K.-H., Kefeli, V.I.: The estimation of relative intracellular phenylalanine ammonia-lyase (PAL)-activities and modulation in vivo and in vitro by competitive inhibitors. Ber. dtsch. Bot. Ges. 89, 247–259 (1976)
Amrhein, N., Gödeke, K.-H.: α-Aminooxy-β-phenylpropionic acid —a potent inhibitor of L-phenylalanine ammonia-lyase in vitro and in vivo. Plant Sci. Lett. 8, 313–317 (1977)
Amrhein, N.: Novel inhibitors of phenylpropanoid metabolism. In: Proc. 12th FEBS-Meeting, Dresden, GDR (1978), Rapaport, S. ed. Oxford: Pergamon 1978, in press
Havir, E.A., Hanson, K.R.: L-Phenylalanine ammonia-lyase. II. Mechanism and kinetic properties of the enzyme from potato tubers. Biochemistry 7, 1904–1914 (1968)
Scherf, H., Zenk, M.H.: Der Einfluß des Lichtes auf die Flavonoidsynthese und die Enzyminduktion bei Fagopyrum esculentum Moench. Z. Pflanzenphysiol 57, 401–418 (1967)
Whatley, F.R., Arnon, D.I.: Photosynthetic phosphorylation in plants. In: Methods in Enzymology, Vol. VI, pp. 308–313, Colowick, S.P., Kaplan, N.O., eds. New York: Academic Press 1963
Winkenbach, F.: Zum Stoffwechsel der aufblühenden und welkenden Korolle der Prunkwinde Ipomoea purpurea. Ber. Schweiz. Bot. Ges. 80, 374–406 (1970)
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Amrhein, N., Holländer, H. Inhibition of anthocyanin formation in seedlings and flowers by the enantiomers of α-aminooxy-β-phenylpropionic acid and their N-benzyloxycarbonyl derivatives. Planta 144, 385–389 (1979). https://doi.org/10.1007/BF00391582
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DOI: https://doi.org/10.1007/BF00391582