Zur Biosynthese des Gramins

Dieter, Gross; Lehmann, H.; Schütte, H. R.

doi:10.1016/s0015-3796(17)30047-1

Cited by 17 publications

(1 citation statement)

References 8 publications

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“…The amino acid tryptophan is the primary metabolic substrate for the production of gramine in barley. Studies using radiolabeled precursors proposed 3-aminomethylindole (AMI) and N -methyl-3-aminomethylindole (MAMI) as intermediates in the pathway of biosynthesis of this alkaloid ( Figure 1 ) [ 26 , 27 , 28 , 29 ]. Hordenine derives from the modification of tyrosine which is converted to tyramine via decarboxylation and finally to hordenine via two rounds of methyl transfer ( Figure 1 ) [ 30 , 31 , 32 ].…”

Section: Introductionmentioning

confidence: 99%

A New Fluorescence Detection Method for Tryptophan- and Tyrosine-Derived Allelopathic Compounds in Barley and Lupin

Leite Dias,

Garibay-Hernández,

Brendel

et al. 2023

Plants

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Barley (Hordeum vulgare) is one of the most widely cultivated crops for feedstock and beer production, whereas lupins (Lupinus spp.) are grown as fodder and their seeds are a source of protein. Both species produce the allelopathic alkaloids gramine and hordenine. These plant-specialized metabolites may be of economic interest for crop protection, depending on their tissue distribution. However, in high concentrations they pose a health risk to humans and animals that feed on them. This study was carried out to develop and validate a new method for monitoring these alkaloids and their related metabolites using fluorescence detection. Separation was performed on an HSS T3 column using slightly acidified water-acetonitrile eluents. Calibration plots expressed linearity over the range 0.09–100 pmol/µL for gramine. The accuracy and precision ranged from 97.8 to 123.4%, <7% RSD. The method was successfully applied in a study of the natural range of abundance of gramine, hordenine and their related metabolites, AMI, tryptophan and tyramine, in 22 barley accessions and 10 lupin species. This method provides accurate and highly sensitive chromatographic separation and detection of tryptophan- and tyrosine-derived allelochemicals and is an accessible alternative to LC-MS techniques for routine screening.

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