Abstract

N-Hydroxytryptophan (α-hydroxyamino-β-indolyl-3-propionic acid) was chemically synthesized. On a mole basis, its relative biological activity in comparison with indole-3-acetic acid at sub-optimal concentrations is: oat coleoptile curvature test=0.129; oat first internode test=0.089 and linseed root growth inhibition test=0.022. Infiltration of N-hydroxytryptophan into oat coleoptile sections leads to the production of indoleacetaldehyde oxime, indoleacetaldehyde and indoleacetic acid. It is suggested that tryptophan could be metabolized in oat coleoptiles to indole-3-acetic acid via N-hydroxytryptophan, indoleacetaldehyde oxime and indoleacetaldehyde.

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