Indole-a-acetic acid is well known as an inducer as well as an inhibitor of several growth and differentiative processes in plants, lower metazoa, and microorganisms. The principle of unity in biology suggests that these diverse effects of indole-3-acetic acid may all be consequences of interference with a common reaction or series of reactions; therefore, the study of the action of indolea-ace...

A new metabolite of the plant growth substance indole-3-acetic acid has been extracted from Zea mays seedlings and characterized as the 7'-O-beta-D-glucopyranoside of 7-hydroxy-2-oxindole-3-acetic acid. This compound was the major product formed from [5-3H] 2-oxindole-3-acetic acid, incubated with intact plants or root and coleoptile sections. Identification was by gas chromatography-mass spect...

Homogenates of pea (Pisum sativum L., var. Alaska) seedlings exposed to (14)C-indole-3-acetic acid or (14)C-3-methyleneoxindole, an oxidation product of indole-3-acetic acid, were extracted with phenol. In both cases 90% of the bound radioactivity was found associated with the protein fraction and 10% with the water-soluble, ethanol-insoluble fraction. The binding of radioactivity from (14)C-in...

A general gas chromatography/mass spectrometry (MS)-based screen was performed to identify catabolites and conjugates of indole-3-acetic acid (IAA) during vegetative growth of Arabidopsis. This experiment revealed the existence of two new conjugates: N-(indole-3-acetyl)-alfa-alanine (IA-Ala) and N-(indole-3-acetyl)-alfa-leucine (IA-Leu). A method for quantitative analysis of IAA metabolites in ...

Tosyl esters of Indole acetic acid and Naphthalene acetic acid were prepared by treating the acids with ptoluenesulfonyl chloride in the presence of a strong base triethylamine. The synthesized compounds were identified by TLC technique. IR and 1 H-NMR spectral measurements were carried out to characterize and elucidate the structure of the synthesized compounds. Anti microbial activity on the ...

The recently reported growth-promoting ability of 3-methyl-eneoxindole was examined in order to test the hypothesis that indole-3-acetic acid acts as a growth promoter only after oxidative conversion to 3-methyleneoxindole. Methyleneoxindole was synthesized from indole-3-acetic acid and N-bromosuccinimide, and its identity was confirmed by ultraviolet absorption, infrared absorption, mass spect...

Indole-3-acetyl-myo-inositol galactoside labeled with 3H in the indole and 14C in the galactose moieties was applied to kernels of 5 day old germinating seedlings of Zea mays. Indole-3-acetyl-myo-inositol galactoside was not transported into either the shoot or root tissue as the intact molecule but was instead hydrolyzed to yield [3H]indole-3-acetyl-myo-inositol and [3H]indole-3-acetic acid w...

A new chromophore, 2-(4-nitrophenyl)-1H-indole (NPI), was synthesized as a potential photolabile protecting group. Caged benzoic acids featuring the NPI chromophore were model compounds. Benzoic acid released in moderate yields (~ 40–60%) upon photolysis of caged without any additional chemical reagents. Interestingly, an aldehyde, 1-(5-(1-formyl-1H-indol-2-yl)-2-nitrophenyl)ethyl benzoate, iso...

The oxidation of indole-3-acetic acid by anionic tomato peroxidase was found to be negligible unless reaction mixtures were supplemented with H(2)O(2). The addition of H(2)O(2) to reaction mixtures initiated a period of rapid indole-3-acetic acid oxidation and O(2) uptake; this phase ended and O(2) uptake fell to a low level when the H(2)O(2) was exhausted. The stoichiometry of the reaction, wh...

The photoaffinity labeling agent 5-azidoindole-3-acetic acid, an analog of the endogenous plant hormone indole-3-acetic acid (an auxin), was used to identify indole-3-acetic acid-binding proteins in maize. Two peptides with subunit molecular masses of 24 and 22 kilodaltons are specifically labeled in a saturable manner. Both peptides are slightly acidic and behave as dimers under nondenaturing ...