Indol-3yl-acetic acid

M. E. Brown, R. M. Jack.son, and S. K. Burlingham, Effects produced on tomato plants by seed or root treatment with gibberellic acid and indol-3yl-acetic acid. Journal of Experimental Botany /9 544 (1968). 

Indole indol-3yl acetic acid, 4 indol-3yl butyric acid... 

The scope of this initiation reaction may be widened by using an arylamino-acetic acid derivative as the electron donor, with the same sensitisers, and of these indol-3yl-acetic acid (IAA) is experimentally convenient. In these cases it is thought that the initiating radicals arise via decarboxylation following the normal photoinduced electron transfer. Quantum yields for initiation by the combination FL/DME, FL/IAA and NMA/IAA lie in the range 0.1—0.2 and it is clear that this technique affords a new versatile range of initiating systems for radical polymerization. 

GC-MS Quantifications of Free and Ester Indol-3yl-Acetic Acid in Relation to Root Growth and Gravitropism... 

Eliezer J, Morris DA (1979) Effects of temperature and sink activity on the transport of " C-labelled indol-3yl-acetic acid in the intact pea plant Pisum sativum L.) Planta 147 216-224... 

Coombe BG (1976) The development of fleshy fruits. Annu Rev Plant Physiol 27 207-228 Eeuwens CJ, Schwabe WW (1975) Seed and pod wall development in Pisum sativum L. in relation to extracted and applied hormones. J Exp Bot 26 1-14 Elisezer J, Morris DA (1979) Effects of temperature and sink activity on the transport of " C-labelled indol-3yl-acetic acid in the intact pea plant Pisum sativum L.). Planta 147 216-224... 

Isoenzymes of enzymes involved in the first step of a branched biosynthetic pathway may differ in their sensitivity to inhibitors. Thus the enzyme aspartate kinase catalyses in Escherichia coli the first step in the synthesis of lysine, methionine and threonine. Three isoenzymes occur, the synthesis and activity of one is suppressed by L-lysine, the activity of the second is depressed by L-threonine and the activity of the third by homoserine (an intermediate in methionine biosynthesis). Thus accumulation of L-lysine or L-threonine suppresses their own further S3mthesis but does not prevent the activity of the aspartokinase isoenzyme involved in methionine synthesis. Again peroxidase isoenzymes differ in their activity in destroying indol-3yl-acetic acid (lAA) and the pattern of peroxidase isoenzymes can be altered by feeding lAA or gibberellic acid (GA) to plant tissues. 

Subsequent work showed that the substance synthesised in the coleoptile tip and moving from there to initiate expansion in the cells below was indol-3yl-acetic acid (lAA) (Fig. 9.8), that the cells of the coleoptile could not embark upon cell expansion in the absence of an external supply of this substance and that it was effective in minute (catalytic) amount. lAA, by its activity at great dilution and by expressing a physiological effect at a site spacially removed from its site of synthesis clearly called to mind the animal hormones and hence was described as a plant growth hormone. 

Indol-3yl-acetic acid (lAA) also in dolylacetonitrile, indole aldehyde and other indole derivatives, some of which have still to he chemically characterised. 

AG° = change in Gibbs free energy of a reaction if negative, energy is released if positive, energy must be supplied AG = AG° for a reaction in solution under standard conditions but at a specified pH (here pH 7-0) lAA = indol-3yl-acetic acid IPP = isopentenyl pyrophosphate J = fluxes of ions Km = Michaelis constant... 

To a solution of the S-(+)-4-acethoxy-9-[2-(5-ethyl-l,2,3,6-tetrahydro-pyridin-3yl)-l-(lH-indol-2-yl)-l-methoxycarbonyl-ethyl]-3a-ethyl-5-hydroxy-8-methoxy-6-methyl-3a,4,5,5a,6,ll,12,12b-octahydro-lH-6,12a-diaza-indeno[7,l-ca]fluorene-5-carboxylic acid methyl ester in dioxane and glacial acetic acid was added 37% aqueous formaldehyde and the mixture stirred at 35°C for 24 h. The solution was evaporated in vacuo and the residue suspended in chloroform and washed with cold aqueous 5% K2C03 solution. The chloroform layer was dried (MgS04), filtered, and evaporated. The residue was chromatographed eluting with EtOAc/MeOH, 10% NH4OH to give the product navelbine. 

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