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Stable-isotope labeled metabolites of the phytohormone, indole-3-acetic acid

1, 3-Dicyclohexylcarbodiimide-mediated condensation of [3a, 4, 5, 6, 7, 7a-^1^3C_6]indole-3-acetic acid with the bis(tert-butyl) esters of L-aspartic or L-glutamic acids, followed by removal of the ester groups by dilute alkali, afforded N-([3a, 4, 5, 6, 7, 7a-^1^3C_6]indol-3-ylacetyl)-L-aspartic and N-([3a, 4, 5, 6, 7, 7a-^1^3C_6]indol-3- ylacetyl)-L-glutamic acids, labeled forms of compounds involved in the regulation of plant growth and development. The corresponding conjugates of (R, S)-2, 3-dihydro-2-oxoindole-3-acetic acid, which are likewise of physiological significance, were labeled with ^1^5N in the amino acid moieties and were synthesized via the N-hydroxysuccinimide ester.

plant hormone; auxin; amino acid conjugate; stable isotope labeling; indole-3-acetic acid; 2; 3-dihydro-2-oxoindole-3-acetic acid

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