Auxin activity and molecular structure of 2-alkylindole-3-acetic acids

Snjezana Antolic, Eduard Dolusic, Erika K. Kozic, Biserka Kojic-Prodic, Volker Magnus, Michael Ramek, Sanja Tomic

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Abstract

2-Methylindole-3-acetic acid (2-Me-IAA) is a known auxin, but its 2-ethyl homologue has been considered inactive. Here we show that the compound previously bioassayed as '2-ethylindole-3-acetic acid' (2-Et-IAA) was, in fact, 3-(3-methylindol-2-yl)propionic acid. The proper 2-Et-IAA and its 2-(n-propyl) homologue (2-Pr-IAA) are prepared, unambiguously characterized, and their auxin activity is demonstrated in the Avena coleoptile-section straight-growth test. Their half-optimal concentrations are approximately the same as for 2-Me-IAA ...
Original languageEnglish
Pages (from-to)235-252
Number of pages18
JournalPlant Growth Regulation
Volume39
Issue number3
DOIs
Publication statusPublished - 2003

Keywords

  • Conformational analysis
  • 2-Ethylindole-3-acetic acid
  • Indole-3 acetic acid
  • Auxin
  • X-ray crystallography
  • 2-Propylindole-3-acetic acid

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  • Molecular recognition of the plant hormone auxin is still a puzzle

    Kojic-Prodic, B., Magnus, V., Tomic, S., Antolic, S., Salopek-Sondi, B., Dolusic, E. & Bertosa, B., 2002, Abstracts, XIX Congress and General Assembly of the International Union of Crystallography, Geneva, Switzerland, 06.-15.08.2002. Vol. A58. p. C139-C139 1 p. (Acta Crystallographica; vol. A58).

    Research output: Contribution in Book/Catalog/Report/Conference proceedingConference contribution

  • Biotinylated indoles as probes for indole-binding proteins

    Dolusic, E., Kowalczyk, M., Magnus, V., Sandberg, G. & Normanly, J., 2001, In: Bioconjugate Chemistry. 12, 2, p. 152-162 11 p.

    Research output: Contribution to journalArticlepeer-review

  • Molekularna struktura i auksinska aktivnost 2-alkilindol-3-octenih kiselina

    Translated title of the contribution: Molecular structure and auxin activity of 2-alkyl-indole-3-acetic acidsAntolic, S., Dolusic, E., Kojic-Prodic, B., Kozic, E. & Magnus, V., 2000, p. Zbornik sazetaka priopcenja Sedmog hrvatskog bioloskog kongresa, Hvar, Hrvatska, 24.09-29.09.2000, pp. 91-91.

    Research output: Contribution to conferencePoster

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