Hydrolysis of lndole-3-acetic acid esters exposed to mild alkaline conditions

Bruce G. Baldi, Barbara R. Maher, Jerry D. Cohen

Research output: Contribution to journalArticle

19 Scopus citations

Abstract

Ester conjugates of indole-3-acetic acid are hydrolyzed easily in basic solutions; however, quantitative data have not been available on the relationship between pH and rate of hydrolysis of the known ester conjugates. The use of basic conditions during extraction or purification of IAA by several laboratories suggested that a more systematic analysis of this process was needed. In this report we present data indicating: (a) that measurable hydrolysis of IAA-glucose (from standard solutions) and IAA-esters (from maize kernel extracts) occurs with only a few hours of treatment at pH 9 or above; (b) that the lability of some ester conjugates is even greater than that of IAA-glucose; and (c) that ester hydrolysis of standard compounds, IAA-glucose and IAA-p-nitrophenol, occurs in the 'three phase extraction system' proposed by Liu and Tillberg ([1983] Physiol Plant 57: 441-447). These data indicate that the potential for problems with inadvertent hydrolysis of ester conjugates of IAA exists even at moderate pH values and in the multiphase system where exposure to basic conditions was thought to be limited.

Original languageEnglish (US)
Pages (from-to)9-12
Number of pages4
JournalPlant Physiology
Volume91
Issue number2
StatePublished - Dec 1 1989

Fingerprint Dive into the research topics of 'Hydrolysis of lndole-3-acetic acid esters exposed to mild alkaline conditions'. Together they form a unique fingerprint.

  • Cite this