Synthesis and biological activity of amino acid conjugates of abscisic acid.

Basic Information

ID: ALA1681691

Journal: Bioorg Med Chem

Title: Synthesis and biological activity of amino acid conjugates of abscisic acid.

Authors: Todoroki Y, Narita K, Muramatsu T, Shimomura H, Ohnishi T, Mizutani M, Ueno K, Hirai N.

Abstract: We prepared 19 amino acid conjugates of the plant hormone abscisic acid (ABA) and investigated their biological activity, enzymatic hydrolysis by a recombinant Arabidopsis amidohydrolases GST-ILR1 and GST-IAR3, and metabolic fate in rice seedlings. Different sets of ABA-amino acids induced ABA-like responses in different plants. Some ABA-amino acids, including some that were active in bioassays, were hydrolyzed by recombinant Arabidopsis GST-IAR3, although GST-ILR1 did not show hydrolysis activity for any of the ABA-amino acids. ABA-L-Ala, which was active in all the bioassays, an Arabidopsis seed germination, spinach seed germination, and rice seedling elongation assays, except in a lettuce seed germination assay and was hydrolyzed by GST-IAR3, was hydrolyzed to free ABA in rice seedlings. These findings suggest that some plant amidohydrolases hydrolyze some ABA-amino acid conjugates. Because our study indicates the possibility that different plants have hydrolyzing activity toward different ABA-amino acids, an ABA-amino acid may function as a species-selective pro-hormone of ABA.

CiteXplore: 21310619

DOI: 10.1016/j.bmc.2011.01.019

Patent ID: