engleski

Aminoethyl-substituted indole-3-acetic acids for the preparation of tagged and carrier-linked auxins

To permit coupling of the plant hormone (auxin), indole-3-acetic acid, to molecular tags and (bio)polymer carriers, its 5- and 6-(2-aminoethyl)derivatives were prepared. The aliphatic nitrogens of 5- and 6-(2-aminoethyl)indole were acetylated and the products were converted to the corresponding 3-(N, N-dimethylamino)methyl derivatives (gramines). These were reacted with cyanide. Saponification of the resulting acetonitriles was accompanied by N-deprotection to yield 5- and 6-(2-aminoethyl)indole-3-acetic acids. The latter were chemically stable and could be linked, via their amino groups, and without prior protection of their carboxyl moieties, to bovine serum albumin and to biotin, including appropriate spacer modules. One of the protein conjugates was used to elicit the formation of monoclonal antibodies which were evaluated using the biotin conjugates in an enzyme-linked immunosorbent assay employing streptavidin-coupled alkaline phosphatase, and thus shown to recognize underivatized indole-3-acetic acid.

plant hormone; auxin; aminoethylindole-3-acetic acid; biotin; monoclonal antibody

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