engleski

Preparing tagged and carrier-linked indole-3-acetic acid (auxin) by adding an aminoethyl group on the indole ring

Indole-3-acetic acid is a universally distributed biomolecule which functions as an important hormone (auxin) in plants and, in humans and mammals, has been implicated in the etiology of liver and kidney diseases, but has also been proposed as a cancer therapeutic. Improved analytical methods are needed, for isolating and quantifying both the compound itself and the response-mediating proteins, such as enzymes, receptors, and transcription factors. Here we introduce 5- and 6-(2-aminoethylindole)-3-acetic acids which can, under mild conditions, be linked via their amino groups to carrier proteins and to a variety of tags. The compounds were synthesized by standard preparative methods. To demonstrate their useful properties they were coupled 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. These were found to recognize biotin conjugates of 6-(2-aminoethylindole)-3-acetic acid at the nanomolar level, as shown by an enzyme-linked immunosorbent assay (ELISA) using streptavidin-coupled alkaline phosphatase/p-nitrophenol phosphate for detection.

auxin; carrier-linked and tagged indole-3-acetic acid; monoclonal antibody; ELISA; 5-(2-aminoethylindole)-3-acetic acid; 6-(2-aminoethylindole)-3-acetic acid

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