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Identification and characterization of GABA, proline and quaternary ammonium compound transporters from Arabidopsis thaliana.

Arabidopsis thaliana grows efficiently on GABA as the sole nitrogen source, thereby providing evidence for the existence of GABA transporters in plants. Heterologous complementation of a GABA uptake-deficient yeast mutant identified two previously known plant amino acid transporters, AAP3 and ProT2, as GABA transporters with Michaelis constants of 12.9 +/- 1.7 and 1.7 +/- 0.3 mM at pH 4, respectively. The simultaneous transport of [1-14C]GABA and [2,3-3H]proline by ProT2 as a function of pH, provided evidence that the zwitterionic state of GABA is an important parameter in substrate recognition. ProT2-mediated [1-14C]GABA transport was inhibited by proline and quaternary ammonium compounds.

Amino Acid Transport Systems↗

Evaluation of some azines of aminomethylacetophenones and related quaternary ammonium compounds versus the EMT6 tumour.

Azines derived from 3-dimethylamino-1-phenyl-1-propanone hydrochloride and two ring dimethylaminomethyl-acetophenones as well as the related quaternary ammonium iodides were synthesized. In phosphate buffer ph 7.4/37 degrees C 3-dimethylamino-1-phenyl-1-propanone azine dimethoiodide (2) formed 1-phenyl-3-(3-phenyl-2-pyrazolin-1-yl)-1-propanone. In the presence of a biomimetic thiol, 2-mercaptoethanol, compound 2 gave a bis S-alkylated product namely 3-(2-hydroxyethylthio)-1-phenyl-1-propanone azine. New products were not observed when two quaternary ammonium compounds derived from ring aminomethylacetophenone azines were examined under similar conditions. Six derivatives had moderate activity against the EMT6 tumour in vitro at concentrations of 250-500 mumol.1(-1) and greatest potency was noted with the ring dimethylaminomethylacetophenone azines and related quaternary ammonium compounds at these concentrations.

Acetophenones↗