Synthesis of 2-methylthio-cis- and trans-ribosylzeatin and their isolation from Pisum tRNA |
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| Authors: | Hendrik J Vreman Ruth Y Schmitz Folke Skoog Anthony J Playtis Charles R Frihart Nelson J Leonard |
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| Institution: | Institute of Plant Development, Birge Hall, University of Wisconsin, Madison, WI 53706, U.S.A.;Roger Adams Laboratory, School of Chemical Sciences, University of Illinois, Urbana, IL 61801 U.S.A. |
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| Abstract: | The cis isomer of 6-(4-hydroxy-3-methyl-2-butenylamino)-2-methylthiopurine and its 9-β- and 9-α-d-ribofuranosyl derivatives have been synthesized and their physical and spectroscopic properties are described. The biological activities of these compounds have been determined in the tobacco bioassay and are compared with those of 6-(4-hydroxy-3-methyl-trans-2-butenylamino)-2-methylthiopurine and its β-ribofuranoside. The 6-(4-hydroxy-3-methyl-2-butenylamino)-2-methylthio-9-β-d-ribofuranosylpurine (ms-ribosylzeatin) isolated from a Pisum tRNA preparation was shown to consist of both isomers, which were separated by TLC and identified by comparisons of UV and MS with those of the synthetic compounds. |
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| Keywords: | Leguminosae pea biological activity cytokinins |
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