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Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1975 Sep;72(9):3508–3512. doi: 10.1073/pnas.72.9.3508

Anticytokinin activity of substituted pyrrolo[2,3-d]pyrimidines

Folke Skoog *, Ruth Y Schmitz *, Sidney M Hecht , R Bruce Frye
PMCID: PMC433024  PMID: 16592277

Abstract

Ten substituted pyrrolo[2,3-d]pyrimidines were tested as cytokinins and anticytokinins in the tobacco bioassay. Eight new anticytokinins were identified and two were found to be highly active. The most potent species were 4-cyclohexylamino- and 4-cyclopentylamino-2-methylthiopyrrolo[2,3-d]pyrimidine, of which 0.05 and 0.009 μM concentrations, respectively, were required to produce detectable inhibition of the growth of tobacco callus cultured on a medium containing 0.003 μM 6-(3-methyl-2-butenylamino)purine. The inhibition of growth by moderate (≤6.6 μM) concentrations of these compounds was reversible by equal or higher concentrations of 6-(3-methyl-2-butenylamino)purine, but not by indole-3-acetic acid or gibberellic acid. These substituted pyrrolo[2,3-d]pyrimidines were also found to enhance bud formation at high cytokinin concentrations, suggesting that a cytokinin may act at more than one cellular site in exerting its growth-promoting and morphogenetic effects.

Keywords: cytokinin antagonists, tobacco cultures, growth inhibition, bud formation

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Selected References

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