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(S)-(+)-4,4,4-Trifluoro-3-(indole-3-)butyric acid, a novel fluorinated plant growth regulator


, : (S)-(+)-4,4,4-Trifluoro-3-(indole-3-)butyric acid, a novel fluorinated plant growth regulator. Experientia 51(7): 721-724

Racemic 4,4,4-trifluoro-3-(indole-3-)butyric acid (TFIBA) has been synthesized and shown to inhibit oat coleoptile elongation. (S)-(+)-TFIBA, which was prepared by an enzymatic method, promoted root growth of Chinese cabbage, lettuce and rice plants.

Accession: 002549630

DOI: 10.1007/bf01941269

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Related references

Katayama, M.; Gautam, R.K., 1997: Synthesis and biological activities of fluorinated plant growth regulators, 4,4,4-trifluoro-3- butyric acids and 4,4,4-trifluoro-3- butyric acid bearing a methyl group on the indole nucleus. Four methyl-substituted 4,4,4-trifluoro-3-(3-indolyl)butyric acids (Me-TFIBAs, 1a, 1c, 1e, 1f) and 4,4,4-trifluoro-3-(3-methyl-2-indolyl)butyric acid (3-Me-TFIBA-2, 1g) were synthesized as fluorinated plant growth regulators respectively from meth...

Katayama, M.; Gautam, R.K., 1997: Synthesis and biological activities of fluorinated plant growth regulators, 4,4,4-trifluoro-3-(3-indolyl)butyric acids and 4,4,4-trifluoro-3-(2-indolyl)butyric acid bearing a methyl group on the indole nucleus. Four methyl-substituted 4,4,4-trifluoro-3-(3-indolyl)butyric acids (Me-TFIBAs) and 4,4,4-trifluoro-3-(3-methyl-2-indolyl)butyric acid (3-Me-TFIBA-2) were synthesized as fluorinated plant growth regulators from methyl-substituted indoles and triflu...

Katayama, M.; Kato, K.; Kimoto, H.; Fujii, S., 1995: -4,4,4-trifluoro-3- butyric acid, a novel fluorinated plant growth regulator. Racemic 4,4,4-trifluoro-3-(indole-3-)butyric acid (TFIBA) has been synthesized and shown to inhibit Avena coleoptile elongation. (S)-( +)-TFIBA (fig. 1), which was prepared by an enzymatic method and markedly promotes root growth of Chinese cabbag...

Kato, K.; Katayama, M.; Gautam, R.K.; Fujii, S.; Kimoto, H., 1993: Enzymatic preparation of both enantiomers of 4,4,4-trifluoro-3-(indole-3-)butyric acid, a novel plant growth regulator. Efficient optical resolution of both enantiomers of 4,4,4-trifluoro-3-(indole-3-)butyric acid (TFIBA) was achieved by 2 enzyme-catalysed steps using lipase AK (from Pseudomonas sp.). S-(+)-TFIBA and R-(-)-TFIBA ethyl ester were prepared with 98% e...

Anonymous, 2008: Effects of a plant growth regulator 4,4,4-trifluoro-3-(indole-3-)-butyric acid on thickening growth of radish hypocotyl

Kato, K.; Katayama, M.; Fujii, S.; Kimoto, H., 1996: Effective preparation of optically active 4,4,4-trifluoro-3-(indole-3-) butyric acid, a novel plant growth regulator, using lipase from Pseudomonas fluorescens. Optical resolution of 4,4,4-trifluoro-3-(indole-3-)butyric acid (TFIBA), a novel plant growth regulator, was achieved by Pseudomonas fluorescens lipase (lipase AK)-catalysed enantioselective hydrolysis of its trifluoroethyl ester. Compared with th...

Katayama, M.; Gautam, R.K., 1996: Synthesis and biological activities of substituted 4,4,4-trifluoro-3-(indole-3-)butyric acids, novel fluorinated plant growth regulators. Substituted 4,4,4-trifluoro-3-(indole-3-)butyric acids (TFIBAs), were easily synthesized from substituted 2,2,2-trifluoro-1-(indole-3-)ethanols. The synthetic substituted TFIBAs showed marked root growth-promoting activity toward Chinese cabbages,...

Katayama, M.; Gautam, R.K., 1996: Synthesis and Biological Activities of Substituted 4,4,4-Trifluoro-3-(indoIe-3-)butyric Acids, Novel Fluorinated Plant Growth Regulators. Substituted 4,4,4-trifluoro-3-(indole-3-)butyric acids (TFIBAs), novel fluorinated plant growth regulators, were easily synthesized from substituted 2,2,2-trifluoro-l-(indole-3-)ethanols. The synthetic substituted TFIBAs showed marked root growth-...

Zhang, N.; Hasenstein, K.H.; Zhou, X., 2000: The effect of indole-3-butyric acid and 4,4,4-trifluoro-3- butyric acid on microtubules in root elongation of Lactuca sativa. Plant Biology (Rockville) : 69

Kato, K.; Katayama, M.; Gautam, R.K.; Fujii, S.; Fukaya, H.; Kimoto, H., 1995: A facile preparation of enantiomers of ethyl 4,4,4-trifluoro-3-(indole-3-)butyrate, a novel plant growth regulator. Malonic ester synthesis combined with lipase-catalyzed enantioselective partial hydrolysis was used to prepare enantiomers of ethyl 4,4,4-trifluoro-3-(indole-3-)butyrate, a novel plant growth regulator recently shown to have growth-promoting activ...