Isolation and identification of two cytokinins from Escherichia coli transfer ribonucleic acids

W. J. Burrows; D. J. Armstrong; F. Skoog; S. M. Hecht; J. T.A. Boyle; N. J. Leonard; J. Occolowitz

doi:10.1021/bi00835a057

Isolation and identification of two cytokinins from Escherichia coli transfer ribonucleic acids

W. J. Burrows, D. J. Armstrong, F. Skoog, S. M. Hecht, J. T.A. Boyle, N. J. Leonard, J. Occolowitz

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Abstract

Two nucleosides responsible for cytokinin activity of Escherichia coli transfer ribonucleic acids have been isolated and identified as 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine and 6-(3-methyl-2-butenylamino)-9-β-D-ribofuranosylpurine. The structures of these compounds were assigned on the basis of their ultraviolet and mass spectra, which were identical with those of the correspending synthetic compounds. The ribosides were about equally active in the tobacco bioassay. They were detected at ca. 5 X 10^-3 μM and gave maximum responses at ca. 7 X 10^-1μM. The free base 6-(3-methyl-2-butenylamino)-2-methylthiopurine was detected at ca. 2 X 10^-3 μM as compared with ca. 1 X 10^-4μM as an average value for 6-(3-methyl-2- butenylamino)purine.

Original language	English (US)
Pages (from-to)	3071-3076
Number of pages	6
Journal	Biochemistry
Volume	8
Issue number	7
DOIs	https://doi.org/10.1021/bi00835a057
State	Published - Jul 1 1969
Externally published	Yes

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Biochemistry

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@article{4319db981c7d48de967f0aa14b291c8d,

title = "Isolation and identification of two cytokinins from Escherichia coli transfer ribonucleic acids",

abstract = "Two nucleosides responsible for cytokinin activity of Escherichia coli transfer ribonucleic acids have been isolated and identified as 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine and 6-(3-methyl-2-butenylamino)-9-β-D-ribofuranosylpurine. The structures of these compounds were assigned on the basis of their ultraviolet and mass spectra, which were identical with those of the correspending synthetic compounds. The ribosides were about equally active in the tobacco bioassay. They were detected at ca. 5 X 10-3 μM and gave maximum responses at ca. 7 X 10-1μM. The free base 6-(3-methyl-2-butenylamino)-2-methylthiopurine was detected at ca. 2 X 10-3 μM as compared with ca. 1 X 10-4μM as an average value for 6-(3-methyl-2- butenylamino)purine.",

author = "Burrows, {W. J.} and Armstrong, {D. J.} and F. Skoog and Hecht, {S. M.} and Boyle, {J. T.A.} and Leonard, {N. J.} and J. Occolowitz",

year = "1969",

month = jul,

day = "1",

doi = "10.1021/bi00835a057",

language = "English (US)",

volume = "8",

pages = "3071--3076",

journal = "Biochemistry",

issn = "0006-2960",

publisher = "American Chemical Society",

number = "7",

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T1 - Isolation and identification of two cytokinins from Escherichia coli transfer ribonucleic acids

AU - Burrows, W. J.

AU - Armstrong, D. J.

AU - Skoog, F.

AU - Hecht, S. M.

AU - Boyle, J. T.A.

AU - Leonard, N. J.

AU - Occolowitz, J.

PY - 1969/7/1

Y1 - 1969/7/1

N2 - Two nucleosides responsible for cytokinin activity of Escherichia coli transfer ribonucleic acids have been isolated and identified as 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine and 6-(3-methyl-2-butenylamino)-9-β-D-ribofuranosylpurine. The structures of these compounds were assigned on the basis of their ultraviolet and mass spectra, which were identical with those of the correspending synthetic compounds. The ribosides were about equally active in the tobacco bioassay. They were detected at ca. 5 X 10-3 μM and gave maximum responses at ca. 7 X 10-1μM. The free base 6-(3-methyl-2-butenylamino)-2-methylthiopurine was detected at ca. 2 X 10-3 μM as compared with ca. 1 X 10-4μM as an average value for 6-(3-methyl-2- butenylamino)purine.

AB - Two nucleosides responsible for cytokinin activity of Escherichia coli transfer ribonucleic acids have been isolated and identified as 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine and 6-(3-methyl-2-butenylamino)-9-β-D-ribofuranosylpurine. The structures of these compounds were assigned on the basis of their ultraviolet and mass spectra, which were identical with those of the correspending synthetic compounds. The ribosides were about equally active in the tobacco bioassay. They were detected at ca. 5 X 10-3 μM and gave maximum responses at ca. 7 X 10-1μM. The free base 6-(3-methyl-2-butenylamino)-2-methylthiopurine was detected at ca. 2 X 10-3 μM as compared with ca. 1 X 10-4μM as an average value for 6-(3-methyl-2- butenylamino)purine.

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JO - Biochemistry

JF - Biochemistry

IS - 7

ER -

Isolation and identification of two cytokinins from Escherichia coli transfer ribonucleic acids

Abstract

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