Comparison of cytokinin activities of naturally occurring ribonucleosides and corresponding bases

Ruth Y. Schmitz; Folke Skoog; Sidney M. Hecht; Robert M. Bock; Nelson J. Leonard

doi:10.1016/0031-9422(72)85006-4

Comparison of cytokinin activities of naturally occurring ribonucleosides and corresponding bases

Ruth Y. Schmitz, Folke Skoog, Sidney M. Hecht, Robert M. Bock, Nelson J. Leonard

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

Abstract

Cytokinin activities in the tobacco bioassay have been determined for four adenosine derivatives known to be components of wheat germ tRNA: 6-(4-hydroxy-3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(4-hydroxy-3-methyl-2-butenylamino)- 2-methylthio-9-β-d-ribofuranosylpurine, and 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-d-ribofuranosylpurine. Also determined and compared with the four natural components of tRNA were the activities of the four 3-methylbutylamino analogs of the naturally occurring species and the eight substituted purines corresponding to both sets of ribonucleosides. The systematic structural modifications within this group of sixteen compounds were reflected in the variations in cytokinin activity with the level of modification.

Original language	English (US)
Pages (from-to)	1603-1610
Number of pages	8
Journal	Phytochemistry
Volume	11
Issue number	5
DOIs	https://doi.org/10.1016/0031-9422(72)85006-4
State	Published - May 1972
Externally published	Yes

Keywords

Cytokinins
natural ribonucleosides
plant hormones, activity comparisons

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/0031-9422(72)85006-4

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@article{552df009a4314950af1d80b09be352a5,

title = "Comparison of cytokinin activities of naturally occurring ribonucleosides and corresponding bases",

abstract = "Cytokinin activities in the tobacco bioassay have been determined for four adenosine derivatives known to be components of wheat germ tRNA: 6-(4-hydroxy-3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(4-hydroxy-3-methyl-2-butenylamino)- 2-methylthio-9-β-d-ribofuranosylpurine, and 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-d-ribofuranosylpurine. Also determined and compared with the four natural components of tRNA were the activities of the four 3-methylbutylamino analogs of the naturally occurring species and the eight substituted purines corresponding to both sets of ribonucleosides. The systematic structural modifications within this group of sixteen compounds were reflected in the variations in cytokinin activity with the level of modification.",

keywords = "Cytokinins, natural ribonucleosides, plant hormones, activity comparisons",

author = "Schmitz, {Ruth Y.} and Folke Skoog and Hecht, {Sidney M.} and Bock, {Robert M.} and Leonard, {Nelson J.}",

note = "Funding Information: * Supported at the University of Wisconsin by NSF Research Grant GB 25812 and by the Research Corm&&~ of the Graduate School with funds from the Wisconsin Alumni Research Foundation. Supported at the University of Illinois by NIH Research Grant GM-05829 and GM-12395. t NIH Predoctoral Fellow, 1967-1970. NIH Postdoctoral Fellow, 1970-1971. Present address: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Mass. 02139, U.S.A. {\textquoteright} F. SKOOG and D. J. ARMSTRONGA. nn. Rev. Plant Physiol. 21. 359 (1970). z N. J. LEONARD, Trans.M orris Ckmty Res. Council1 ; 11 (1965). 3 N. J. LEONARDS, . ACHMATOWICZR, . N. L,OEPPKYK, . L. CARRAWAYW, . H. A. GRIMM,A. SZWEYKOWSKA, H. Q. HAMZI and F. SKOOG,P roc. Natl. Acad. Sci. U.S. 56,709 (1966). 4 H. G. ZACHAU, D. DUTTING and H. FELDMANA, ngew.C hem.7 8,392 (1966). 5 K. BIEMANNS, . TSUNAKAWAJ, . SONNENBICHLEHR., FELDMAND, . D~~TTINGa nd H. G. ZACHAU, Angew. Chem. 78, 600 (1966).",

year = "1972",

month = may,

doi = "10.1016/0031-9422(72)85006-4",

language = "English (US)",

volume = "11",

pages = "1603--1610",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Limited",

number = "5",

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T1 - Comparison of cytokinin activities of naturally occurring ribonucleosides and corresponding bases

AU - Schmitz, Ruth Y.

AU - Skoog, Folke

AU - Hecht, Sidney M.

AU - Bock, Robert M.

AU - Leonard, Nelson J.

N1 - Funding Information: * Supported at the University of Wisconsin by NSF Research Grant GB 25812 and by the Research Corm&&~ of the Graduate School with funds from the Wisconsin Alumni Research Foundation. Supported at the University of Illinois by NIH Research Grant GM-05829 and GM-12395. t NIH Predoctoral Fellow, 1967-1970. NIH Postdoctoral Fellow, 1970-1971. Present address: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Mass. 02139, U.S.A. ’ F. SKOOG and D. J. ARMSTRONGA. nn. Rev. Plant Physiol. 21. 359 (1970). z N. J. LEONARD, Trans.M orris Ckmty Res. Council1 ; 11 (1965). 3 N. J. LEONARDS, . ACHMATOWICZR, . N. L,OEPPKYK, . L. CARRAWAYW, . H. A. GRIMM,A. SZWEYKOWSKA, H. Q. HAMZI and F. SKOOG,P roc. Natl. Acad. Sci. U.S. 56,709 (1966). 4 H. G. ZACHAU, D. DUTTING and H. FELDMANA, ngew.C hem.7 8,392 (1966). 5 K. BIEMANNS, . TSUNAKAWAJ, . SONNENBICHLEHR., FELDMAND, . D~~TTINGa nd H. G. ZACHAU, Angew. Chem. 78, 600 (1966).

PY - 1972/5

Y1 - 1972/5

N2 - Cytokinin activities in the tobacco bioassay have been determined for four adenosine derivatives known to be components of wheat germ tRNA: 6-(4-hydroxy-3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(4-hydroxy-3-methyl-2-butenylamino)- 2-methylthio-9-β-d-ribofuranosylpurine, and 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-d-ribofuranosylpurine. Also determined and compared with the four natural components of tRNA were the activities of the four 3-methylbutylamino analogs of the naturally occurring species and the eight substituted purines corresponding to both sets of ribonucleosides. The systematic structural modifications within this group of sixteen compounds were reflected in the variations in cytokinin activity with the level of modification.

AB - Cytokinin activities in the tobacco bioassay have been determined for four adenosine derivatives known to be components of wheat germ tRNA: 6-(4-hydroxy-3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(3-methyl-2-butenylamino)-9-β-d-ribofuranosylpurine, 6-(4-hydroxy-3-methyl-2-butenylamino)- 2-methylthio-9-β-d-ribofuranosylpurine, and 6-(3-methyl-2-butenylamino)-2-methylthio-9-β-d-ribofuranosylpurine. Also determined and compared with the four natural components of tRNA were the activities of the four 3-methylbutylamino analogs of the naturally occurring species and the eight substituted purines corresponding to both sets of ribonucleosides. The systematic structural modifications within this group of sixteen compounds were reflected in the variations in cytokinin activity with the level of modification.

KW - Cytokinins

KW - natural ribonucleosides

KW - plant hormones, activity comparisons

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U2 - 10.1016/0031-9422(72)85006-4

DO - 10.1016/0031-9422(72)85006-4

M3 - Article

AN - SCOPUS:0011555580

SN - 0031-9422

VL - 11

SP - 1603

EP - 1610

JO - Phytochemistry

JF - Phytochemistry

IS - 5

ER -

Comparison of cytokinin activities of naturally occurring ribonucleosides and corresponding bases

Abstract

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