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| Publication Type:
| Refereed |
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| Author(s): | Churchill, Grant C.;
Ewan, Bruce;
Reaney, Martin J. T.;
Abrams, Suzanne R.;
Gusta, Lawrence V. |
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| Author Affiliation: | Crop Science Department (G.C.C., M.J.T.R.) and Crop Development Center (B.E., L.V.G.), University of Saskatchewan, Canada; and Plant Biotechnology Institute, National Research Council of Canada, Canada |
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| Title: | Structure-activity relationships of abscisic acid analogs based on the induction of freezing tolerance in bromegrass (Bromus inermis Leyss) cell cultures |
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| Source: | Plant Physiology. Vol. 100, No. 4, December 1992, p. 2024-2029. |
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| Publishing Information: | Lancaster, PA: American Society of Plant Physiologists |
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| # of Pages: | 6 |
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| Keywords: | TIC Keywords: Bromus inermis; Cell culture; Cold resistance; Abscisic acid
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| Abstract/Contents: | "The induction freezing tolerance in bromegrass (Bromus inermis Leyss) cell culture was used to investigate the activity of abscisic acid (ABA) analogs. Analogs were either part of an array of 32 derived from systematic alterations to four regions of the ABA molecule or related, pure optical isomers. Alterations were made to the functional group at C-1 (acid replaced with methyl ester, aldehyde, or alcohol), the configuration at C-2, C-3 (cis double bond replaced with trans double bond), the bond order at C-4, C-5 (trans double bond replaced with a triple bond), and ring saturation (C-2', C-3' double bond replaced with a single bond so that the C-2' methyl and side chain were cis). All deviations in structure from ABA reduced activity. A cis C-2, C-3 double bond was the only substituent absolutely required for activity. Overall, acids and esters were more active than aldehydes and alcohols, cyclohexenones were more active than cyclohexanones, and dienoic and acetylenic analogs were equally active. The activity associated with any one substituent was, however, markedly influenced by the presence of other substituents. cis, trans analogs were more active than their corresponding acetylenic analogs unless the C-1 was an ester. Cyclohexenones were more active than cyclohexanones regardless of oxidation level at C-1. An acetylenic side chain decreased the activity of cyclohexenones but increased the activity of cyclohexanones relative their cis, trans counterparts. Trends suggested that for activity the configuration at C-1' has to be the same as in (S)-ABA, in dihydro analogs the C-2' -methyl and the side chain must be cis, small positional changes of the 7'-methyl are tolerable, and the C-1 has to be at the acid oxidation level." |
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| Language: | English |
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| References: | 27 |
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| Note: | Figures |
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| ASA/CSSA/SSSA Citation (Crop Science-Like - may be incomplete):
Churchill, G. C., B. Ewan, M. J. T. Reaney, S. R. Abrams, and L. V. Gusta. 1992. Structure-activity relationships of abscisic acid analogs based on the induction of freezing tolerance in bromegrass (Bromus inermis Leyss) cell cultures. Plant Physiol. 100(4):p. 2024-2029. |
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