Synthesis, photostability and bioactivity of 2,3-cyclopropanated abscisic acid.

@article{Wenjian2013SynthesisPA,
  title={Synthesis, photostability and bioactivity of 2,3-cyclopropanated abscisic acid.},
  author={Li Wenjian and Han Xiaoqiang and Xia Yumei and Fan Jinlong and Zhang Yuanzhi and Lu Huizhe and Wang Ming-an and Qin Zhao-hai},
  journal={Phytochemistry},
  year={2013},
  volume={96},
  pages={
          72-80
        }
}
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References

SHOWING 1-10 OF 38 REFERENCES
Synthesis of New Abscisic Acid (ABA) Analogs Possessing a Geometrically Rigid Cyclized Side Chain.
TLDR
The side chain of ABA was replaced with various substituted phenyl groups to examine biological effects of the inflexibility of the part, and some of those new compounds showed ABA-like activity in both seed germination and transpiration assays.
8[prime]-Methylene Abscisic Acid (An Effective and Persistent Analog of Abscisic Acid)
TLDR
The alteration in the ABA structure causes the analog to be metabolized more slowly than ABA, resulting in longer-lasting and more effective biological activity relative to ABA.
Abscisic acid biosynthesis and catabolism.
TLDR
Identification of ABA metabolic genes has revealed that multiple metabolic steps are differentially regulated to fine-tune the ABA level at both transcriptional and post-transcriptional levels.
8′- and 9′-Methoxyabscisic Acids as Antimetabolic Analogs of Abscisic Acid
TLDR
These methoxy-ABAs are the first analogs reported to have higher activity than ABA and were less active in causing stomatal closure than (+)-ABA, and biological activities and 1H-NMR analysis suggest that the activity of methoxy -ABAs involved delayed metabolism, as expected.
A comparative study of the effects of abscisic acid and new terpenoid abscisic acid analogues on plant physiological processes
TLDR
In response to low temperature, the analogue-treated plants showed improved resistance to cold accompanied by a decrease in electrolyte leakage and a reduction in transpiration.
2-Fluoro and 2-Methoxycarbonyl Epoxy-β-ionylideneacetic Acids as Abscisic Acid Analogs
Abscisic acid (ABA) is easily isomerized to inactive trans-ABA by light. To solve this problem, two variations of epoxy-ᵚ-ionylideneacetic acid were synthesized as ABA analogs, each of them having a
Synthesis and Biological Activity of Methyl 3-Demethyl-Abscisate and Its Related Analogs
To elucidate the role of the methyl substituent on the side chain of abscisic acid (ABA), we synthesized (2Z, 4E)-3-demethyl-α-ionylideneacetic acid (4) and its related analogs, methyl
Arabidopsis CYP707As Encode (+)-Abscisic Acid 8′-Hydroxylase, a Key Enzyme in the Oxidative Catabolism of Abscisic Acid1
TLDR
It is established that the CYP707A family plays a key role in regulating the ABA level through the 8′-hydroxylation of (+)-ABA.
Abscisic Acid localization and metabolism in barley aleurone layers.
TLDR
Th Thin layer chromatography of ethanolic or methanolic extracts of the cytosol, which contained greater than 95% of the radioactivity taken up by layers, revealed that labeled ABA was metabolized to phaseic acid (PA) and 4'-dihydrophaseic acid [DPA] and three polar metabolites Mx(1), Mx-2, and Mx (3).
Response of Cultured Maize Cells to (+)-Abscisic Acid, (-)-Abscisic Acid, and Their Metabolites
TLDR
The metabolism and effects of (+)-S- and (-)-R-abscisic acid (ABA) and some metabolites were studied in maize suspension-cultured cells and the results imply that (+)-ABA was oxidized to (-)-PA inside the cell, whereas (-)-A BA was converted to (--7[prime]-HOABA at the cell surface.
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