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Function and stability of abscisic acid acyl hydrazone conjugates by LC-MS2 of ex vivo samples
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Smith, Timothy R., Clark, Andrew J., Napier, R. (Richard), Taylor, Paul C., Thompson, Andrew J. and Marsh, Andrew (2007) Function and stability of abscisic acid acyl hydrazone conjugates by LC-MS2 of ex vivo samples. Bioconjugate Chemistry, Vol.18 (No.4). pp. 1355-1359. doi:10.1021/bc070069x
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Official URL: http://dx.doi.org/10.1021/bc070069x
Abstract
We prepare a biotinylated conjugate of the ubiquitous plant hormone (S)-(+)-abscisic acid via an acyl hydrazone linkage at the C4' position and demonstrate in vivo cleavage of the otherwise stable acyl hydrazone linkage using LC-MS2. As part of a wider chemical genomic study, biological activity of the conjugate was assessed using standard epidermal peel and gravimetric transpiration assays, showing significant activity but at a level lower than the unconjugated hormone. When deuterated samples of the conjugate were fed to the plant, however, it was apparent by LC-MS2 experiments that significant levels of hydrolysis of the acyl hydrazone had taken place, contrary to in vitro stability assays in artificial sap. We conclude that abscisic acid is liberated in sufficient quantities to account for the observed physiological response and that LC-MS2 monitoring of conjugates is a simple and practical method by which such events may be assessed, whether in plants or other organisms.
| Item Type: | Journal Article | ||||
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| Subjects: | Q Science > QD Chemistry | ||||
| Divisions: | Faculty of Science > Chemistry Faculty of Science > Life Sciences (2010- ) > Warwick HRI (2004-2010) |
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| Journal or Publication Title: | Bioconjugate Chemistry | ||||
| Publisher: | American Chemical Society | ||||
| ISSN: | 1043-1802 | ||||
| Official Date: | July 2007 | ||||
| Dates: |
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| Volume: | Vol.18 | ||||
| Number: | No.4 | ||||
| Number of Pages: | 5 | ||||
| Page Range: | pp. 1355-1359 | ||||
| DOI: | 10.1021/bc070069x | ||||
| Status: | Peer Reviewed | ||||
| Publication Status: | Published | ||||
| Access rights to Published version: | Restricted or Subscription Access |
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