Development of 4-methoxy-7-nitroindolinyl (MNI)-caged auxins which are extremely stable in planta.
Bioorg Med Chem Lett
; 25(20): 4464-71, 2015 Oct 15.
Article
em En
| MEDLINE
| ID: mdl-26364943
ABSTRACT
Phytohormone auxin is a master regulator in plant growth and development. Regulation of cellular auxin level plays a central role in plant development. Auxin polar transport system modulates an auxin gradient that determines plant developmental process in response to environmental conditions and developmental programs. Photolabile caged auxins allow optical control of artificial auxin gradients at cellular resolution. Especially, two-photon uncaging system achieves high spatiotemporal control of photolysis reaction at two-photon cross-section. However, the development of caged versions of auxin has been limited by the instability of the caged auxins to higher plant metabolic activities. Here, we describe the synthesis and application of highly stable caged auxins, 4-methoxy-7-nitroindolinyl (MNI)-caged auxins. Natural auxin, indole 3-acetic acid, and two synthetic auxins, 1-NAA and 2,4-D were caged by MNI caging group. MNI-caged auxins showed a high stability in planta and a rapid release the original auxin when photolyzed. We demonstrated that optical control of auxin-responsive gene expression and auxin-related physiological responses by using MNI-caged auxins. We anticipate that MNI-caged auxins will be an effective tool for high-resolution control of endogenous auxin level.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Reguladores de Crescimento de Plantas
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Arabidopsis
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Ácidos Indolacéticos
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Indóis
Idioma:
En
Revista:
Bioorg Med Chem Lett
Ano de publicação:
2015
Tipo de documento:
Article