Methyl jasmonate
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IUPAC name
Methyl (1R,2R)-3-Oxo-2-(2Z)-2-
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Other names
Methyl jasmonate
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Identifiers | |
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ECHA InfoCard
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100.013.562 |
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CompTox Dashboard (EPA)
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Properties | |
C13H20O3 | |
Molar mass | 224.3 g/mol |
Appearance | Colorless liquid |
Melting point | < 25 °C (77 °F; 298 K) |
Boiling point | 88 to 90 °C (190 to 194 °F; 361 to 363 K) at 0.1 mmHg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Methyl jasmonate (abbreviated MeJA) is a
Description
Plants produce jasmonic acid and methyl jasmonate in response to many biotic and abiotic stresses (in particular, herbivory and wounding), which build up in the damaged parts of the plant. The methyl jasmonate can be used to signal the original plant’s defense systems or it can be spread by physical contact or through the air to produce a defensive reaction in unharmed plants. The unharmed plants absorb the airborne MeJA through either the stomata or diffusion through the leaf cell cytoplasm. An herbivorous attack on a plant causes it to produce MeJA both for internal defense and for a signaling compound to other plants.[3]
Defense chemicals
MeJA can induce the plant to produce multiple different types of defense chemicals such as
MeJA has been used to stimulate traumatic
Experiments
External application of methyl jasmonate has been shown to induce plant defensive responses against both biotic and abiotic stressors. When treatments of methyl jasmonate were applied to Picea abies (
In an experiment testing the effect of methyl jasmonate treatments on drought tolerance, strawberry plants were shown to alter their metabolism and were better able to withstand water stress and drought conditions by lowering the amount of transpiration, and membrane-lipid peroxidation.[8]
External application of methyl jasmonate has also shown a propensity for inducing an increased resistance to insect herbivory in some agricultural crops, such as brassicas and tobacco. Plants treated with methyl jasmonate and exposed to insect herbivores had significantly lower levels of herbivory, and the insect herbivores had slower development, when compared to untreated plants.[9]
In recent experiments, methyl jasmonate has been shown to be effective at preventing bacterial growth in plants when applied in a spray to the leaves. The
MeJA is also a plant hormone involved in tendril (root) coiling, flowering, seed and fruit maturation. An increase of the hormone affects flowering time, flower morphology and the number of open flowers.[11] MeJA induces ethylene-forming enzyme activity, which increases the amount of ethylene to the amount necessary for fruit maturation.[12]
Increased amounts of methyl jasmonate in plant roots have shown to inhibit their growth.[13] It is predicted that the higher amounts of MeJA activate previously unexpressed genes within the roots to cause the growth inhibition.[12]
Cancer cells
Methyl jasmonate induces
See also
References
- PMID 12850447.
- ^ Christie, William W. (22 May 2014). "Plant oxylipins: Chemistry and biology". Archived from the original on 30 June 2015. Retrieved 11 July 2017.
- ^ PMID 11607107.
- ^ Stanley, D. (February 1998). "Keeping Freshness in Fresh-Cut Produce". Agricultural Research Magazine. United States Department of Agriculture. Retrieved 27 October 2010.
- S2CID 23062454. Retrieved 1 September 2016.
- S2CID 207834105.
- PMID 12857838.
- S2CID 1019939.
- ISSN 1938-2936.
- .
- PMID 20174464.
- ^ PMID 12226307.
- PMID 17513307. Archived from the originalon 25 June 2012. Retrieved 27 October 2010.
- S2CID 2151552. Retrieved 27 October 2010.
External links
- General information about methyl jasmonate
- Jasmonate: pharmaceutical composition for treatment of cancer. US Patent Issued on October 22, 2002
- Plant stress hormones suppress the proliferation and induce apoptosis in human cancer cells, Leukemia, Nature, April 2002, Volume 16, Number 4, Pages 608–616
- Jasmonates induce nonapoptotic death in high-resistance mutant p53-expressing B-lymphoma cells, British Journal of Pharmacology (2005) 146, 800–808. ; published online 19 September 2005