183948-77-8

Usage

Uses

Used in Plant Biology Research:
(+/-)-Jasmonic acid-9,10-D2 methyl ester is used as a research tool for studying the metabolism, function, and signaling pathways of jasmonic acid in plants. Its stable isotope labeling allows for precise tracking and analysis of the compound's behavior within plant systems.
Used in Plant Defense and Stress Response Studies:
(+/-)-Jasmonic acid-9,10-D2 methyl ester is utilized to investigate the role of jasmonic acid in plant defense mechanisms and stress responses. By employing this labeled compound, researchers can gain insights into how plants react to various environmental challenges and develop strategies to improve their resilience.
Used in Plant Metabolism Analysis:
(+/-)-Jasmonic acid-9,10-D2 methyl ester serves as a valuable resource for analyzing the metabolic pathways involving jasmonic acid in plants. This helps in understanding the complex interactions between different metabolic processes and the regulation of plant growth and development.
Used in Plant Hormone Interaction Studies:
(+/-)-Jasmonic acid-9,10-D2 methyl ester is employed to explore the interactions between jasmonic acid and other plant hormones. This research can provide valuable information on the intricate hormonal networks that govern various aspects of plant life, such as growth, reproduction, and adaptation to environmental conditions.

Upstream product

• 29119-47-9 (2R*,3S*)-3-methoxycarbonylmethyl-2-(2-pentynyl)cyclopentanone 
• 186581-53-3 diazomethane 
• 183948-71-2 [3,4α,7,9,10-(2)H5]-iso-jasmonic acid 
• 29119-44-6 2-(pent-2-ynyl)-cyclopent-2-enone 

Downstream Products

• 183948-71-2 (+/-)-2-(2,3-2H2)jasmonic acid 

Relevant academic research and scientific papers

Biosynthesis of jasmonic acid in a plant pathogenic fungus, Lasiodiplodia theobromae

Jasmonic acid (JA) is a plant hormone that plays an important role in a wide variety of plant physiological processes. The plant pathogenic fungus, Lasiodiplodia theobromae also produces JA; however, its biosynthesis in this fungus has yet to be explored. Administration of [1-13C] and [2- 13C] NaOAc into L. theobromae established that JA in this fungus originates from a fatty acid synthetic pathway. The methyl ester of 12-oxo-phytodienoic acid (OPDA) was detected in the culture extracts of L. theobromae by GC-MS analysis. This finding indicates the presence of OPDA (a known intermediate of JA biosynthesis in plants) in L. theobromae. 2H NMR spectroscopic data of JA produced by L. theobromae with the incorporation of [9,10,12,13,15,16-2H6] linolenic acid showed that five deuterium atoms remained intact. In plants, this is speculated to arise from JA being produced by the octadecanoid pathway. However, the observed stereoselectivity of the cyclopentenone olefin reduction in L. theobromae was opposite to that observed in plants. These data suggest that JA biosynthesis in L. theobromae is similar to that in plants, but differing in the facial selectivity of the enone reduction.

Preparation of (±)-2-(2,3-2H2) jasmonic acid and its methyl ester, methyl (±)-2-(2,3-2H2)jasmonate

For use as the internal standards in a quantitative analysis of natural jasmonic acid (JA) and methyl jasmonate (JAMe) by gas chromatography-mass spectrometry-selected ion monitoring, (±)-2-(2,3-2H2)JA and its methyl ester, (±)-2-(2,3-2H2)JAMe, were efficiently prepared from 2-(2-pentyl)- 2-cyclopentenone through catalytic semi-deuteriogenation of acetylenic intermediates with deuterium gas in pyridine.