Investigation of the isomerization of trans- and cis-cinnamic acid in Arabidopsis using stable-isotope-labeled cinnamic acid isomers
Tsuzuki, K.; Suzuki, T.; Nishiyama, K.; Seto, Y.
Show abstract
Cinnamic acid (CA) is a widely distributed metabolite in plant species and is a precursor of many important plant molecules, including lignin, flavonoids, and coumarins. CA exists as both trans and cis isomers; the trans isomer is more stable and common in nature. Previous reports have revealed that the cis isomer of CA (cis-CA) has auxin-like activity when exogenously applied. However, it has also been reported that cis-CA does not function as an auxin but affects its transport. Although these reports suggest a crucial role for cis-CA as an endogenous signaling molecule, its exact function and mechanism of isomerization from trans-CA remain unclear. Here, we report the chemical synthesis of stable-isotope-labeled trans- and cis-CA. Using these labeled compounds as internal standards, we developed a quantification method of CA using LC-MS/MS. Moreover, we monitored the endogenous conversion from trans-to cis-CA using the labeled compounds, demonstrating the UV-dependent and UV-independent CA isomerization in Arabidopsis. Additionally, we identified cis-CA in diverse plant species, including liverwort.
Matching journals
The top 8 journals account for 50% of the predicted probability mass.
Similar papers in this journal
- Efficient accumulation of new irregular monoterpene malonyl glucosides in Nicotiana benthamiana achieved by co-expression of isoprenyl diphosphate synthases and substrate-producing enzymes 94%
- Evidences for a nutritional role of iodine in plants 93%
- Identification of Alkaloids and Related Intermediates of Dendrobium officinale by Solid-Phase Extraction Coupled with High-Performance Liquid Chromatography Tandem Mass Spectrometry 93%
Similar papers in this journal
Similar papers in this journal
- The metabolic ability of swallowtails results in the production of bioactive substances from plant components 93%
- The edible seaweed Laminaria japonica contains cholesterol analogues that inhibit Lipid Peroxidation and Cyclooxygenase Enzymes 91%
- 17-Oxime ethers of oxidized ecdysteroid derivatives modulate oxidative stress in human brain endothelial cells and dose-dependently might protect or damage the blood-brain barrier 91%
Similar papers in this journal
- The natural tannins oligomeric proanthocyanidins and punicalagin are potent inhibitors of infection by SARS-CoV-2 in vitro 91%
- A Bivalent Chromatin Controls Timing of Expression of Camalexin Biosynthesis Genes in Response to a Pathogen Signal in Arabidopsis 91%
- A beta-glucosidase of an insect herbivore determines both toxicity and deterrence of a dandelion defense metabolite 91%
"Similar papers" are the closest papers from that journal in the model's embedding space. They show what the match is built on, but the ranking comes mostly from a classifier over the whole training set, not from these examples alone.