For research use only. Not for therapeutic Use.
Jarin-1 is a jasmonic acid-amido synthetase (JAR1) inhibitor with an IC50 of 3.8 μM. Jarin-1 specific inhibits bioactive JA (jasmonoyl-isoleucine, JA-Ile) biosynthesis in Arabidopsis and other plants[1][2].
A higher redness of strawberry fruit skin and anthocyanin content in MeJA-treated fruits with respect to Jarin-1-treated ones concomitant with an upregulation of FaANS and FaUFGT genes is found. Inversely, the proanthocyanidin (PA) content was higher in Jarin-1- and MeJA + Jarin-1-treated than in MeJA-treated fruits. MeJA + Jarin-1 treatment resulted in an upregulation of FaANR and associated transcription factors such as FabHLH33 and FaMYB9/11 along with FaJMT and FaJAR1.2. JA-responsive elements in the promoter regions of FaMYB1/9/10/11 genes is found. PA biosynthesis-related genes can be upregulated by the application of Jarin-1 to MeJA-treated fruit, thus increasing PA accumulation in strawberry[1].
| Catalog Number | I017435 |
| CAS Number | 1212704-51-2 |
| Synonyms | N-[(1R,9S)-11-(3-methoxypropanoyl)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-5-yl]-4-phenylbenzamide |
| Molecular Formula | C28H29N3O4 |
| Purity | ≥95% |
| InChI | InChI=1S/C28H29N3O4/c1-35-14-13-26(32)30-16-19-15-23(18-30)25-12-11-24(28(34)31(25)17-19)29-27(33)22-9-7-21(8-10-22)20-5-3-2-4-6-20/h2-12,19,23H,13-18H2,1H3,(H,29,33)/t19-,23+/m0/s1 |
| InChIKey | LMVUVKIGGHXSJX-WMZHIEFXSA-N |
| SMILES | COCCC(=O)N1CC2CC(C1)C3=CC=C(C(=O)N3C2)NC(=O)C4=CC=C(C=C4)C5=CC=CC=C5 |
| Reference | [1]. Delgado LD, et al. Application of a JA-Ile Biosynthesis Inhibitor to Methyl Jasmonate-Treated Strawberry Fruit Induces Upregulation of Specific MBW Complex-Related Genes and Accumulation of Proanthocyanidins. Molecules. 2018 Jun 13;23(6). pii: E1433. [2]. Meesters C, et al. A chemical inhibitor of jasmonate signaling targets JAR1 in Arabidopsis thaliana. Nat Chem Biol. 2014 Oct;10(10):830-6. |
