For research use only. Not for therapeutic Use.
PEO-IAA (Cat.No:I011981) is a synthetic compound that acts as a potent auxin antagonist. It binds to transport inhibitor response 1/auxin signaling F-box proteins (TIR1/AFBs). PEO-IAA inhibits the expression of growth-responsive genes, such as ZmSAUR2, and impedes gravitropic bending. It is a valuable tool for studying auxin signaling pathways and plant development.
| Catalog Number | I011981 |
| CAS Number | 6266-66-6 |
| Synonyms | PEO-IAA;2-(1H-Indol-3-yl)-4-oxo-4-phenylbutanoic acid |
| Molecular Formula | C18H15NO3 |
| Purity | ≥95% |
| Solubility | Soluble in DMSO |
| Storage | Store at 0-8 °C |
| IUPAC Name | 2-(1H-indol-3-yl)-4-oxo-4-phenylbutanoic acid |
| InChI | InChI=1S/C18H15NO3/c20-17(12-6-2-1-3-7-12)10-14(18(21)22)15-11-19-16-9-5-4-8-13(15)16/h1-9,11,14,19H,10H2,(H,21,22) |
| InChIKey | SJVMWLJNHPHNPT-UHFFFAOYSA-N |
| SMILES | C1=CC=C(C=C1)C(=O)CC(C2=CNC3=CC=CC=C32)C(=O)O |
| Reference | </br>1: Takato S, Kakei Y, Mitsui M, Ishida Y, Suzuki M, Yamazaki C, Hayashi KI, Ishii T, Nakamura A, Soeno K, Shimada Y. Auxin signaling through SCF(TIR1/AFBs) mediates feedback regulation of IAA biosynthesis. Biosci Biotechnol Biochem. 2017 Apr 13:1-7. doi: 10.1080/09168451.2017.1313694. [Epub ahead of print] PubMed PMID: 28406060.</br>2: Tamaki H, Reguera M, Abdel-Tawab YM, Takebayashi Y, Kasahara H, Blumwald E. Targeting Hormone-Related Pathways to Improve Grain Yield in Rice: A Chemical Approach. PLoS One. 2015 Jun 22;10(6):e0131213. doi: 10.1371/journal.pone.0131213. eCollection 2015. PubMed PMID: 26098557; PubMed Central PMCID: PMC4476611.</br>3: Camacho-Cristóbal JJ, Martín-Rejano EM, Herrera-Rodríguez MB, Navarro-Gochicoa MT, Rexach J, González-Fontes A. Boron deficiency inhibits root cell elongation via an ethylene/auxin/ROS-dependent pathway in Arabidopsis seedlings. J Exp Bot. 2015 Jul;66(13):3831-40. doi: 10.1093/jxb/erv186. Epub 2015 Apr 28. PubMed PMID: 25922480; PubMed Central PMCID: PMC4473985.</br>4: Yoshimoto K, Noutoshi Y, Hayashi K, Shirasu K, Takahashi T, Motose H. A chemical biology approach reveals an opposite action between thermospermine and auxin in xylem development in Arabidopsis thaliana. Plant Cell Physiol. 2012 Apr;53(4):635-45. doi: 10.1093/pcp/pcs017. Epub 2012 Feb 17. PubMed PMID: 22345435.</br>5: Takanashi K, Sugiyama A, Yazaki K. Involvement of auxin distribution in root nodule development of Lotus japonicus. Planta. 2011 Jul;234(1):73-81. doi: 10.1007/s00425-011-1385-0. Epub 2011 Mar 3. PubMed PMID: 21369920.</br>6: Ishida T, Adachi S, Yoshimura M, Shimizu K, Umeda M, Sugimoto K. Auxin modulates the transition from the mitotic cycle to the endocycle in Arabidopsis. Development. 2010 Jan;137(1):63-71. doi: 10.1242/dev.035840. PubMed PMID: 20023161.</br>7: Nishimura T, Nakano H, Hayashi K, Niwa C, Koshiba T. Differential downward stream of auxin synthesized at the tip has a key role in gravitropic curvature via TIR1/AFBs-mediated auxin signaling pathways. Plant Cell Physiol. 2009 Nov;50(11):1874-85. doi: 10.1093/pcp/pcp129. Epub 2009 Nov 6. PubMed PMID: 19897572.</br></br> |
