I2273

3-Indoleacrylic acid

BioReagent, ≥98% (HPLC)

• Synonym(s): 3-(3-Indolyl)acrylic acid, IAA
• Empirical Formula (Hill Notation): C₁₁H₉NO₂
• CAS Number: 1204-06-4
• Molecular Weight: 187.19
• UNSPSC Code: 12352106
• NACRES: NA.52
• PubChem Substance ID: 24895972
• EC Number: 214-872-7
• Beilstein/REAXYS Number: 6317
• MDL number: MFCD00005633
• Assay: ≥98% (HPLC)
• Form: powder
• Quality level: 100

Properties

• grade: Molecular Biology
• Quality Level: 100
• product line: BioReagent
• assay: ≥98% (HPLC)
• form: powder
• mol wt: 187.19 g/mol
• storage temp.: room temp
• SMILES string: OC(=O)\C=C\c1c[nH]c2ccccc12
• InChI: 1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/b6-5+
• InChI key: PLVPPLCLBIEYEA-AATRIKPKSA-N

Description

General description

3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. This expression system requires that the gene of interest is cloned in plasmids containing the trpE promoter.

Application

3-Indoleacrylic acid has been used in the induction of ribokinase expression in E. coli.

Biochem/physiol Actions

3-Indoleacrylic acid (IAA) is metabolized from tryptophan and this conversion is carried out by gut microflora. 3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. The IAA induced expression system requires the gene of interest cloned in plasmids containing the trp promoter. It promotes the barrier functionality of the intestinal epithelial cells. IAA also favors anti-inflammatory response and is regarded as a potential therapeutic to treat inflammatory bowel disease (IBD). It is also implicated in a variety of cellular processes including apoptosis, autophagy, cell proliferation and migration. In tumor cells, IAA is also reported to hinder tryptophan metabolism.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves