I2273
3-Indoleacrylic acid
BioReagent, ≥98% (HPLC)
Synonyme(s) :
3-(3-Indolyl)acrylic acid, IAA
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A propos de cet article
Formule empirique (notation de Hill) :
C11H9NO2
Numéro CAS:
Poids moléculaire :
187.19
UNSPSC Code:
12352106
NACRES:
NA.52
PubChem Substance ID:
EC Number:
214-872-7
Beilstein/REAXYS Number:
6317
MDL number:
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Molecular Biology
Quality Level
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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Contenu apparenté
High-expression vectors with multiple cloning sites for construction of trpE fusion genes: pATH vectors.
T J Koerner et al.
Methods in enzymology, 194, 477-490 (1991-01-01)
Indole-3-propionic acid inhibits gut dysbiosis and endotoxin leakage to attenuate steatohepatitis in rats
Zhao ZH, et al.
Experimental & Molecular Medicine, 51(9), 1-14 (2019)
Effective induction of tryptophan promoter under glucose starvation
MIZUTANI S, et al.
J. Chem. Eng. Jpn., 21(6), 658-660 (1988)
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| I2273-1G | 04061833848364 |
| I2273-5G | 04061833076651 |