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I2273

Sigma-Aldrich

3-Indoleacrylic acid

BioReagent, ≥98% (HPLC)

Synonym(s):

3-(3-Indolyl)acrylic acid, IAA

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1 EA
MYR 3,997.00

About This Item

Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
1204-06-4
Molecular Weight:
187.19
Beilstein:
6317
EC Number:
214-872-7
MDL number:
MFCD00005633
UNSPSC Code:
12352106
PubChem Substance ID:
24895972
NACRES:
NA.52

MYR 3,997.00

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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

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This Item
GF04210782GF99166012GF92377345
Silver foil, 100x100mm, thickness 1.0mm, as rolled, 99.95+%

GF26815541

Silver

Silver foil, 100x100mm, thickness 0.1mm, as rolled, 99.95+%

GF04210782

Silver

Silver foil, 100x100mm, thickness 0.25mm, as rolled, 99.95+%

GF99166012

Silver

Silver foil, 100x100mm, thickness 0.15mm, as rolled, 99.95+%

GF92377345

Silver

assay

99.95%

assay

99.95%

assay

≥99.95%

assay

≥99.95%

form

foil

form

foil

form

foil

form

foil

manufacturer/tradename

Goodfellow 268-155-41

manufacturer/tradename

Goodfellow 042-107-82

manufacturer/tradename

Goodfellow 991-660-12

manufacturer/tradename

Goodfellow 923-773-45

resistivity

1.59 μΩ-cm, 20°C

resistivity

1.59 μΩ-cm, 20°C

resistivity

1.59 μΩ-cm, 20°C

resistivity

1.59 μΩ-cm, 20°C

bp

2212 °C (lit.)

bp

2212 °C (lit.)

bp

2212 °C (lit.)

bp

2212 °C (lit.)

density

10.49 g/cm3 (lit.)

density

10.49 g/cm3 (lit.)

density

10.49 g/cm3 (lit.)

density

10.49 g/cm3 (lit.)

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.[1]

Biochem/physiol Actions

3-Indoleacrylic acid (IAA) is metabolized from tryptophan and this conversion is carried out by gut microflora.[2] 3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription.[3] The IAA induced expression system requires the gene of interest cloned in plasmids containing the trp promoter.[3] 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).[4] 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. [5]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    MKBW9092V
    MKBS7926V

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