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3-Indoleacrylic acid

Name: 3-Indoleacrylic acid
Brand: SIGMA
Price: 2320 CZK

BioReagent, ≥98% (HPLC)

Synonym(s):

3-(3-Indolyl)acrylic acid, IAA

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Size/SKU	Availability	Price
1 g	Please contact Customer Service for Availability	2 320,00 CZK
5 g	Please contact Customer Service for Availability	8 660,00 CZK

About This Item

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

2 320,00 CZK

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Properties

grade

Molecular Biology

Quality Segment

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.

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1 of 1

This Item	129453	I5148	57400
Sigma-Aldrich I2273 3-Indoleacrylic acid	Sigma-Aldrich 129453 3-Indoleacetonitrile	Sigma-Aldrich I5148 Indole-3-acetic acid sodium salt	Sigma-Aldrich 57400 Indole-3-propionic acid
description BioReagent, ≥98% (HPLC)	description 98%	description suitable for plant cell culture, BioReagent, ≥98%	description ≥99.0% (T)
form powder	form solid	form powder	form solid
assay ≥98% (HPLC)	assay 98%	assay ≥98%	assay ≥99.0% (T)
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 200
mol wt 187.19 g/mol	mol wt -	mol wt -	mol wt -
storage temp. room temp	storage temp. -	storage temp. 2-8°C	storage temp. -
product line BioReagent	product line -	product line BioReagent	product line -

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Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H315,H319,H335

Precautionary Statements

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 (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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