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Merck

I6758

IPTG

≥99% (TLC), ≤0.1% Dioxane

Sinónimos:

Isopropyl β-D-1-thiogalactopyranoside, IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Fórmula empírica (notación de Hill):
C9H18O5S
Número CAS:
Peso molecular:
238.30
UNSPSC Code:
12352201
NACRES:
NA.31
PubChem Substance ID:
EC Number:
206-703-0
Beilstein/REAXYS Number:
4631
MDL number:

Nombre del producto

IPTG, ≥99% (TLC), ≤0.1% Dioxane

InChI key

BPHPUYQFMNQIOC-NXRLNHOXSA-N

InChI

1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1

SMILES string

CC(C)S[C@@H]1OC(CO)[C@H](O)C(O)[C@H]1O

biological source

synthetic

description

non-ionic

assay

≥99% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤0.1% Dioxane

color

white to off-white

useful pH range

5-7 (50 g/L)

mp

105  °C ((221 °F))

solubility

water: 0.05 g/L, clear

application(s)

cell analysis
life science and biopharma

storage temp.

2-8°C

Quality Level

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Application

IPTG has been used:

  • in the induction of protein expression in Lactobacillus reuteri GroEL and mutants
  • in the induction of protein expression in Escherichia coli
IPTG is commonly used in cloning procedures that require induction of β-galactosidase activity. It is used in conjunction with X-Gal or Bluo-Gal in blue-white selection of recombinant bacterial colonies that induce expression of the lac operon in Escherichia coli. IPTG functions by binding to the lacI repressor and altering its conformation, which prevents the repression of the β-galactosidase coding gene lacZ.

Biochem/physiol Actions

IPTG is a non-metabolizable analog of allolactose. It acts as an inducer that regulates the transcriptional activity of the lac promoter, a promoter that is used for the expression of the protein in E.coli.

General description

Isopropyl β-D-Thiogalactopyranoside (IPTG) is a molecular biology reagent used to induce gene expression in bacterial systems. It mimics lactose, binding to the lac repressor protein, leading to gene activation. IPTG is crucial for studying gene regulation, protein expression, and recombinant protein production, providing valuable insights into cellular and molecular biology research.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
Non-metabolizable galactose analog.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Preparation Note

A stock solution (0.1 M) is prepared by dissolving IPTG in water with subsequent sterile filtration of the solution. The final concentration of IPTG in indicator plates should be 0.2 mM.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Carc. 1B

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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A self-inducible heterologous protein expression system in Escherichia coli
Briand L, et al.
Scientific Reports, 6 , 33037 -33037 (2016)
Bin Jiang et al.
Molecular metabolism, 59, 101462-101462 (2022-03-06)
Chronic inflammatory response plays a prominent role in obesity-related nonalcoholic fatty liver disease (NAFLD). However, the intrahepatic triggering mechanism of inflammation remains obscure. This study aimed to elucidate the role of serum amyloid A1 (SAA1), an acute-phase response protein, in
Alexandre M M Dias et al.
Journal of gastroenterology, 56(5), 442-455 (2021-03-31)
We previously showed that supernatants of Lactobacillus biofilms induced an anti-inflammatory response by affecting the secretion of macrophage-derived cytokines, which was abrogated upon immunodepletion of the stress protein GroEL. We purified GroEL from L. reuteri and analysed its anti-inflammatory properties
Prajna Jena et al.
Nanoscale, 12(6), 3731-3749 (2020-01-30)
The actin cytoskeleton is required for the maintenance of the cell shape and viability of bacteria. It remains unknown to which extent nanoparticles (NPs) can orchestrate the mechanical instability by disrupting the cytoskeletal network in bacterial cells. Our work demonstrates
Chih-Liang Tien et al.
Development (Cambridge, England), 142(4), 722-731 (2015-01-27)
Neural crest cells arise from the border of the neural plate and epidermal ectoderm, migrate extensively and differentiate into diverse cell types during vertebrate embryogenesis. Although much has been learnt about growth factor signals and gene regulatory networks that regulate

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