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Merck
CN

I6758

Sigma-Aldrich

IPTG

≥99% (TLC), ≤0.1% Dioxane

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
367-93-1
Molecular Weight:
238.30
Beilstein:
4631
EC Number:
206-703-0
MDL number:
MFCD00063273
UNSPSC Code:
12352201
PubChem Substance ID:
24896093
NACRES:
NA.31

Key Documents

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biological source

synthetic

Quality Level

200

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

SMILES string

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

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

InChI key

BPHPUYQFMNQIOC-NXRLNHOXSA-N

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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.

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.

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.

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.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Hazard Classifications

Carc. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000502650
0000502650
0000486024
0000486024
0000486022

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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
João Paulo Fabi et al.
PloS one, 9(8), e105685-e105685 (2014-08-28)
Papaya (Carica papaya L.) is a climacteric fleshy fruit that undergoes dramatic changes during ripening, most noticeably a severe pulp softening. However, little is known regarding the genetics of the cell wall metabolism in papayas. The present work describes the
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