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I6758

Sigma-Aldrich

IPTG

≥99% (TLC), ≤0.1% Dioxane

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Synonym(s):
Isopropyl β-D-1-thiogalactopyranoside, IPTG, Isopropyl β-D-thiogalactoside
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

biological source

synthetic

Quality Level

300

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.

Other Notes

Non-metabolizable galactose analog.
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To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Reconstitution

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.

comparable product

Product No.
Description
Pricing

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Hazard Classifications

Carc. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A self-inducible heterologous protein expression system in Escherichia coli
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