I6758

IPTG

≥99% (TLC), ≤0.1% Dioxane

• 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/REAXYS Number: 4631
• EC Number: 206-703-0
• MDL number: MFCD00063273
• UNSPSC Code: 12352201
• PubChem Substance ID: 24896093
• NACRES: NA.31

Properties

• 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

Description

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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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.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H350
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)