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Merck

I6758

IPTG

≥99% (TLC), ≤0.1% Dioxane

IPTG

Sinónimos:

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

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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:

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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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Este artículo
420322420291I1284
biological source

synthetic

biological source

-

biological source

-

biological source

-

assay

≥99% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

-

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

solubility

water: 0.05 g/L, clear

solubility

water: 50 mg/mL

solubility

water: 100 mg/mL, methanol: soluble

solubility

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

powder

form

solid

form

solid

form

liquid

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[1]
  • in the induction of protein expression in Escherichia coli[2]
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.

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Descripción
Precios

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Listados normativos

Los listados normativos se proporcionan para los productos químicos principalmente. Para los productos no químicos sólo se puede proporcionar información limitada. Si no hay ninguna entrada, significa que ninguno de los componentes está en la lista. Es obligación del usuario garantizar el uso seguro y legal del producto.

123-91-1

CAS No.

123-91-1

CAS No.

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Certificados de análisis (COA)

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A self-inducible heterologous protein expression system in Escherichia coli
Briand L, et al.
Scientific Reports, 6 , 33037 -33037 (2016)
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
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
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

Artículos

General protocols for growth of competent cells and their transformation (uptake of DNA).

Protocolos

General protocols for growth of competent cells in microbial medium.

Preguntas

1–4 de 4 Preguntas  
  1. is this product suitable for GMP-batch use?

    1 respuesta
    1. This product is intended for research use only and not suitable for GMP manufacturing. Currently, a GMP grade product option is not available.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. How long and at what temperature is it stable after dissolving in water? Does it need to be stored at -20°C or 4°C?

    1 respuesta
    1. Following reconstitution, this material may be stored in aliquots at -20°C for up to 6 months. Avoid repeated freeze/thaw cycles.

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  4. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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