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IPTG

IPTG Structure
CAS No.
367-93-1
Chemical Name:
IPTG
Synonyms
IPTG;ISOPROPYL BETA-D-1-THIOGALACTOPYRANOSIDE;Isopropyl β-D-Thiogalactopyranoside (IPTG);1-methylethyl1-thio-beta-d-galactopyranosid;IPTG, NAO;YPD BROTH E;Isopropyl D;-beta-D-thiog;actopyranoside;IPTG ULTRA PURE
CBNumber:
CB2121723
Molecular Formula:
C9H18O5S
Molecular Weight:
238.3
MOL File:
367-93-1.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

IPTG Properties

Melting point 105 °C
Boiling point 350.9°C (rough estimate)
alpha -31 º (c=1, water)
Density 1.3329 (rough estimate)
refractive index 1.5060 (estimate)
storage temp. 2-8°C
solubility Soluble in Water or Methanol.
pka 13.00±0.70(Predicted)
form Crystalline Powder
color White
Water Solubility soluble
Merck 14,5082
BRN 4631
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey BPHPUYQFMNQIOC-NXRLNHOXSA-N
CAS DataBase Reference 367-93-1(CAS DataBase Reference)
EPA Substance Registry System Isopropyl .beta.- thiogalactoside (367-93-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H319-H351
Precautionary statements  P281-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  19-40-66-36/37/38
Safety Statements  23-24/25-36/37-22-36/37/39-27-26
WGK Germany  3
10
TSCA  Yes
HS Code  29389090
NFPA 704
1
2 1

IPTG price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) I6758 IPTG ≥99% (TLC), ≤0.1% Dioxane 367-93-1 1G ₹5780.55 2022-06-14 Buy
Sigma-Aldrich(India) I6758 IPTG ≥99% (TLC), ≤0.1% Dioxane 367-93-1 5G ₹16605.55 2022-06-14 Buy
Sigma-Aldrich(India) I6758 IPTG ≥99% (TLC), ≤0.1% Dioxane 367-93-1 10G ₹19885.53 2022-06-14 Buy
Sigma-Aldrich(India) I5502 Isopropyl β-D-1-thiogalactopyranoside ≥99% (TLC) 367-93-1 1G ₹9818.28 2022-06-14 Buy
Sigma-Aldrich(India) I5502 Isopropyl β-D-1-thiogalactopyranoside ≥99% (TLC) 367-93-1 5G ₹33860.6 2022-06-14 Buy
Product number Packaging Price Buy
I6758 1G ₹5780.55 Buy
I6758 5G ₹16605.55 Buy
I6758 10G ₹19885.53 Buy
I5502 1G ₹9818.28 Buy
I5502 5G ₹33860.6 Buy

IPTG Chemical Properties,Uses,Production

Description

IPTG (also known as Isopropyl-β-D-Thiogalactopyranoside) is a molecular biology reagent that functions as an inducer of galactosidase activity by binding to and inhibiting the repressor. It is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator. IPTG cannot be hydrolyzed or broken down by the E. coli therefore the concentration remains constant during cell replication. IPTG is often used at a final concentration ranging from 0.5-1.0 mM. X-Gal is often used with IPTG since it provides an easy visual method to monitor whether protein expression has occurred. X-Gal as the name implies contains a galactose group that once metabolized causes a bright blue color change.

Chemical Properties

White crystalline powder

Uses

Isopropyl-β-D-thiogalactoside is used as a reagent in molecular biology. It is used as an effective β-galactosidase inducer of protein expression where the gene is under the control of the lac operator. It is used with 5-bromo-4-chloro-3-indolyl-beta-D-galactopyranoside to identify the non-recombinant plasmid in cloning experiments by blue-white screen methodology.

Definition

ChEBI: Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.

Preparation

a synthetic method of isopropyl-β-D-thiogalactoside. The steps are as follows:
Step 1: Dissolve β-D-galactose pentaacetate in any organic solvent of methylene chloride, chloroform or 1,2-dichloroethane, and add Lewis acid (boron trifluoride ether, (Aluminum trichloride, zinc chloride) catalyst and potassium ethylxanthate or sodium ethylxanthate are reacted to obtain tetraacetylgalactose ethylxanthate after treatment.
Step 2: Dissolve tetraacetyl galactose ethyl xanthate, 2-bromopropane and sodium carbonate in methanol or ethanol at a temperature of 20°C to 80°C and react for 4-6 hours to obtain isopropyl group after treatment Isopropyl-β-D-thiogalactoside.
synthesis of isopropyl-β-D-thiogalactoside

Application

IPTG (Isopropyl-β-D-thiogalactopyranoside) is a galactose analogue not recognized by β-galactosidase. IPTG is a non-metabolizable galactose analog that induces expression of the lac operon in Escherichia coli. It is a commonly used reagent in cloning procedures that require induction of b-galactosidase activity and is used in conjunction with X-Gal. It is commonly used in cloning procedures that require induction of β-galactosidase activity. It is also 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.

General Description

Inducer for β-galactosidase, an enzyme that promotes lactose utilization. Use in conjunction with X-Gal. Molecular Biology grade.
Stock solutions:
X-Gal: 20 mg/ml in DMF
IPTG: 20 mg/ml in water
Use 4:1 (X-Gal:IPTG)
Assay: ≥99%
Dioxane: None detected
Melting point: 110-114°C
Specific rotation [a]25/D (1%, water): -34.0 to -29.0°
Intended for laboratory and manufacturing use only. Not for drug, food, or household use.

Solubility in organics

IPTG is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF). The solubility of IPTG in ethanol and DMSO is approximately 20 mg/ml and approximately 30 mg/ml in DMF.

storage

Store powder at -20°C away from direct sunlight. Once opened and recapped, place container in a low humidity environment at the same storage temperature. Protect from moisture and light by keeping container tightly closed.

IPTG Preparation Products And Raw materials

Raw materials

Preparation Products

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