ChemicalBook > CAS DataBase List > IPTG

IPTG

Product Name
IPTG
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
Formula Weight
238.3
MOL File
367-93-1.mol
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IPTG Property

Melting point:
105 °C
alpha 
-31 º (c=1, water)
Boiling point:
350.9°C (rough estimate)
Density 
1.3329 (rough estimate)
refractive index 
1.5060 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in Water or Methanol.
form 
Crystalline Powder
pka
13.00±0.70(Predicted)
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)
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Safety

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
F 
10
TSCA 
Yes
HS Code 
29389090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H351Suspected of causing cancer

Precautionary statements

P281Use personal protective equipment as required.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
IPTG-RO
Product name
Isopropyl-β-D-thiogalactoside
Packaging
1g
Price
$90.1
Updated
2024/03/01
Sigma-Aldrich
Product number
IPTG-RO
Product name
Isopropyl-β-D-thiogalactoside
Packaging
5G
Price
$330
Updated
2024/03/01
Sigma-Aldrich
Product number
5800-OP
Product name
OmniPur IPTG - CAS 367-93-1 - Calbiochem
Packaging
1g
Price
$91.3
Updated
2024/03/01
Sigma-Aldrich
Product number
I1284
Product name
Isopropyl β-D-thiogalactopyranoside solution
Purity
non-ionic
Packaging
5ml
Price
$88.3
Updated
2024/03/01
Sigma-Aldrich
Product number
5800-OP
Product name
OmniPur IPTG - CAS 367-93-1 - Calbiochem
Packaging
5G
Price
$302
Updated
2024/03/01
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IPTG Chemical Properties,Usage,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.

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.

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.

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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View Lastest Price from IPTG manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
IPTG 367-93-1
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-20
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Isopropyl-Beta-D-Thiogalactopyranoside IPTG 367-93-1
Price
US $200.00-95.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-04
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Isopropyl-beta-D-thiogalactopyranoside 367-93-1
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
500KG
Release date
2021-06-07

367-93-1, IPTGRelated Search:

Galacto-oligosaccharides α-galactosidase Thioacetamide Sodium thiosulfate Dulcitol Isopropyl alcohol Isopropyl acetate TRIGALACTURONIC ACID ISOPROPYL LAURATE D-GALACTOSE 1-[2-(2-AZIDOETHOXY)ETHOXYETHYL]-2,3,4,6-TETRA-O-ACETATE Isoprinosine ISOPROPYLMAGNESIUM CHLORIDE Isopyrin hydrochloride 2-(2-BROMOETHOXY)PROPANE ISOPROPYLCYCLOHEXANE isopropylsulphamoyl chloride Proteinase K ALDEHYDE DEHYDROGENASE

  • POLYETYLENE GLYCOL 6000 MOL. BIOLOGY GRA
  • SULPHURIC ACID 0,01 MOL/L 0,02 N
  • YPD BROTH E
  • Isopropyl 2,3-O-isopropylidene-4-O-benzoyl-β-L-thiorhamnopyranoside
  • IPTG (Isopropyl-β-D-thiogalatopyranoside)
  • 1-ISOPROPYL-BETA-D-THIOGALACTOPYRANOSIDE
  • isopropyl-thiogalactopyranoside
  • 1-methylethyl1-thio-.beta.-D-Galactopyranoside
  • 1-methylethyl1-thio-beta-d-galactopyranosid
  • IPTG, dioxane free
  • Isopropyl β-D-thiogalactoside
  • ISOPROPYL B-D-THIOGALACTOPYRANOSIDE*DIOX ANE-FREE
  • Isopropyl-B-D-Thiogalactopyranoside(Iptg)
  • Isopropyl-B-[D]-Thiogalactopyranoside[Iptg]DioxaneFree
  • Iptg(Isopropyl-beta-D-Thiogalactopyranoside),DioxaneFree
  • Isopropyl-beta-D-thiogalactoside, dioxan free, 98%
  • IPTG (Isopropyl-B-D-thiogalactopyranoside)
  • Isopropyl-B-D-thiogalactoside
  • (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
  • ISOPROPYL-BETA-D-THIOGALACTOPYRANOSIDE, 99+%, CONTAINS CA. 15% 1,4-DIOXANE, FOR BIOC
  • Isopropyl-beta-d-thiogalactopyranoside, 99%, dioxane-free, for biochemistry
  • ISOPROPYL-BETA-D-THIOGALACTOPYRANOSIDE, 99+%, DNASE, RNASE AND PROTEASE FREE, FOR MO
  • Isopropyl-beta-D-thiogalactopyranoside, contains ca. 15% 1,4-Dioxane, for biochemistry
  • Isopropyl-beta-D-thiogalactopyranoside, DNAse, RNAse and Protease free, for molecular biology
  • Isopropyl 1-thio-β-D-galactopyranoside
  • Isopropyl thio-β-D-galactoside
  • Isopropyl-^b-D-thiogalactoside, dioxane-free, 99%
  • Isopropyl-~-D-thiogalactoside, dioxan free, 98%
  • ISOPROPYL-b-D-THIOGALACTOPYRANOSIDE extrapure
  • IPTG, Isopropyl β-D-thiogalactoside
  • Isopropyl-β-D-thio-galactopyranosid
  • Isopropyl-beta-D-thiogalactopyranoside,99+%,for molecular biology,DNAse, RNAse and Proteas
  • Isopropyl-beta-D-thiogalactopyranoside,99%,for biochemistry,dioxane-free
  • Isopropyl-beta-D-thiogalactopyranoside,99+%,for biochemistry,contains ca. 15% 1,4-Dioxane
  • ISOPROPYL-BETA-D-THIOGALACTOPYRANOSIDE, DIOXANE FRE
  • Isopropyl-beta-D-thiogalactoside, dioxane-free, 99%
  • Isopropyl β-D-thiogalactopyranoside ,99% [for biochemistry]
  • IPTGIsopropyl-β-D-thiogalactopyranoside
  • Isopropyl β-D-thiogalactopyranoside solution
  • Isopropyl beta-D-thiogalactoside Vetec(TM) reagent grade, >=99%
  • EZNA KIT PLANT RNA MAXI
  • GLUTATHIONE REDUCED HIGH PURITY GRADE
  • KIT TOTAL RNA MIDI EZNA 2 TESTS
  • Isopropyl-β-D-thiogalactopyranoside-non-animal origin
  • IPTG(Source animal)
  • IPTG(Source Plant)
  • IPTG Solution, 50 mg/ml
  • Isopropyl-β-D-thiogalatopyranoside
  • IPTG, isopropyl alpha-D-thiogalactopyranoside
  • 1-Methylethyl 1-thio-β-D-galactopyranoside
  • Isopropyl-β-D-thiogalacopyranoside
  • 100 mM IPTG Solution - Novagen
  • IPTG, Animal-Free, High Purity - CAS 367-93-1 - Calbiochem
  • IPTG, Dioxane-Free, High Purity - CAS 367-93-1 - Calbiochem
  • IPTG, Hemidioxane Adduct - CAS 367-93-1 - Calbiochem
  • OmniPur IPTG - CAS 367-93-1 - Calbiochem
  • IPTG ULTRA PURE
  • IPTG, NAO