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IPTG

CAS No.
367-93-1
Chemical Name:
IPTG
Synonyms
IPTG;ISOPROPYL-BETA-D-THIOGALACTOPYRANOSIDE;isopropyl β-d-1-thiogalactopyranoside;ISOPROPYL-B-D-THIOGALACTOPYRANOSIDE;ISOPROPYL THIOGALACTOSIDE;ISOPROPYL BETA-D-1-THIOGALACTOPYRANOSIDE;Isopropyl-B-D-thiogalactoside;ISOPROPYL-BETA-D-THIOGALACTOSIDE;Isopropyl-β-D-thiogalatopyranoside;Isopropyl β-D-Thiogalactopyranoside (IPTG)
CBNumber:
CB2121723
Molecular Formula:
C9H18O5S
Molecular Weight:
238.3
MDL Number:
MFCD00063273
MOL File:
367-93-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-02 09:21:32
Product description Number Pack Size Price
Isopropyl-β-D-thiogalactoside IPTG-RO 1g $98.3
Isopropyl-β-D-thiogalactoside IPTG-RO 5G $364
OmniPur IPTG - CAS 367-93-1 - Calbiochem 5800-OP 1g $101
Isopropyl β-D-thiogalactopyranoside solution non-ionic I1284 5ml $97.3
OmniPur IPTG - CAS 367-93-1 - Calbiochem 5800-OP 5G $338
More product size

IPTG Properties

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
PH 5-7 (50g/L)
biological source synthetic
Water Solubility soluble
Merck 14,5082
BRN 4631
Stability Stable. Incompatible with strong oxidizing agents.
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
InChIKey BPHPUYQFMNQIOC-NXRLNHOXSA-N
SMILES S([C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO)C(C)C
CAS DataBase Reference 367-93-1(CAS DataBase Reference)
FDA UNII X73VV2246B
EPA Substance Registry System Isopropyl .beta.- thiogalactoside (367-93-1)
UNSPSC Code 51171641
NACRES NA.54

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
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  TSCA listed
HS Code  29389090
Storage Class 11 - Combustible Solids
NFPA 704
1
2 1

IPTG price More Price(158)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich IPTG-RO Isopropyl-β-D-thiogalactoside 367-93-1 1g $98.3 2026-04-30 Buy
Sigma-Aldrich IPTG-RO Isopropyl-β-D-thiogalactoside 367-93-1 5G $364 2026-04-30 Buy
Sigma-Aldrich 5800-OP OmniPur IPTG - CAS 367-93-1 - Calbiochem 367-93-1 1g $101 2026-04-30 Buy
Sigma-Aldrich I1284 Isopropyl β-D-thiogalactopyranoside solution non-ionic 367-93-1 5ml $97.3 2026-04-30 Buy
Sigma-Aldrich 5800-OP OmniPur IPTG - CAS 367-93-1 - Calbiochem 367-93-1 5G $338 2026-04-30 Buy
Product number Packaging Price Buy
IPTG-RO 1g $98.3 Buy
IPTG-RO 5G $364 Buy
5800-OP 1g $101 Buy
I1284 5ml $97.3 Buy
5800-OP 5G $338 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.

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.
synthesis of 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.

Synthesis

(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(isopropylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

55692-87-0

IPTG

367-93-1

GENERAL STEPS: To a 250 mL round bottom flask was added (2R,3S,4S,5R,6S)-2-(acetyloxymethyl)-6-(isopropylsulfanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (52 mmol, 21.4 g), followed by the addition of 50 mL of sodium methanol solution (pH = 10). The reaction mixture was stirred at room temperature for 12 to 24 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was evaporated under reduced pressure. The product was purified by recrystallization from methanol and acetone to give 12.1 g of isopropyl-β-D-thiogalactopyranoside in 98% yield.

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.

References

[1] Patent: CN103087121, 2018, B. Location in patent: Paragraph 0013; 0031; 0038-0039
[2] Liebigs Annalen der Chemie, 1983, # 7, p. 1249 - 1256
[3] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 3, p. 839 - 853
[4] Patent: CN103665063, 2016, B. Location in patent: Paragraph 0032; 0034; 0036
[5] Patent: CN103709209, 2016, B. Location in patent: Paragraph 0021; 0023

55692-87-0
367-93-1
Synthesis of IPTG from (2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(isopropylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
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Ask a question
Q:What does IPTG do to E. coli?hylo - Mar 31,2026
A:IPTG, full name isopropyl β-D-1-thiogalactopyranoside, is a synthetic molecular mimic of allolactose and a widely used inducer in molecular biology. When added to cultures of engineered Escherichia coli, IPTG binds to the lac repressor protein and changes its conformation, releasing it from the operator region of the lac operon. This de-repression allows RNA polymerase to transcribe downstream target genes that are under the control of the lac promoter or its derivatives such as T7-lac, thereby efficiently inducing the expression of recombinant proteins in E. coli. Unlike natural lactose, IPTG cannot be metabolized by E. coli, so its concentration remains stable during induction, ensuring consistent and sustained gene expression without being degraded by bacterial enzymes.

View Lastest Price from IPTG manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
IPTG pictures 2026-06-08 IPTG
367-93-1
$75.00-100.00 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Isopropyl-beta-D-thiogalactopyranoside pictures 2026-06-08 Isopropyl-beta-D-thiogalactopyranoside
367-93-1
1KG 98%min 500KG WUHAN FORTUNA CHEMICAL CO., LTD
IPTG pictures 2026-06-01 IPTG
367-93-1
$45.00 99.07% 10g TargetMol Chemicals Inc.
  • IPTG pictures
  • IPTG
    367-93-1
  • $75.00-100.00
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • IPTG pictures
  • IPTG
    367-93-1
  • $45.00
  • 99.07%
  • TargetMol Chemicals Inc.
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) (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 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 Isopropyl β-D-thiogalactoside (IPTG), >98.0%(GC) Isopropyl β-D-thioglucosidegalactoside