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I5502

Sigma-Aldrich

Isopropyl β-D-1-thiogalactopyranoside

≥99% (TLC)

Synonym(s):

IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
367-93-1
Molecular Weight:
238.30
Beilstein:
4631
EC Number:
206-703-0
MDL number:
MFCD00063273
UNSPSC Code:
12352201
PubChem Substance ID:
24896069
NACRES:
NA.31

description

non-ionic

Quality Level

200

Assay

≥99% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

10.0-22.0% Dioxane

color

white to off-white

mp

120 -122  °C ((248 - 252 °F ))

solubility

water: 50 mg/mL, clear, colorless

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

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Application

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.

Other Notes

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.

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.

Signal Word

WarningDanger

Hazard Statements

H319 - H351 - H319 - H350

Hazard Classifications

Carc. 1B - Eye Irrit. 2

Supplementary Hazards

EUH019

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000287005
0000369115
0000361359
0000361354
0000195893

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