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Merck

I5502

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
UNSPSC Code:
12352201
NACRES:
NA.31
PubChem Substance ID:
24896069
EC Number:
206-703-0
Beilstein/REAXYS Number:
4631
MDL number:
MFCD00063273

Product Name

Isopropyl β-D-1-thiogalactopyranoside, ≥99% (TLC)

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

description

non-ionic

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

Quality Level

200
300

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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.

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.

signalword

WarningDanger

Hazard Classifications

Carc. 1B - Eye Irrit. 2

supp_hazards

EUH019

Storage Class

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
0000469918
0000469918
0000398605
0000398606
0000287005

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