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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
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description

non-ionic

Quality Level

200, 300

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.

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.

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.

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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BMC microbiology, 14, 116-116 (2014-06-03)
Bacterial habitats, such as soil and the gut, are structured at the micrometer scale. Important aspects of microbial life in such spatial ecosystems are migration and colonization. Here we explore the colonization of a structured ecosystem by two neutrally labeled
B K Kishore Reddy et al.
Antimicrobial agents and chemotherapy, 58(6), 3312-3326 (2014-04-02)
Pantothenate kinase (PanK) catalyzes the phosphorylation of pantothenate, the first committed and rate-limiting step toward coenzyme A (CoA) biosynthesis. In our earlier reports, we had established that the type I isoform encoded by the coaA gene is an essential pantothenate
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PloS one, 9(11), e113273-e113273 (2014-11-20)
Enterotoxigenic Escherichia coli produce various heat-labile and heat-stable enterotoxins. STb is a low molecular weight heat-resistant toxin responsible for diarrhea in farm animals, mainly young pigs. A previous study demonstrated that cells having internalized STb toxin induce epithelial barrier dysfunction
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Global Trade Item Number

SKUGTIN
I5502-1G04061838446190
I5502-10G04061838446183
I5502-5G04061838446206

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