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Merck
CN

V900917

Isopropyl β-D-thiogalactoside

Vetec, reagent grade, ≥99%

Synonym(s):

Isopropyl β-D-1-thiogalactopyranoside, IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
Molecular Weight:
238.30
PubChem Substance ID:
UNSPSC Code:
12352005
Beilstein/REAXYS Number:
4631
MDL number:
Assay:
≥99%
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grade

reagent grade

product line

Vetec

assay

≥99%

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

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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Simon van Vliet et al.
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
Iltaf Ahmed et al.
Human molecular genetics, 24(11), 3172-3180 (2015-02-24)
There are two known mRNA degradation pathways, 3' to 5' and 5' to 3'. We identified likely pathogenic variants in two genes involved in these two pathways in individuals with intellectual disability. In a large family with multiple branches, we
Farshid Hadifar et al.
PloS one, 9(10), e108420-e108420 (2014-10-21)
Killed avian influenza virus (AIV) vaccines have been used to control H5N1 infections in countries where the virus is endemic. Distinguishing vaccinated from naturally infected birds (DIVA) in such situations however, has become a major challenge. Recently, we introduced the