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Merck
CN

15-2461

Isopropyl β-D-1-thiogalactopyranoside

≥99.0%

Synonym(s):

IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
Molecular Weight:
238.30
EC Number:
206-703-0
UNSPSC Code:
12352005
PubChem Substance ID:
Beilstein/REAXYS Number:
4631
MDL number:
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assay

≥99.0%

form

solid

availability

available only in Japan

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.
for biological purposes

Other Notes

Non-metabolizable galactose analog.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
Therese Wohlschlager et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(27), E2787-E2796 (2014-06-01)
Effector proteins of innate immune systems recognize specific non-self epitopes. Tectonins are a family of β-propeller lectins conserved from bacteria to mammals that have been shown to bind bacterial lipopolysaccharide (LPS). We present experimental evidence that two Tectonins of fungal
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



Global Trade Item Number

SKUGTIN
15-2461-3-5G-J04061832684895