PHG0010

SAFC

Isopropyl β-D-1-thiogalactopyranoside

Synonym(s):
Isopropyl β-D-thiogalactoside, IPTG
Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
Molecular Weight:
238.30
Beilstein/REAXYS Number:
4631
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

biological source

synthetic

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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Related Categories

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.

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Certificate of Analysis

Certificate of Origin

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...
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...
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...
Laam Li et al.
BMC genomics, 16, 637-637 (2015-08-27)
Legionella pneumophila (Lp) is a water-borne opportunistic pathogen. In water, Lp can survive for an extended period of time until it encounters a permissive host. Therefore, identifying genes that are required for survival in water may help develop strategies to...

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