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
Beilstein:
4631
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
Recommended Products
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
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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.
Legal Information
Vetec is a trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
Simon van Vliet et al.
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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
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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
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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