All Photos(3)

I6758

Sigma-Aldrich

IPTG

≥99% (TLC), ≤0.1% Dioxane

Synonym(s):
Isopropyl β-D-thiogalactoside, Isopropyl β-D-1-thiogalactopyranoside, IPTG
Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
Molecular Weight:
238.30
Beilstein:
4631
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.31

Quality Level

biological source

synthetic

description

non-ionic

assay

≥99% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤0.1% Dioxane

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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Packaging

1, 5, 10 g in glass bottle

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.

Reconstitution

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

João Paulo Fabi et al.
PloS one, 9(8), e105685-e105685 (2014-08-28)
Papaya (Carica papaya L.) is a climacteric fleshy fruit that undergoes dramatic changes during ripening, most noticeably a severe pulp softening. However, little is known regarding the genetics of the cell wall metabolism in papayas. The present work describes the
Yu-Hui Peng et al.
Cancer prevention research (Philadelphia, Pa.), 8(8), 729-736 (2015-05-21)
Nasopharyngeal carcinoma (NPC) is prevalent in Southern China and Southeast Asia, and autoantibody signatures may improve early detection of NPC. In this study, serum levels of autoantibodies against a panel of six tumor-associated antigens (p53, NY-ESO-1, MMP-7, Hsp70, Prx VI
James A Stapleton et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(31), 9632-9637 (2015-07-23)
Advances in computational design methods have made possible extensive engineering of soluble proteins, but designed β-barrel membrane proteins await improvements in our understanding of the sequence determinants of folding and stability. A subset of the amino acid residues of membrane
Chih-Liang Tien et al.
Development (Cambridge, England), 142(4), 722-731 (2015-01-27)
Neural crest cells arise from the border of the neural plate and epidermal ectoderm, migrate extensively and differentiate into diverse cell types during vertebrate embryogenesis. Although much has been learnt about growth factor signals and gene regulatory networks that regulate
Christian Kranjec et al.
Journal of virology, 88(13), 7155-7169 (2014-04-04)
The cancer-causing high-risk human papillomavirus (HPV) E6 oncoproteins target a number of cellular proteins that contain PDZ domains. However, the role of many of these interactions in either the HPV life cycle or in HPV-induced malignancy remains to be defined.

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