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M8146

Sigma-Aldrich

Methyl-β-D-thiogalactoside

Synonym(s):

Methyl-1-thio-β-D-galactopyranoside, TMG

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About This Item

Empirical Formula (Hill Notation):
C7H14O5S
CAS Number:
Molecular Weight:
210.25
Beilstein:
81583
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

Assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

color

white

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CS[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3-,4+,5+,6-,7+/m1/s1

InChI key

LZFNFLTVAMOOPJ-PZRMXXKTSA-N

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General description

The uptake of methyl-β-D-thiogalactoside (TMG), lactose, and glucose is maintained by the phosphoenolpyruvate-dependent phosphotransferase system.

Application

Methyl-β-D-thiogalactoside has been used in a study to analyze inducers of the E.coli lac repressor system. It has also been used in a study that investigated the utilization of lactose by Streptococcus faecalis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D L Wyborski et al.
Nucleic acids research, 19(17), 4647-4653 (1991-09-11)
Although the inducible prokaryotic lac repressor system has been successfully adapted for control of gene expression in mammalian cells, little information is available on the pharmacokinetics of beta-galactoside inducers in mammalian cells for optimizing this system. These studies directly measure
β-D-phosphogalactoside galactohydrolase of Streptococcus faecalis and the inhibition of its synthesis by glucose
Heller, K. and R. Roschenthaler
Canadian Journal of Microbiology, 24, 512-519 (1979)
Jason T Noel et al.
Journal of theoretical biology, 256(1), 14-28 (2008-10-14)
In the presence of gratuitous inducers, the lac operon of Escherichia coli exhibits bistability. Most models in the literature assume that the inducer enters the cell via the carrier (permease), and exits by a diffusion-like process. The diffusive influx and
Anja Marbach et al.
Journal of biotechnology, 157(1), 82-88 (2011-11-15)
Most commonly used expression systems in bacteria are based on the Escherichia coli lac promoter. Furthermore, lac operon elements are used today in systems and synthetic biology. In the majority of the cases the gratuitous inducers IPTG or TMG are
E H Heuberger et al.
European journal of biochemistry, 267(1), 228-234 (1999-12-22)
A carbohydrate-transport assay was developed that does not require isotopically labelled substrates, but allows transport reactions to be followed spectrophotometrically. It makes use of a membrane system (hybrid membranes or proteoliposomes) bearing the transport system of interest, and a pyrroloquinoline

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