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Merck
CN

M8146

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:
155-30-6
Molecular Weight:
210.25
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24897226
EC Number:
205-842-4
Beilstein/REAXYS Number:
81583
MDL number:
MFCD00038073

Key Documents

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InChI key

LZFNFLTVAMOOPJ-PZRMXXKTSA-N

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

SMILES string

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

biological source

synthetic

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

Quality Level

200

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1648
BCBV1979
BCBR8934V
BCBL1516V
BCBF2596V

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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)
B M Hogema et al.
Molecular microbiology, 28(4), 755-765 (1998-06-27)
The main mechanism causing catabolite repression by glucose and other carbon sources transported by the phosphotransferase system (PTS) in Escherichia coli involves dephosphorylation of enzyme IIA(Glc) as a result of transport and phosphorylation of PTS carbohydrates. Dephosphorylation of enzyme IIA(Glc)
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
D L Wyborski et al.
Environmental and molecular mutagenesis, 28(4), 447-458 (1996-01-01)
Elements of the lactose operon were used to study parameters affecting gene expression in cultured cells and transgenic animals. A Lac repressor protein containing a nuclear transport signal was shown to inhibit expression of a reporter gene by interacting with
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