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Merck

M8146

Methyl-β-D-thiogalactoside

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C7H14O5S
Número CAS:
155-30-6
Peso molecular:
210.25
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24897226
EC Number:
205-842-4
Beilstein/REAXYS Number:
81583
MDL number:
MFCD00038073

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biological source

synthetic

Quality Level

200

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

Categorías relacionadas

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

Clase de almacenamiento

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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Certificados de análisis (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
Christopher T Oberg et al.
Journal of medicinal chemistry, 51(7), 2297-2301 (2008-03-06)
Anionic O2 derivatives of methyl 3-deoxy-3-(4-methylbenzamido)-1-thio-beta-D-galactopyranoside have been synthesized as inhibitors against galectin-3. The sulfate, H-phosphonate, and benzyl phosphate derivatives showed an increased affinity as compared to the parent unsubstituted galactopyranoside. Modeling revealed arginine-144 being pinched by the C3 benzamide
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)
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
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
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