M8146

Sigma-Aldrich

Methyl-β-D-thiogalactoside

Sinónimos:
Methyl-1-thio-β-D-galactopyranoside, TMG
Empirical Formula (Hill Notation):
C7H14O5S
Número de CAS:
Peso molecular:
210.25
Beilstein/REAXYS Number:
81583
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

200

origen biológico

synthetic

ensayo

≥98% (TLC)

formulario

powder

aplicaciones

thin layer chromatography (TLC): suitable

temp. de almacenamiento

−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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Descripción general

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

Aplicación

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Órganos de actuación

Respiratory system

Equipo de protección personal

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

RIDADR

NONH for all modes of transport

WGK Alemania

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

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)
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...
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...

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