M8146
Methyl-β-D-thiogalactoside
别名:
Methyl-1-thio-β-D-galactopyranoside, TMG
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关于此项目
经验公式（希尔记法）:
C7H14O5S
化学文摘社编号:
分子量:
210.25
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-842-4
Beilstein/REAXYS Number:
81583
MDL number:
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
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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.
General description
The uptake of methyl-β-D-thiogalactoside (TMG), lactose, and glucose is maintained by the phosphoenolpyruvate-dependent phosphotransferase system.
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
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
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.
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
V Dossonnet et al.
Journal of bacteriology, 182(9), 2582-2590 (2000-04-13)
We have cloned and sequenced the Lactobacillus casei hprK gene encoding the bifunctional enzyme HPr kinase/P-Ser-HPr phosphatase (HprK/P). Purified recombinant L. casei HprK/P catalyzes the ATP-dependent phosphorylation of HPr, a phosphocarrier protein of the phosphoenolpyruvate:carbohydrate phosphotransferase system at the regulatory
J J Ye et al.
The Journal of biological chemistry, 269(16), 11837-11844 (1994-04-22)
Lactococcus lactis takes up lactose and the nonmetabolizable lactose analogue, thiomethyl-beta-galactoside (TMG), via the phosphoenolpyruvate:sugar phosphotransferase system (PTS) which couples sugar transport to sugar phosphorylation. Earlier studies had shown that TMG-phosphate, previously accumulated in L. lactis cells, is rapidly dephosphorylated
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