24404-53-3, Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-galactopyranoside,
CAS:24404-53-3
C20H24O9S / 440.47
MFCD06657849
2,3,4,6-O-四乙酰基-1-硫代-β-D-苯基半乳糖苷,
Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-galactopyranoside (PTG) is a synthetic compound used in various scientific experiments. This paper aims to provide a comprehensive understanding of PTG with a focus on its definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background:
PTG is a synthetic compound that belongs to the class of sugars. It is commonly used as a substrate for β-galactosidase, an enzyme that breaks down lactose into its constituent sugars. PTG is a derivative of the sugar galactose in which an acetyl group is attached to its carbon atom. It is commonly used in the fields of enzymology and glycobiology.
Synthesis and Characterization:
PTG can be synthesized by the acetylation of thio-galactose with acetic anhydride. The synthesized compound can be purified by recrystallization. PTG can be characterized by various techniques such as nuclear magnetic resonance (NMR) and mass spectrometry.
Analytical Methods:
PTG can be analyzed using various analytical methods such as high-performance liquid chromatography (HPLC) and capillary electrophoresis (CE). These analytical methods can provide information on the purity, stability, and degradation of PTG.
Biological Properties:
PTG has been shown to have inhibitory effects on some β-galactosidases. It is also used as a substrate for the detection of β-galactosidase activity in various biological assays.
Toxicity and Safety in Scientific Experiments:
PTG has been shown to have low toxicity and is considered safe for use in scientific experiments. However, caution should be taken when handling PTG as it can cause irritation to the skin and eyes.
Applications in Scientific Experiments:
PTG is commonly used as a substrate for β-galactosidase activity assays. It can also be used in the synthesis of various galactopyranosides.
Current State of Research:
The current state of research on PTG is focused on its use in the detection of β-galactosidase activity and its synthesis of galactopyranosides. Various studies have been conducted on the optimization of PTG synthesis and its analysis using different analytical methods.
Potential Implications in Various Fields of Research and Industry:
PTG has potential implications in various fields of research and industry such as enzymology, glycobiology, and the synthesis of galactopyranosides.
Limitations:
One of the limitations of PTG is its limited solubility in some solvents. This limits its use in certain biochemical assays. Another limitation is its reactivity under basic conditions.
Future Directions:
PTG has the potential for further research in the development of new assays for the detection of β-galactosidase activity. Additionally, its potential use as a precursor for the synthesis of galactopyranosides should be explored. Further research could also focus on hybrid molecules of PTG with other organic moieties. Additionally, the application of PTG in biocatalytic reactions and as a precursor for glycoconjugate synthesis is a potential future direction.
CAS Number | 24404-53-3 |
Product Name | Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-galactopyranoside |
IUPAC Name | [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-phenylsulfanyloxan-2-yl]methyl acetate |
Molecular Formula | C20H24O9S |
Molecular Weight | 440.47 g/mol |
InChI | InChI=1S/C20H24O9S/c1-11(21)25-10-16-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(29-16)30-15-8-6-5-7-9-15/h5-9,16-20H,10H2,1-4H3/t16-,17+,18+,19-,20+/m1/s1 |
InChI Key | JCKOUAWEMPKIAT-CXQPBAHBSA-N |
SMILES | CC(=O)OCC1C(C(C(C(O1)SC2=CC=CC=C2)OC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)OCC1C(C(C(C(O1)SC2=CC=CC=C2)OC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)SC2=CC=CC=C2)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 24404-53-3 MDL No: MFCD06657849 Chemical Formula: C20H24O9S Molecular Weight: 440.47 |
COA:
Product name: Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-galactopyranoside
CAS: 24404-53-3 M.F.: C20H24O9S M.W.: 440.47
Batch No: 20090316 Quantity: 23g
Items | Standards | Results |
Appearance | White or Slightly yellowish crystal powder | Complies |
Solubility | Insoluble in water, easily soluble CHCl3 | Complies |
NMR and MS | Should comply | Complies |
Identification | IR and HPLC | Complies |
M.P. | 70℃ - 75℃ | 73℃ - 75℃ |
[a]D (c, 1.00 in CHCl3) | +3.5 - +3.9 | +3.7 |
Water | Max. 0.5% | 0.2% |
Residue on ignition | Max. 0.5% | 0.1% |
TLC | Should be one spot | one spot |
Assay by HPLC | Min. 98% | 98.6% |
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