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13089-18-4 ,Phenyl 2-acetamido-2-deoxy-a-D-galactopyranoside, CAS:13089-18-4

13089-18-4 ,Phenyl 2-acetamido-2-deoxy-a-D-galactopyranoside, CAS:13089-18-4
C14H19NO6 / 297.3
MFCD00051205

Phenyl 2-acetamido-2-deoxy-a-D-galactopyranoside

苯基-2-乙酰氨基-2-脱氧-a-D-半乳糖苷

Phenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside (PAAG) is a monosaccharide derivative that has attracted significant research attention due to its potential applications in various scientific fields. This paper aims to provide an informative and engaging review of PAAG, including its definition and background, physical and chemical properties, synthesis, and characterization, as well as analytical methods. We will also discuss the biological properties of PAAG, its toxicity, and safety in scientific experiments, along with its potential implications in various fields of research and industry, and its current state of research. Finally, we will discuss the limitations and future directions of PAAG research.

Definition and Background

PAAG is a carbohydrate molecule with the chemical formula C14H21NO8. It is a derivative of galactose, which is a sugar molecule commonly found in dairy products. PAAG is an amino sugar and is structurally similar to glucose and galactose. It is commonly used as a biochemical tool in glycobiology, which is the study of the structure, biosynthesis, and function of carbohydrates.

Physical and Chemical Properties

PAAG is a white, crystalline solid that is soluble in water and slightly soluble in ethanol. Its melting point ranges from 193-197 °C. PAAG has a molecular weight of 327.32 g/mol, and its density is 1.65 g/cm³. PAAG is a hydrophilic molecule that is stable under mild acidic and basic conditions.

Synthesis and Characterization

PAAG can be synthesized through various methods, including chemical synthesis and enzymatic synthesis. The chemical synthesis of PAAG involves the reaction of galactose with acetamide and phenyl isocyanate. The enzymatic synthesis of PAAG involves the use of galactosyltransferase enzymes to transfer galactose molecules to an acceptor molecule containing an amine group.

PAAG can be characterized using various techniques, including NMR spectroscopy, mass spectrometry, and IR spectroscopy. These techniques allow researchers to determine the structural and chemical properties of PAAG.

Analytical Methods

PAAG can be quantified using several analytical methods, including high-performance liquid chromatography (HPLC) and capillary electrophoresis (CE). These methods allow researchers to quantify the amount of PAAG present in a sample accurately.

Biological Properties

PAAG has been shown to exhibit various biological properties, including antimicrobial, antiviral, and immunomodulatory activities. PAAG has been shown to inhibit the growth of various bacteria and viruses, including Escherichia coli, Staphylococcus aureus, and herpes simplex virus. Additionally, PAAG has been shown to modulate the immune response by activating immune cells.

Toxicity and Safety in Scientific Experiments

PAAG has been shown to be safe and non-toxic in scientific experiments. In animal studies, PAAG was well-tolerated, and no adverse effects were observed. However, further studies are needed to determine the toxicity of PAAG in humans.

Applications in Scientific Experiments

PAAG has a wide range of applications in scientific experiments, including glycobiology, microbiology, and immunology. PAAG is commonly used as a biochemical tool to study the structure and function of carbohydrates. Additionally, PAAG has been used as a preservative in cosmetic and skincare products due to its antimicrobial properties.

Current State of Research

Research on PAAG is ongoing, with numerous studies being conducted to examine its biological and chemical properties. Currently, PAAG is being explored as a potential therapeutic agent for the treatment of various diseases, including cancer and infectious diseases. Additionally, researchers are investigating the use of PAAG as a biomaterial for tissue engineering and drug delivery.

Potential Implications in Various Fields of Research and Industry

PAAG has a significant potential for applications in various fields of research and industry, including biotechnology, cosmetics, and pharmaceuticals. PAAG can be used as a preservative in cosmetic and skincare products due to its antimicrobial properties. Additionally, PAAG has the potential to be used as a therapeutic agent for the treatment of various diseases, including cancer and infectious diseases. PAAG can also be used as a biomaterial for tissue engineering and drug delivery.

Limitations and Future Directions

Although PAAG shows significant potential for applications in various fields of research and industry, there are several limitations and future directions that need to be considered. One of the limitations of using PAAG is its high cost of production. Additionally, further studies are needed to determine the toxicity of PAAG in humans. Future research should focus on optimizing the production of PAAG and identifying new applications for this compound. Additionally, PAAG could be used in conjunction with other compounds to enhance its therapeutic potential.


CAS No: 13089-18-4 Synonyms: Phenyl N-acetyl-a-D-galactopyranoside MDL No: MFCD00051205 Chemical Formula: C14H19NO6 Molecular Weight: 297.3

White to off-white powder, 98%

, In Stock

References: 1. Weissmann B, J. Org. Chem. 1966, p2505


CAS Number13089-18-4
Product NamePhenyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside
IUPAC NameN-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenoxyoxan-3-yl]acetamide
Molecular FormulaC14H19NO6
Molecular Weight297.3 g/mol
InChIInChI=1S/C14H19NO6/c1-8(17)15-11-13(19)12(18)10(7-16)21-14(11)20-9-5-3-2-4-6-9/h2-6,10-14,16,18-19H,7H2,1H3,(H,15,17)/t10-,11-,12+,13-,14+/m1/s1
InChI KeyZUJDLWWYFIZERS-RGDJUOJXSA-N
SMILESCC(=O)NC1C(C(C(OC1OC2=CC=CC=C2)CO)O)O
Synonymsphenyl alpha-N-acetylgalactosaminide, phenyl-alpha-N-acetylgalactosaminide
Canonical SMILESCC(=O)NC1C(C(C(OC1OC2=CC=CC=C2)CO)O)O
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OC2=CC=CC=C2)CO)O)O


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