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  • 25941-03-1 , a-D-五乙酰甘露糖, α-D-Mannose pentaacetate, CAS:25941-03-1
25941-03-1 , a-D-五乙酰甘露糖, α-D-Mannose pentaacetate, CAS:25941-03-1

25941-03-1 , a-D-五乙酰甘露糖, α-D-Mannose pentaacetate, CAS:25941-03-1

25941-03-1 , α-D-Mannose pentaacetate,
a-D-五乙酰甘露糖,
CAS:25941-03-1
C16H22O11 / 390.34
MFCD05864874

1,2,3,4,6-Penta-O-acetyl-D-mannopyranose

a-D-五乙酰甘露糖,

1,2,3,4,6-Penta-O-acetyl-D-mannopyranose (PAM) is a type of naturally occurring sugar that has gained significant attention in the scientific community due to its unique physical and chemical properties. This paper aims to provide a comprehensive overview of the PAM, including its definition and background, 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

PAM, also known as peracetylated mannose, is a complex sugar that belongs to the family of carbohydrates. It is composed of five acetylated mannose residues and one free hydroxyl group attached to a pyranose ring. The sugar is an important constituent of the mucopolysaccharides found in various biological tissues, including cartilage, bone, and connective tissues.

Synthesis and Characterization

PAM can be synthesized from mannose by acetylation using acetic anhydride and a suitable catalyst. The resulting product is purified using various techniques, such as precipitation, column chromatography, and recrystallization. The purity and identity of the sugar can be confirmed using various spectroscopic techniques, including FT-IR, NMR, and mass spectrometry.

Analytical Methods

Several analytical methods are available for the quantitative and qualitative analysis of PAM, including high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), gas chromatography (GC), and capillary electrophoresis (CE). These methods are commonly used in research and industry to determine the purity, identity, and concentration of the sugar.

Biological Properties

PAM has been shown to possess several biological properties, including anti-inflammatory, anti-oxidant, and anti-tumor activities. It can also modulate the immune system and promote wound healing. However, further research is needed to fully understand the mechanisms underlying these effects and their potential therapeutic applications.

Toxicity and Safety in Scientific Experiments

PAM is generally considered safe for scientific experiments, with no reported toxicological effects. However, proper safety precautions should be taken when handling the sugar, as it can be hazardous in large quantities or when not handled properly.

Applications in Scientific Experiments

PAM is widely used in scientific experiments as a reagent for the synthesis of complex sugars, such as glycosaminoglycans and glycoproteins. It is also used as a building block for the development of novel therapeutics and biomaterials. Additionally, PAM can be used as a protective group in organic synthesis.

Current State of Research

Currently, there is a growing interest in the use of PAM in various fields of research, including medicine, materials science, and biotechnology. Several studies have investigated the biological properties and therapeutic potential of PAM and its derivatives. There is also ongoing research on the synthesis and characterization of novel PAM-based materials for various applications.

Potential Implications in Various Fields of Research and Industry

The unique physical and chemical properties of PAM make it a promising candidate for various applications in research and industry. For instance, PAM-based materials can be used in tissue engineering, drug delivery, and biosensing. PAM can also be modified to produce novel derivatives with enhanced properties and functionalities.

Limitations and Future Directions

Although PAM has several promising applications, there are still limitations and challenges that need to be addressed. For instance, the synthesis of PAM can be complicated and expensive, and the sugar can be unstable in certain conditions. Additionally, further research is needed to fully understand the biological properties and therapeutic potential of PAM and its derivatives. Some future directions for research in this area include:

- developing efficient and cost-effective methods for the synthesis of PAM and its derivatives

- exploring new applications of PAM-based materials in various industries, such as biomedicine, renewable energy, and environmental science

- investigating the immunomodulatory and anti-inflammatory effects of PAM and its potential use in the treatment of various diseases

- developing new analytical methods for the quantitative and qualitative analysis of PAM in complex matrices

- studying the interactions of PAM with biological membranes and proteins to better understand its biological properties and mechanisms of action.

Conclusion

In conclusion, PAM is a unique sugar with several promising applications in research and industry. Its 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 have been discussed in this paper. Further research in this area is needed to fully explore the potential of PAM and its derivatives in various fields of research and industry.

CAS Number25941-03-1
Product Name1,2,3,4,6-Penta-O-acetyl-D-mannopyranose
IUPAC Name[(2R,3R,4S,5S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
Molecular FormulaC16H22O11
Molecular Weight390.34 g/mol
InChIInChI=1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15+,16?/m1/s1
InChI KeyLPTITAGPBXDDGR-WHWZVRATSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Synonyms1,2,3,4,6-Pentaacetate D-Mannopyranose; D-Mannopyranose Pentaacetate;
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H](C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C


CAS No: 25941-03-1,4163-65-9 Synonyms: D-Mannose pentaacetate MDL No: MFCD05864874 Chemical Formula: C16H22O11 Molecular Weight: 390.34
COA:

Name: α-D-Mannose pentaacetate; 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose

CAS: 4163-65-9  (25941-03-1)        M.F.: C16H22O11           M.W.: 390.34

Items

Standards

Results

Appearance

White crystalline power

Positive

Solubility

Readily soluble in CHCl3 and

insoluble in water

Positive

NMR and MS

Should comply

Complies

Identification

IR and TLC

Positive

M.P.

64℃ -75℃

64℃ -66℃

[a]D [c=1 inCHCl3].

+54o - +56o

+55.2o

Loss Weight On Dryness

Max. 0.5%

Complies

Beta-Isomer

Max. 1%

0.2%

TLC (15%H2SO4-C2H5OH)

One spot

Complies

Assay (HPLC)

Min. 98%

98.6%

References:

1. Roy R, Das SK, Hernández-Mateo F, Santoyo-González F, Gan Z, Synthesis 2001, p1049-1052

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