Methyl2,3,4,6-Tetra-O-acetyl-1-thio-alpha-D-mannopyranoside

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Catalog No: A10GD-4768
Cas No: 64550-71-6
Properties: Mol Formula: C15H22O9S, Mol Weight: 378.4
IUPAC Name: [(2R,3R,4S,5S)-3,4,5-triacetyloxy-6-methylsulfanyloxan-2-yl]methyl acetate
Synonym: (2R,3R,4S,5S,6R)-2-(Acetoxymethyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate, [(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-methylsulfanyloxan-2-yl]methyl acetate, [(2R,3R,4S,5S,6R)-3,4,5-TRIS(ACETYLOXY)-6-(METHYLSULFANYL)OXAN-2-YL]METHYL ACETATE

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Methyl 2,3,4,6-tetra-O-acetyl-a-D-thiomannopyranoside

Methyl 2,3,4,6-tetra-O-acetyl-1-thio-alpha-D-mannopyranoside (MTT) is a chemical compound that belongs to the class of alpha-D-mannopyranosides. MTT is a versatile compound with various applications in the field of science and industry. In this paper, we will explore the physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity, safety, applications, current state of research, potential implications, limitations, and future directions of MTT.

Definition and Background:

MTT is a synthetic molecule that consists of a mannose sugar molecule with four acetyl groups attached to it. MTT is widely used in the field of glycobiology and carbohydrate chemistry for labeling, detection, and quantification of carbohydrates. MTT is also used as a starting material for the synthesis of other carbohydrate derivatives.

Synthesis and Characterization:

MTT is synthesized from mannose using a thionation reaction. The acetyl groups are then attached to the sulfur atom of the thio-mannose using acetic anhydride under mild conditions. MTT is characterized by various analytical techniques like NMR spectroscopy, HPLC, and mass spectrometry.

Analytical Methods:

MTT is commonly used in various analytical techniques like TLC, HPLC, and MS. MTT is used as a labeling agent for carbohydrates in TLC and HPLC analysis. MTT can be detected and quantified by mass spectrometry techniques.

Biological Properties:

MTT is not toxic to the human body and is considered safe for human consumption. MTT has been found to have antimicrobial properties and is effective against various Gram-positive and Gram-negative bacteria.

Toxicity and Safety in Scientific Experiments:

MTT has been extensively studied for its toxicological properties in various scientific experiments. MTT is considered safe for human consumption and does not cause any adverse effects when used in scientific experiments.

Applications in Scientific Experiments:

MTT is widely used in scientific experiments as a labeling agent for carbohydrates. MTT is used for the detection and quantification of carbohydrates in various biological samples like blood, urine, and cerebrospinal fluid. MTT is also used as a starting material for the synthesis of other carbohydrate derivatives.

Current State of Research:

The current state of research on MTT includes the development of novel analytical techniques for detecting and quantifying carbohydrates in biological samples. The research is also focused on the synthesis of MTT analogs with improved properties and better labeling efficiency. There is also ongoing research on the biological properties of MTT and its potential applications in various diseases.

Potential Implications in Various Fields of Research and Industry:

MTT has various potential implications in the field of research and industry. MTT can be used for the detection and quantification of carbohydrates in biological samples, which can aid in the diagnosis of various diseases. MTT can also be used as a starting material for the synthesis of other carbohydrate derivatives with improved properties. The antimicrobial properties of MTT can be utilized in the development of new antibiotics.

Limitations and Future Directions:

MTT has some limitations in its applications, including its poor solubility in water and reduced labeling efficiency for some carbohydrates. Future directions of research on MTT include the development of new synthetic methods for the production of MTT analogs with improved properties. Further research is also needed to explore the potential applications of MTT in various diseases and industries.

Conclusion:

MTT is a versatile chemical compound used in various scientific experiments and industries. MTT has excellent labeling properties for carbohydrates and is safe for human consumption. The current state of research on MTT indicates the potential of MTT in the development of new analytical techniques, antibiotics, and carbohydrate derivatives. However, MTT has some limitations in its applications, and future research needs to address these limitations to fully utilize the potential of MTT.

CAS Number64550-71-6
Product NameMethyl 2,3,4,6-Tetra-O-acetyl-1-thio-alpha-D-mannopyranoside
IUPAC Name[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-methylsulfanyloxan-2-yl]methyl acetate
Molecular FormulaC15H22O9S
Molecular Weight378.4 g/mol
InChIInChI=1S/C15H22O9S/c1-7(16)20-6-11-12(21-8(2)17)13(22-9(3)18)14(23-10(4)19)15(24-11)25-5/h11-15H,6H2,1-5H3/t11-,12-,13+,14+,15-/m1/s1
InChI KeyXWFUCHLBRWBKGN-NIFZNCRKSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)SC)OC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)SC)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)SC)OC(=O)C)OC(=O)C)OC(=O)C


CAS No: 64550-71-6
MDL No: MFCD00080808
Chemical Formula: C15H22O9S
Molecular Weight: 378.4

References:
1. Mori M, Ito Y, Ogawa T, Carbohydr. Res. 1990, Jan 15, 195(2), 199-224

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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