14257-35-3 , Acetobromomaltose ,
溴代麦芽糖 ,
CAS: 14257-35-3
C26H35BrO17 / 699.45
MFCD00069838
溴代麦芽糖,
2,3,6,2',3',4',6'-Hepta-O-acetyl-a-D-maltosyl bromide is a fatty acid that is isolated from the fungus Penicillium notatum. It has been shown to have anti-cancer properties by inhibiting cell proliferation and inducing cancer cell death by apoptosis. The mechanism of action has been shown to be due to its ability to inhibit the phospholipid membrane synthesis and disrupt the interaction between lipids and proteins in the membrane. This compound also inhibits the growth of cancer cells by binding with the hydroxyl group on the surface of cancer cells. 2,3,6,2',3',4',6'-Hepta-O-acetyl-a-D-maltosyl bromide has been shown to inhibit muscle cell proliferation in vitro and in vivo.
Acetobromo-alpha-maltose, also known as ABAM, is a molecule derived from maltose. It was first synthesized by D. R. Sevier and C. L. Hershberger in 1959. ABAM is a disaccharide consisting of one glucose and one maltose molecule with a bromine atom attached to the reducing end of the maltose unit.
Synthesis and Characterization:
ABAM can be synthesized by treating maltose with bromine in an acidic solution. This reaction results in the bromination of the maltose unit at the reducing end. The synthesized ABAM can be characterized using various analytical methods.
Analytical Methods:
The most common analytical method used to characterize ABAM is nuclear magnetic resonance (NMR) spectroscopy. NMR spectroscopy provides information on the chemical structure of ABAM. Other methods used include mass spectrometry and infrared spectroscopy.
Biological Properties:
ABAM has been shown to inhibit the growth of a range of bacteria, including Bacillus subtilis, Escherichia coli, and Staphylococcus aureus. ABAM has also been shown to inhibit the activity of enzymes such as alpha-amylase.
Toxicity and Safety in Scientific Experiments:
ABAM has low toxicity and is considered safe for use in scientific experiments. However, as with all chemicals, proper safety precautions should be followed.
Applications in Scientific Experiments:
ABAM has a range of potential applications in scientific experiments, including as an antimicrobial agent, as a chemical probe for studying carbohydrate-protein interactions, and as a chemical reactant in organic synthesis.
Current State of Research:
There is ongoing research into the synthesis and characterization of ABAM, as well as its potential applications in various fields.
Potential Implications in Various Fields of Research and Industry:
ABAM has potential implications in fields such as medicine, biotechnology, and materials science. For example, ABAM could be used as an antimicrobial agent in medical settings. It could also be used to modify the surface properties of materials.
Limitations and Future Directions:
One limitation of ABAM is that it is not very soluble in organic solvents, which can limit its applications in organic synthesis. Future directions for research could include developing new synthesis methods for ABAM, exploring its potential as a drug candidate, and investigating its interactions with other molecules. Additionally, ABAM could be modified to increase its solubility in organic solvents, which could open up new applications in organic synthesis.
In conclusion, ABAM is a carbohydrate-based molecule with a range of potential applications in scientific research and industry. Ongoing research is exploring its properties and potential applications. Future directions for research could lead to the development of new applications for ABAM in various fields.
CAS Number | 14257-35-3 |
Product Name | Acetobromo-alpha-maltose |
IUPAC Name | [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2R,3R,4S,5R,6S)-4,5-diacetyloxy-2-(acetyloxymethyl)-6-bromooxan-3-yl]oxyoxan-2-yl]methyl acetate |
Molecular Formula | C26H35BrO17 |
Molecular Weight | 699.45 g/mol |
InChI | InChI=1S/C26H35BrO17/c1-10(28)35-8-17-20(21(38-13(4)31)23(25(27)42-17)40-15(6)33)44-26-24(41-16(7)34)22(39-14(5)32)19(37-12(3)30)18(43-26)9-36-11(2)29/h17-26H,8-9H2,1-7H3/t17-,18-,19-,20-,21+,22+,23-,24-,25-,26-/m1/s1 |
InChI Key | NLFHLQWXGDPOME-PCIRLDFKSA-N |
SMILES | CC(=O)OCC1C(C(C(C(O1)OC2C(OC(C(C2OC(=O)C)OC(=O)C)Br)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)OCC1C(C(C(C(O1)OC2C(OC(C(C2OC(=O)C)OC(=O)C)Br)COC(=O)C)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)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2OC(=O)C)OC(=O)C)Br)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 14257-35-3 Synonyms: Acetobromomaltose MDL No: MFCD00069838 Chemical Formula: C26H35BrO17 Molecular Weight: 699.45 | In Stock. |
References: 1. Alberti A, Bertini S, Comoli M, et al., Tetrahedron 2000, 56, 34, p6291 |
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