140147-36-0 , Octyl 3,6-di-O-(a-D-mannopyranosyl)-b-D-mannopyranoside,
Cas:140147-36-0
C26H48O16 / 616.65
MFCD02683386
Man-a-1-6-(Man-a-1-3)Man-b-O-octyl
Octyl 3,6-di-O-(a-D-mannopyranosyl)-b-D-mannopyranoside is an anti-infective agent that belongs to the functional group of mannosides. It is used as a model system for investigating the inhibitory effects of chemical structures on enzymatic activity. Octyl 3,6-di-O-(a-D-mannopyranosyl)-b-D-mannopyranoside has been shown to have inhibitory effects on alzheimer's disease and other neurodegenerative diseases. The octyl 3,6 di O-(a D mannopyranosyl) b D mannopyranoside molecule can be broken down into two parts: octyl 3,6 di O-(a D mannopyranosyl) b D mannose and octyl 6 b D manno pyranose.
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside, or MMOM, is a carbohydrate-based detergent that is commonly used in scientific research labs. It is a non-ionic detergent and is often used in the purification of membrane proteins. MMOM is composed of two mannose molecules and one octyl group. It is a surfactant that stabilizes proteins and helps solubilize them in aqueous solutions.
Synthesis and Characterization
The synthesis of Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside involves the reaction of mannose with octyl alcohol under acidic conditions. The resulting intermediate is then treated with an acid catalyst to form the final product. The purity and identity of MMOM can be confirmed using a combination of techniques such as HPLC, NMR, and mass spectrometry.
Analytical Methods
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside can be analyzed using a variety of analytical techniques, including HPLC, NMR spectroscopy, and mass spectrometry. These methods can be used to confirm the identity and purity of the compound.
Biological Properties
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside has been shown to have low toxicity in scientific experiments. It has been used in the purification of membrane proteins and is often used as a substitute for traditional detergents such as Triton X-100.
Toxicity and Safety in Scientific Experiments
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside is generally considered to be safe for use in scientific experiments. It has been shown to have low toxicity and is not expected to cause adverse effects.
Applications in Scientific Experiments
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside is commonly used in scientific research labs as a detergent. It is often used in the purification of membrane proteins and is known to stabilize proteins and help solubilize them in aqueous solutions.
Current State of Research
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside is a well-established surfactant and has been used in scientific research for many years. However, there is ongoing research aimed at improving its properties and applications.
Potential Implications in Various Fields of Research and Industry
Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside has potential applications in a variety of fields, including biotechnology, pharmaceuticals, and materials science. It may be used as a surfactant in the formulation of drug delivery systems or as a stabilizing agent in the production of biomaterials.
Limitations and Future Directions
One limitation of Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside is its relatively low solubility in water. Future research may focus on improving its solubility and optimizing its properties for specific applications. Other research directions may include the development of new derivatives of MMOM with enhanced properties or the use of MMOM in combination with other surfactants to improve its performance in various applications.
CAS Number | 140147-36-0 |
Product Name | Octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside |
IUPAC Name | (2S,3S,4S,5S,6R)-2-[[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-octoxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol |
Molecular Formula | C₂₆H₄₈O₁₆ |
Molecular Weight | 616.65 g/mol |
InChI | InChI=1S/C26H48O16/c1-2-3-4-5-6-7-8-37-25-22(36)23(42-26-21(35)19(33)16(30)13(10-28)40-26)17(31)14(41-25)11-38-24-20(34)18(32)15(29)12(9-27)39-24/h12-36H,2-11H2,1H3/t12-,13-,14-,15-,16-,17-,18+,19+,20+,21+,22+,23+,24+,25-,26-/m1/s1 |
InChI Key | CMQKGONXPQXZKM-OMWWXRLNSA-N |
SMILES | CCCCCCCCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)O |
Synonyms | octyl 3,6-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside, octyl 3,6-di-O-(mannopyranosyl)-mannopyranoside, OdMM |
Canonical SMILES | CCCCCCCCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)O |
Isomeric SMILES | CCCCCCCCO[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O |
Ref: chachter H, et al., Clin. Biochem. 2003, 36, 339
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