6-O-α-Maltosyl-β-cyclodextrinCellular cholesterol modifier CAS# 104723-60-6 |
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Quality Control & MSDS
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Chemical structure
3D structure
| Cas No. | 104723-60-6 | SDF | Download SDF |
| PubChem ID | 78357834 | Appearance | Powder |
| Formula | C54H90O45 | M.Wt | 1459.27 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | 6-O-alpha-D-Maltosyl-beta-cyclodextrin | ||
| Solubility | H2O : ≥ 60.5 mg/mL (41.46 mM); | ||
| SMILES | C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C4C(C(C(O3)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(C(C8O)O)OC9C(OC(C(C9O)O)OC1C(OC(O4)C(C1O)O)CO)CO)CO)CO)CO)CO)O)O)CO)O)O)O)O | ||
| Standard InChIKey | QFSFPJHBIGWPMD-PBVGKYIBSA-N | ||
| Standard InChI | InChI=1S/C54H90O45/c55-1-10-19(63)20(64)29(73)47(83-10)92-38-11(2-56)84-46(30(74)21(38)65)82-9-18-45-28(72)37(81)54(91-18)98-44-17(8-62)89-52(35(79)26(44)70)96-42-15(6-60)87-50(33(77)24(42)68)94-40-13(4-58)85-48(31(75)22(40)66)93-39-12(3-57)86-49(32(76)23(39)67)95-41-14(5-59)88-51(34(78)25(41)69)97-43-16(7-61)90-53(99-45)36(80)27(43)71/h10-81H,1-9H2/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46+,47-,48?,49-,50-,51-,52-,53-,54-/m1/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 6-O-α-Maltosyl-β-cyclodextrin is a cellular cholesterol modifier which can form soluble inclusion complex with cholesterol.In Vitro:6-O-α-Maltosyl-β-cyclodextrin (Mal-βCD) removes cellular cholesterol forming inclusion complexes, while 6-O-α-Maltosyl-β-cyclodextrin-induced lack of cellular cholesterol is replenished by the addition of cholesterol/6-O-α-Maltosyl-β-cyclodextrin
inclusion complex (CLM) without cytotoxicity[1]. References: | |||||
6-O-α-Maltosyl-β-cyclodextrin Dilution Calculator
6-O-α-Maltosyl-β-cyclodextrin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 0.6853 mL | 3.4264 mL | 6.8527 mL | 13.7055 mL | 17.1319 mL |
| 5 mM | 0.1371 mL | 0.6853 mL | 1.3705 mL | 2.7411 mL | 3.4264 mL |
| 10 mM | 0.0685 mL | 0.3426 mL | 0.6853 mL | 1.3705 mL | 1.7132 mL |
| 50 mM | 0.0137 mL | 0.0685 mL | 0.1371 mL | 0.2741 mL | 0.3426 mL |
| 100 mM | 0.0069 mL | 0.0343 mL | 0.0685 mL | 0.1371 mL | 0.1713 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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6-O-α-maltosyl-β cyclodextrin (Mal-βCD) is a cellular cholesterol modifier which can form soluble inclusion complex with cholesterol and is much less cytotoxic to human erythrocytes and Caco-2 cells; a cyclodextrin derivative.
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Effect of 6-O-alpha-maltosyl-beta cyclodextrin and its cholesterol inclusion complex on cellular cholesterol levels and ABCA1 and ABCG1 expression in mouse mastocytoma P-815 cells.[Pubmed:22677519]
Carbohydr Res. 2012 Aug 1;357:68-74.
We have previously described 6-O-alpha-maltosyl-beta cyclodextrin (Mal-betaCD), which forms soluble inclusion complex with cholesterol. Here we further investigated the effect of Mal-betaCD and cholesterol/Mal-betaCD inclusion complex (CLM) on cellular cholesterol levels in a mouse mast cell line, mastocytoma P-815 cells (P-815 cells). Mal-betaCD removes cellular cholesterol forming inclusion complexes, while Mal-betaCD-induced lack of cellular cholesterol was replenished by the addition of CLM without cytotoxicity. Reduction and replenishment of cellular cholesterol in Mal-betaCD- and/or CLM-treated P-815 cells, respectively, were demonstrated by LC/MS and fluorescence microscopy with filipin III. CLM rather than free Mal-betaCD and free cholesterol was efficiently incorporated into P-815 cells and its incorporation was inhibited by incubation at low temperature, or with sodium azide and cytochalasin D. P-815 cells have been confirmed to express ATP-binding cassette (ABC) transporters, ABCA1, ABCG1, and P-glycoprotein (P-gp), by Western blot and mRNA analysis. Cholesterol reduction by Mal-betaCD abolishes the mRNA and protein expression of ABCA1 and ABCG1, but not of P-gp. Cholesterol loading by CLM restores the diminished ABCA1 and ABCG1 mRNA expression in Mal-betaCD-treated P-815 cells. However, both Mal-betaCD and CLM had no effect on P-gp activity measured by the rhodamine 123 efflux assay. These results indicate that alteration of cholesterol levels with Mal-betaCD or CLM led to down- or up-regulation of ABCA1 and ABCG1 expression in P-815 cells.
Characterization of the Supermolecular Structure of Polydatin/6-O-alpha-Maltosyl-beta-cyclodextrin Inclusion Complex.[Pubmed:25916244]
J Food Sci. 2015 Jun;80(6):C1156-61.
Polydatin is the main bioactive ingredient in many medicinal plants, such as Hu-zhang (Polygonum cuspidatum), with many bioactivities. However, its poor aqueous solubility restricts its application in functional food. In this work, 6-O-alpha-Maltosyl-beta-cyclodextrin (Malt-beta-CD), a new kind of beta-CD derivative was used to enhance the aqueous solubility and stability of polydatin by forming the inclusion complex. The phase solubility study showed that polydatin and Malt-beta-CD could form the complex with the stoichiometric ratio of 1:1. The supermolecular structure of the polydatin/Malt-beta-CD complex was characterized by ultraviolet-visible spectroscopy (UV), Fourier transform infrared spectroscopy (FT-IR), X-ray diffractometry (XRD), thermogravimetric/differential scanning calorimetry (TG/DSC), and proton nuclear magnetic resonance ((1) H-NMR) spectroscopy. The changes of the characteristic spectral and thermal properties of polydatin suggested that polydatin could entrap inside the cavity of Malt-beta-CD. Furthermore, to reasonably understand the complexation mode, the supermolecular structure of polydatin/Malt-beta-CD inclusion complex was postulated by a molecular docking method based on Autodock 4.2.3. It was clearly observed that the ring B of polydatin oriented toward the narrow rim of Malt-beta-CD with ring A and glucosyl group practically exposed to the wide rim by hydrogen bonding, which was in a good agreement with the spectral data.
