Specifications
- Purity
- ≥98% (TLC)
- Appearance
- Colorless or white powder or crystals
- Identity
- 1H-NMR
- Water content (K.F.)
- ≤3.0%
Properties
- Solvents
- water or DMSO
- Optical Activity
- [α]20/D +158±3°, c = 10% in H2O
Available from stock
Heptakis(2,6-di-O-methyl)-β-cyclodextrin
- SKU
- H0181
Category: Carbohydrates
- Synonyms
- Di-O-methyl-&beta,-cyclodextrin, Dimethyl-&beta,-cyclodextrin, DM-&beta,-CD, DIMEB, Tetradecakis-2,6-O-methylcycloheptaamylose
- 51166-71-3
- CAS-Number
- C56H98O35
- Molecular Formula
- 1331.36
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Transportation
- Not dangerous goods
- Description
- DIMEB (Heptakis(2,6-di-O-methyl)-&beta,-cyclodextrin) is a complexing agent, a cyclic molecule consisting of seven glucose units modified with two methyl groups at the 2- and 6-positions. It is a hydrophilic derivative of cyclodextrin that possesses the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E and K, etc. It can be utilized to increase the dissolution and bioavailability of poorly water-soluble pharmaceutical preparations, as well as their stability. This compound is particularly valuable in the study of molecular encapsulation, where it is used to investigate the inclusion of various hydrophobic molecules within its cavity, thereby improving their solubility and stability. In analytical chemistry, DIMEB serves as a chiral stationary phase in chromatography, aiding in the separation of enantiomers. DIMEB is used in the investigation of drug delivery systems and as cell penetration enhancer. It can help drugs penetrate cell membranes, which is important for delivering drugs inside cells. It has applications in analytical chemistry, food science, and environmental remediation due to its ability to form clathrates with various guest molecules, such as aromatic compounds, pesticides and heavy metals.
- Smiles
- OC1C(OC)C2OC(COC)C1OC3OC(COC)C(OC4OC(COC)C(OC5OC(COC)C(OC6OC(COC)C(OC7OC(COC)C(OC8OC(COC)C(O2)C(O)C8OC)C(O)C7OC)C(O)C6OC)C(O)C5OC)C(O)C4OC)C(O)C3OC
- InChi Key
- QGKBSGBYSPTPKJ-UZMKXNTCSA-N
- References
- (1) K. Uekama, et al., J. Pharm. Sci. 74, 841 (1985) , (2) F. Hirayama, et al., J. Pharm. Sci. 88, 970 (1999) , (3) P. Franchi, et al., JACS 126, 4343 (2004) , (4) A. Trapani, et al., Int. J. Pharm. 375, 97 (2009) , (5) M. Jana & S. Bandyopadhyay, J. Chem. Phys. 134, 025103 (2011) , (6) W. Sangpheak, et al., J. Org. Chem. 11, 2763 (2015) , (7) L. Angiolini, et al., Int. J. Pharm. 531, 668 (2017) , (8) E. Varga, et al., Electrophoresis 40, 2789 (2019) , (9) N. Geue, et al., Molecules 28, 2625 (2023) , (10) H. Mai, et al, Nat. Biotechnol. 42, 617 (2024)
- InChi
- InChI=1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/t22-,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-,55-,56-/m1/s1
DIMEB (Heptakis(2,6-di-O-methyl)-&beta,-cyclodextrin) is a complexing agent, a cyclic molecule consisting of seven glucose units modified with two methyl groups at the 2- and 6-positions. It is a hydrophilic derivative of cyclodextrin that possesses the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E and K, etc. It can be utilized to increase the dissolution and bioavailability of poorly water-soluble pharmaceutical preparations, as well as their stability. This compound is particularly valuable in the study of molecular encapsulation, where it is used to investigate the inclusion of various hydrophobic molecules within its cavity, thereby improving their solubility and stability. In analytical chemistry, DIMEB serves as a chiral stationary phase in chromatography, aiding in the separation of enantiomers. DIMEB is used in the investigation of drug delivery systems and as cell penetration enhancer. It can help drugs penetrate cell membranes, which is important for delivering drugs inside cells. It has applications in analytical chemistry, food science, and environmental remediation due to its ability to form clathrates with various guest molecules, such as aromatic compounds, pesticides and heavy metals.
Additional information
| Synonyms | Di-O-methyl-&beta,-cyclodextrin, Dimethyl-&beta,-cyclodextrin, DM-&beta,-CD, DIMEB, Tetradecakis-2,6-O-methylcycloheptaamylose |
|---|---|
| Purity | ≥98% (TLC) |
| Appearance | Colorless or white powder or crystals |
| CAS-Number | 51166-71-3 |
| Molecular Formula | C56H98O35 |
| Molecular Weight | 1331.36 |
| Identity | 1H-NMR |
| Solvents | water or DMSO |
| Optical Activity | [α]20/D +158±3°, c = 10% in H2O |
| Smiles | OC1C(OC)C2OC(COC)C1OC3OC(COC)C(OC4OC(COC)C(OC5OC(COC)C(OC6OC(COC)C(OC7OC(COC)C(OC8OC(COC)C(O2)C(O)C8OC)C(O)C7OC)C(O)C6OC)C(O)C5OC)C(O)C4OC)C(O)C3OC |
| InChi Key | QGKBSGBYSPTPKJ-UZMKXNTCSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Transportation | Not dangerous goods |
| References | (1) K. Uekama, et al., J. Pharm. Sci. 74, 841 (1985), (2) F. Hirayama, et al., J. Pharm. Sci. 88, 970 (1999), (3) P. Franchi, et al., JACS 126, 4343 (2004), (4) A. Trapani, et al., Int. J. Pharm. 375, 97 (2009), (5) M. Jana & S. Bandyopadhyay, J. Chem. Phys. 134, 025103 (2011), (6) W. Sangpheak, et al., J. Org. Chem. 11, 2763 (2015), (7) L. Angiolini, et al., Int. J. Pharm. 531, 668 (2017), (8) E. Varga, et al., Electrophoresis 40, 2789 (2019), (9) N. Geue, et al., Molecules 28, 2625 (2023), (10) H. Mai, et al, Nat. Biotechnol. 42, 617 (2024) |
| InChi | InChI=1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/t22-,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-,55-,56-/m1/s1 |
| Quantity | 5 g, 25 g, Bulk |
| cdx-Water content (K.F.) | ≤3.0% |
