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Hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin (CAS 68715-56-0)

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Application:
Hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin is a useful compound for capillary electrophoresis.
CAS Number:
68715-56-0
Molecular Weight:
1225.32
Molecular Formula:
C54H96O30
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin is a permethylated derivative of α-cyclodextrin where hydroxyl groups at the 2, 3, and 6 positions are substituted with methyl groups. This modification creates a hydrophobic cavity with distinct physicochemical properties, enhancing its ability to form stable inclusion complexes with various guest molecules. This derivative is particularly valuable in research involving molecular encapsulation, due to its hydrophobic core and methylated exterior, which allows for selective interactions with compounds of diverse chemical nature. In chromatographic separations, hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin has shown significant efficacy as a chiral selector, helping distinguish and analyze stereoisomers in complex mixtures. The precise geometry and hydrophobic interactions enable researchers to probe enantioselective complexation mechanisms and their applications in the separation sciences. Moreover, in supramolecular chemistry and controlled release research, it is used to investigate the effects of permethylation on complexation kinetics, solubility, and molecular recognition. Its ability to encapsulate small molecules also makes it a useful model in studies of drug delivery, molecular transport, and the solubilization of hydrophobic substances in aqueous environments, contributing valuable data to the understanding of host-guest interactions.


Hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin (CAS 68715-56-0) References

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  2. Rotaxane-Encapsulation Enhances the Stability of an Azo Dye, in Solution and when Bonded to Cellulose This work was supported by the Engineering and Physical Sciences Research Council (UK) and by BASF plc.  |  Craig, MR., et al. 2001. Angew Chem Int Ed Engl. 40: 1071-1074. PMID: 11268077
  3. Non-covalent interactions in the crystallization of the enantiomers of 1,7-dioxaspiro.  |  Makedonopoulou, S., et al. 2001. Acta Crystallogr B. 57: 399-409. PMID: 11373401
  4. Chiral recognition of helical metal complexes by modified cyclodextrins.  |  Kano, K. and Hasegawa, H. 2001. J Am Chem Soc. 123: 10616-27. PMID: 11673993
  5. Chromatographic enrichment and enantiomer separation of axially chiral polybrominated biphenyls in a technical mixture.  |  Berger, U., et al. 2002. J Chromatogr A. 973: 123-33. PMID: 12437170
  6. Hexakis(2,3,6-tri-O-methyl)-α-cyclodextrin-I5 - complex in aqueous I-/I3 - thermocells and enhancement in the Seebeck coefficient.  |  Liang, Y., et al. 2019. Chem Sci. 10: 773-780. PMID: 30746110
  7. Methyl-Substituted α-Cyclodextrin as Affinity Material for Storage, Separation, and Detection of Trichlorofluoromethane.  |  Ryvlin, D., et al. 2018. Glob Chall. 2: 1800057. PMID: 31565344
  8. Complex formation of hexakis (2, 3, 6-tri-O-methyl)-α-cyclodextrin with substituted benzenes in aqueous solution  |  Harata, K., Tsuda, K., Uekama, K., Otagiri, M., & Hirayama, F. 1988. Journal of inclusion phenomena. 6: 135-142.
  9. Role of hydrogen bond and spacial fitting in the chiral recognition by cyclodextrins. Crystal structures of hexakis (2, 3, 6-tri-O-methyl)-α-cyclodextrin inclusion complexes with (R)-and (S)-1-phenylethanol  |  Harata, K. 1990. Journal of the Chemical Society, Perkin Transactions 2. 5: 799-804.
  10. Direct and convenient access to mono 3-hydroxy per-O-methylated α-cyclodextrin  |  Chaise, T., Bourgeaux, E., Cardinael, P., & Combret, J. C. 2004. Tetrahedron letters. 45(30): 5853-5856.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Hexakis (2,3,6-tri-O-methyl)-α-cyclodextrin, 1 g

sc-300796
1 g
$835.00