CAS 259886-51-6|CUCURBIT(8)URIL

Introduction:Basic information about CAS 259886-51-6|CUCURBIT(8)URIL, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCUCURBIT(8)URIL
CAS Number259886-51-6Molecular Weight1329.10
Density2.71Boiling Point/
Molecular FormulaC48H48N32O16Melting Point/
MSDS/Flash Point/

Names

Namecucurbit[8]uril
SynonymMore Synonyms

CUCURBIT(8)URIL BiologicalActivity

DescriptionCucurbit[8]uril is a potent, low toxicity and orally active supramolecular inducer of protein heterodimerization. Cucurbit[8]uril induces heterodimerization of methylviologen and naphthalene functionalized proteins. Cucurbit[8]uril can induce energy transfer [1][2].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
Target

Protein Heterodimerization[1]

In VitroCucurbit[8]uril (0~20 μM; 48 hours; CHO-K1 cells) makes the relative cell viability dropped marginally to 86%[2]. Cucurbit[8]uril indeed selectively induces the heterodimerization of MV–eYFP with Np–eCFP. Cucurbit[8]uril-induced high energy transfer between the proteins is only observed in the presence of all three supramolecular components, allowing the formation of the ternary complex. In the presence of Cucurbit[8]uril, the unspecific protein assembly induced by the methylviologen is inhibited. The ternary system of Cucurbit[8]uril with methylviologen (MV) and naphthalene (NP) can also be successfully used for the formation of selective protein heterodimers of more hydrophobic proteins. The presence of Cucurbit[8]uril as a host molecule is required to prevent MV induced unspecific dimerization with hydrophobic protein surfaces[1]. Cell Viability Assay[1] Cell Line: CHO-K1 cells Concentration: 0~20 μM Incubation Time: 48 hours Result: At the highest investigated concentration of 20 μM after 48 h, the relative cell viability dropped marginally to 86%.
In VivoCucurbit[8]uril shows a very low toxicity of the in vivo intravenous injection, as well as oral administration studies on mice[2].
References

[1]. Uhlenheuer DA, et al. Cucurbit[8]uril induced heterodimerization of methylviologen and naphthalene functionalized proteins. Chem Commun (Camb). 2011;47(24):6798-6800.

[2]. Uzunova VD, et al. Toxicity of cucurbit[7]uril and cucurbit[8]uril: an exploratory in vitro and in vivo study. Org Biomol Chem. 2010;8(9):2037-2042.

Chemical & Physical Properties

Density2.71
Molecular FormulaC48H48N32O16
Molecular Weight1329.10
Exact Mass1328.39000
PSA376.80000
Appearance of Characterssolid | white
InChIKeyCONWISUOKHSUDR-UHFFFAOYSA-N
SMILESO=C1N2CN3C(=O)N4CN5C(=O)N6CN7C(=O)N8CN9C(=O)N%10CN%11C(=O)N%12CN%13C(=O)N%14CN%15C(=O)N%16CN1C1C2N2CN%17C(=O)N(CN%18C(=O)N(CN%19C(=O)N(CN%20C(=O)N(CN%21C(=O)N(CN%22C(=O)N(CN%23C(=O)N(CN1C2=O)C%16C%15%23)C%14C%13%22)C%12C%11%21)C%10C9%20)C8C7%19)C6C5%18)C4C3%17

Safety Information

WGK Germany3

Synonyms

CB8
Q[8]
curcurbit[8]uril
MFCD03456501
cucurbituril[8]
CB[8]
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