Facile purification of rare cucurbiturils by affinity chromatography.
A practical method for the separation and purification of cucurbituril (CB) hexamers was developed on the basis of affinity chromatography using aminopentylaminomethylated polystyrene beads. This recyclable resin, which can be used repeatedly, facilitates the general preparation of cucurbituril derivatives and compensates for the usually moderate yields and mixed products that characterize the acid-catalyzed synthesis of CB derivatives. This technique allows convenient, rapid isolation of rare substituted cucurbiturils, including hexacyclohexanocucurbit[6]uril and dodecamethylcucurbit[6]uril. [reaction: see text]
Sasmal
Sanjita
S
Department of Molecular Biology and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Sinha
Mantosh K
MK
Keinan
Ehud
E
D001952:Bridged-Ring Compounds / Q000302:isolation & purification*; D002384:Catalysis; D002846:Chromatography, Affinity / Q000379:methods*; D007093:Imidazoles / Q000302:isolation & purification*; D007202:Indicators and Reagents; D008745:Methylation; D008958:Models, Molecular; D011137:Polystyrenes / Q000737:chemistry; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
D001952:Bridged-Ring Compounds; D007093:Imidazoles; D007202:Indicators and Reagents; D011137:Polystyrenes; C454805:cucurbit(6)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils