Nanoparticles of -Cyclodextrin Esters Obtained by Self-Assembling of Biotransesterified 详细信息    查看全文
文摘
The synthesis of decanoate -cyclodextrin esters (-CDd) and hexanoate -cyclodextrin esters (-CDh) wasbiocatalyzed by thermolysin from native -cyclodextrin (-CD) and vinyl hexanoate or vinyl decanoate used asacyl donors. The products were chemically characterized by infrared, NMR, and mass spectrometry. Both -CDdand -CDh esters were identified as a mixture of -CD preferentially substituted on the C2 position by thecorresponding acyl chain. The degree of substitution varied from 2 to 7 for -CDd and from 4 to 8 for -CDh.The ability of -CD esters to self-organize into nanoparticles was tested using a nanoprecipitation technique invarious solvents. The mean size diameter and polydispersity measured by quasi-elastic light scattering weredramatically affected by the nature of solvent (acetone, ethanol, or tetrahydrofuran) used in the nanoprecipitationtechnique. When directly observed using cryo-transmission electron microscopy, -CDh appeared as uniformlydense nanospheres, whereas -CDd exhibited a multilamellar onion-like organization. A structural model wasrationalized for the -CDd nanoparticles.

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