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Synthesis, characterization and chemisorption on gold of a β-cyclodextrin–lipoic acid conjugate

✍ Scribed by Tommaso Carofiglio; Roberto Fornasier; Laszlo Jicsinszky; Umberto Tonellato; Chiara Turco


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
154 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Mono-6-lipoyl-amido-2,3,6-O-permethyl-b-cyclodextrin, TMbCDLA, was synthesized in 79% isolated yield by coupling the mono-6-amino-permethyl-b-cyclodextrin with lipoic acid in the presence of 1-(3-dimethylamino)ethyl carbodiimide. The identity of cyclodextrin-lipoic acid conjugate was confirmed by NMR spectroscopy and electrospray mass spectrometry. Chemiadsorption of TMbCDLA on colloidal gold was shown to occur by colloid flocculation test analysis.


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A convenient method for the synthesis of b-d-gluco-, b-d-galacto-, 2-acetamido-2-deoxy-b-d-gluco-and ad-mannopyranosylamine clusters based on cyclomaltoheptaose (b-cyclodextrin) is presented. The synthesis involves: 1) the one-pot synthesis of the acetylated chloroacetyl N-glycoside derivatives of d