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Novel heterobranched cyclodextrins (CDs), N-acetylglucosaminyl-cyclodextrins (GlcNAc-CD), were synthesized from a mixture of GlcNAc and alpha, beta, or gamma CD by the reverse reaction of N-acetylhexosaminidase from jack bean. Optimum pH and temperature for the production of GlcNAc-alphaCD by N-acetylhexosaminidase were pH 4.9 and 50-70C, respectively. The maximum yield of GlcNAc-alphaCD was 17.5% (mol/mol) at the concentration of 1 M GlcNAc and 0.25 M alphaCD. The reverse reaction product, GlcNAc-alphaCD, was separated into two peaks by HPLC analysis on the ODS column. Their structures were identified as 6-O-beta-D-N-acetylglucosaminyl-alphaCD and 2-O-beta-D-N-acetylglucosaminyl-alphaCD by FAB-MS and NMR spectroscopies. N-Acetylhexosaminidase from jack bean also synthesized N-acetylgalactosaminyl-alphaCD from N-acetylgalactosamine and alphaCD.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics