Conditions of catalytic hydrogenolysis for the simultaneous reduction of azido group and debenzylation of chitooligosaccharides. Synthesis of biotinylated derivatives of chitooligosaccharides


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Abstract

Hydrogenation over Pd(OH)2/C in a methanol—water—acetic acid mixture allows one to carry out the efficient simultaneous reduction of the azido group and remove the benzyl groups in 2-azidoethyl glycosides of benzylated chitooligosaccharides. The obtained 2-aminoethyl glycosides of free chitooligosaccharides were converted to the corresponding biotinylated conjugates serving as tools for glycobiological investigations.

About the authors

O. N. Yudina

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: nen@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

Yu. E. Tsvetkov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: nen@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

N. E. Nifantiev

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: nen@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991


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