Original scientific paper

Syntheses and Enzymatic Hydrolyses of Acylated Methyl α-D-Mannopyranosides

Đurđica Ljevaković ; Institute of Immunology, Rockefellerova 10, HR-10 000 Zagreb, Croatia
Dijana Parat ; Department of Chemistry, Faculty of Science, University of Zagreb, Strossmayerov trg 14, HR-10 000 Zagreb, Croatia
Jelka Tomašić ; Institute of Immunology, Rockefellerova 10, HR-10 000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, Strossmayerov trg 14, HR-10 000 Zagreb, Croatia

Abstract

Selective pivaloylations of methyl a-D-mannopyranoside under various reaction conditions have been studied. The structures of the products were established by 1H-NMR spectroscopy and acetylation of partially pivaloylated compounds. The order of reactivity of hydroxyl groups was established and found to be 6-OH>3-OH>2-OH>4-OH.
The newly synthesized acylated monosaccharides were subjected to the hydrolysis by rabbit serum and esterases isolated from rabbit serum. Various degrees of regioselectivity were observed in these reactions, depending on the sugar structure.

Keywords

Hrčak ID:

136708

URI

https://hrcak.srce.hr/136708

Publication date:

1.9.1995.

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