Abstract
Maltooligosaccharides have effectively been prepared by polycondensation of α-d-maltosyl fluoride (1) using α-amylase as the catalyst in a mixed solvent of methanol-phosphate buffer (pH 7) (enzymatic polymerization). The structure of the resulting oligomers was confirmed by means of 13C NMR spectroscopy as well as by an enzymatic hydrolysis experiment. The most appropriate reaction conditions for the production of the higher oligomers were to use methanol/buffer = 2/1 as solvent and to employ an amylase enzyme from Aspergillus oryzae as the catalyst. The stereo-and regioselective formation of an a(1→4)-glycosidic bond is explained by a mechanism involving “double inversion” of the Cl carbon configuration of monomer 1. Other substrates such as d-maltose, α-D-maltosyl fluoride, and α-d-glucosyl fluoride gave no condensation products.
Original language | English |
---|---|
Pages (from-to) | 3237-3241 |
Number of pages | 5 |
Journal | Macromolecules |
Volume | 25 |
Issue number | 12 |
DOIs | |
Publication status | Published - 1992 Jun 1 |
ASJC Scopus subject areas
- Organic Chemistry
- Polymers and Plastics
- Inorganic Chemistry
- Materials Chemistry