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NMR analysis of mono- and difructosyllactosucrose synthesized by 1F-fructosyltransferase purified from roots of asparagus (Asparagus officinalis L.)

✍ Scribed by Akira Yamamori; Eri Fukushi; Shuichi Onodera; Jun Kawabata; Norio Shiomi


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
132 KB
Volume
40
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Two novel oligosaccharides, mono‐ and difructosyllactosucrose {[O‐β‐D‐fructofuranosyl‐(2 → 1)]~n~‐β‐D‐fructofuranosyl‐O‐[β‐D‐galactopyranosyl‐(1 → 4)]‐α‐D‐glucopyranoside, n = 1 and 2} were synthesized using 1^F^‐fructosyltransferase purified form roots of asparagus (Asparagus officinalis L.). Their ^1^H and ^13^C NMR spectra were assigned using several NMR techniques. The spectral analysis was started from two anomeric methines of aldose units, galactose and glucose, since they showed separate characteristic signals in their ^1^H and ^13^C NMR spectra. After assignments of all the ^1^H and ^13^C signals of two units of aldose, they were discriminated as galactose and glucose using proton–proton coupling constants. The HMBC spectrum revealed the galactose residue attached to C‐4 of glucose, fructose residue attached to the C‐1 of glucose, and further fructosyl fructose linkage extended from the glucosyl fructose residues. Copyright © 2002 John Wiley & Sons, Ltd.