M. Dols et al., STRUCTURAL CHARACTERIZATION OF THE MALTOSE ACCEPTOR-PRODUCTS SYNTHESIZED BY LEUCONOSTOC-MESENTEROIDES NRRL B-1299 DEXTRANSUCRASE, Carbohydrate research, 305(3-4), 1997, pp. 549-559
The glucooligosaccharides (GOS), produced by Leuconostoc mesenteroides
NRRL B-1299 dextransucrase through an acceptor reaction with maltose
and sucrose, were purified by reverse phase chromatography. Logarithmi
c plots of retention time vs. dp of the GOS gave three parallel lines
suggesting the existence of at least three families of homologous mole
cules. The structure (C-13 and H-1 NMR spectroscopy) and reactivity of
the purified molecules of the three families were investigated. All t
he products bear a maltose residue at the reducing end. The GOS in the
first family (named OD) contained additional glucosyl residues all al
pha-(1-->6) linked. The smallest molecule in this first series was pan
ose or alpha-D-glucopyranosyl-(1-->6)-D-maltose (dp 3). All the OD mol
ecules were shown to be good accepters for dextransucrase in the prese
nce of sucrose. The second family, named R, was composed of linear GOS
containing alpha-(1-->6)-linked glucosyl residues and a terminal alph
a-(1-->2)-linked residue at the non-reducing end of the molecule; the
smallest molecule in this family was alpha-D-glucopyranosyl-(1-->2)-D-
panose (dp 4). The third family, R', was formed of GOS containing addi
tional residues linked through alpha-(1-->6) linkages that constitute
the linear chain, and an alpha-(1-->2)-branched residue located on the
penultimate element of the chain, near the non-reducing end. The smal
lest molecule in this series is -(1-->2)]-alpha-D-glucopyranosyl-(1-->
6)-D-panose, dp 6, R and R' GOS are very poor accepters for L. mesente
roides NRRL B-1299 dextransucrase. This study makes it possible to sug
gest a rather simple reaction scheme, where molecules R-i, R'(i) and O
Di of the same dp all result from the glucosylation of the same GOS: O
Di-l (C) 1998 Elsevier Science Ltd.