10287-49-7Relevant articles and documents
O'Brien et al.
, p. 31,34 (1974)
Dutton,Tanaka
, p. 1146,1148 (1962)
Asymmetric assembly of aldose carbohydrates from formaldehyde and glycolaldehyde by tandem biocatalytic aldol reactions
Szekrenyi, Anna,Garrabou, Xavier,Parella, Teodor,Joglar, Jess,Bujons, Jordi,Claps, Pere
, p. 724 - 729 (2015/09/01)
The preparation of multifunctional chiral molecules can be greatly simplified by adopting a route via the sequential catalytic assembly of achiral building blocks. The catalytic aldol assembly of prebiotic compounds into stereodefined pentoses and hexoses is an as yet unmet challenge. Such a process would be of remarkable synthetic utility and highly significant with regard to the origin of life. Pursuing an expedient enzymatic approach, here we use engineered D-fructose-6-phosphate aldolase from Escherichia coli to prepare a series of three- to six-carbon aldoses by sequential one-pot additions of glycolaldehyde. Notably, the pertinent selection of the aldolase variant provides control of the sugar size. The stereochemical outcome of the addition was also altered to allow the synthesis of L-glucose and related derivatives. Such engineered biocatalysts may offer new routes for the straightforward synthesis of natural molecules and their analogues that circumvent the intricate enzymatic pathways forged by evolution.
Distribution of methyl substituents over branched and linear regions in methylated starches
Van Der Burgt, Yuri E.M.,Bergsma, Jack,Bleeker, Ido P.,Mijland, Paul J.H.C.,Van Der Kerk-Van Hoof, Anca,Kamerling, Johannis P.,Vliegenthart, Johannes F.G.
, p. 201 - 208 (2007/10/03)
Granular potato starch and amylopectin potato starch were methylated in aqueous suspension to molar substitutions (MS) up to 0.29. A method was developed to determine the MS of both branched and linear regions. After exhaustive digestion of the methylated starches with α-amylase, the highly branched fraction with a degree of polymerisation (DP) > 8 was separated from the linear oligomers by selective precipitation of the former in methanol. The substitution levels of branched and linear regions were determined. It was found that methylation takes place preferably at the branched regions of amylopectin and that amylose is higher substituted than linear regions of amylopectin. The distribution of methyl substituents in trimers and tetramers was determined by FABMS and compared to the outcome of a statistically random distribution. The results provided evidence for heterogeneous substituent distributions. Quantification of the degree of heterogeneity of the branched and linear regions showed a much larger deviation from random distribution in the linear regions. Copyright (C) 1998 Elsevier Science Ltd.