10287-49-7

Upstream product

• 53765-90-5 Benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid 
• 57-04-5 dihydroxyacetone phosphate 
• 35830-93-4 2-hydroxy-3-methoxypropionaldehyde 
• 1362023-07-1 C₃₅H₃₈O₆ 
• 1362023-04-8 C₃₄H₃₆O₆ 
• 10312-83-1 methoxyacetaldehyde 
• 141-46-8 Glycolaldehyde 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 34698-17-4 O¹,O²;O³,O⁴-diisopropylidene-O⁶-methyl-α-D-galactopyranose 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 142466-65-7 2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-α-D-galactopyranosyl bromide 
• 142466-30-6 3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-6-O-methyl-α-D-galactopyranose 
• 142466-67-9 methyl 2-acetamido-3-O-(3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 142466-66-8 methyl 2-acetamido-3-O-(2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 142756-66-9 methyl 2-acetamido-3-O-(2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 142466-70-4 methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-(3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 142466-69-1 methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-(2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 142466-71-5 methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 5139-29-7 6-O-methylglucitol 

Relevant academic research and scientific papers

Relative reactivities in the O-methylation of glucomannans: The influence of stereochemistry at C-2 and the solvent effect

The main hemicellulose in softwood, glucomannan (GM), structurally resembles cellulose but has quite different physical and chemical properties. In addition to branching and original acetylation, the only other difference between these two β-1,4-linked gl

Asymmetric assembly of aldose carbohydrates from formaldehyde and glycolaldehyde by tandem biocatalytic aldol reactions

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.

Probe sialidase substrate specificity using chemoenzymatically synthesized sialosides containing C9-modified sialic acid

A library of α2-3- and α2-6-linked sialyl galactosides containing C9-modified sialic acids was synthesized from C6-modified mannose derivatives using an efficient one-pot three-enzyme system. These sialosides were used in a high-throughput sialidase substrate specificity assay to elucidate the importance of C9-OH in sialidase recognition. The Royal Society of Chemistry 2012.

Distribution of methyl substituents over branched and linear regions in methylated starches

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.

SYNTHESIS AND N.M.R.-SPECTRAL ANALYSIS OF UNENRICHED AND -ENRICHED 5-DEOXYPENTOSES AND 5-O-METHYLPENTOSES

Chemical methods are described for preparing unenriched and -enriched 5-deoxy- and 5-O-methyl-pentoses in the D or L configuration.The 1H-n.m.r.-spectra of these compounds have been interpreted, and the 13C n.m.r. spectra assigned with the aid of 2-D 13C-1H chemical-shift correlation spectroscopy.Tautomeric forms (furanoses, hydrate, and aldehyde) in solution in 2H2O have been quantified with the aid of -enriched derivatives.Spectra of 5-deoxypentoses, and methyl pentofuranosides have been compared, in order to assess the effect of 5-C-deoxygenation and 5-O-methylation on chemical shifts and coupling constants (1H-1H, 13C-1H, and 13C-13C) and on the pentofuranose conformations.

The galactan sulphate of the red alga Polysiphonia lanosa.

The structure of the galactan sulphate of P. lanosa has been established by a combination of methylation, treatment with alkali, and partial methanolysis of the alkali-treated polysaccharide to give derivatives of agarobiose. The polysaccharide belongs to the agar class, in which 3-linked derivatives of beta-D-galactose alternate with 4-linked derivatives of alpha-L-galactose in a repeating sequence. In addition to D-galactose itself, the 3-linked units include 6-O-methyl-D-galactose, D-galactose 6-sulphate, and a hitherto unreported unit, 6-O-methyl-D-galactose 4-sulphate. The 4-linked units include L-galactose 6-sulphate, 2-O-methyl-L-galactose 6-sulphate, and 3,6-anhydro-L-galactose.