The amount of branching (number of (α1→6) glycosidic bonds) in amylopectin can be determined by the following procedure. A sample of amylopectin is exhaustively methylated—treated with a methylating...


The amount of branching (number of (α1→6) glycosidic bonds) in amylopectin can be determined by the following procedure. A sample of amylopectin is exhaustively methylated—treated with a methylating agent (methyl iodide) that replaces the hydrogen of every sugar hydroxyl with
a methyl group, converting —OH to —OCH3
. All the glycosidic bonds in the treated sample are then hydrolyzed in aqueous acid, and the amount of 2,3-di-O-methylglucose so formed is determined.
(a) Explain the basis of this procedure for determining the number of (α1→6) branch points in amylopectin. What happens to the unbranched glucose residues in amylopectin during the methylation and hydrolysis procedure?
(b) A 258 mg sample of amylopectin treated as described above yielded 12.4 mg of 2,3-di-O-methylglucose. Determine what percentage of the glucose residues in the amylopectin contained an (α1→6) branch. (Assume that the average molecular weight of a glucose residue in amylopectin is 162 g/mol.)


CH,OH<br>H<br>H<br>H<br>OCH3 H<br>ОН<br>Но<br>H<br>OCH3<br>2,3-Di-O-methylglucose<br>

Extracted text: CH,OH H H H OCH3 H ОН Но H OCH3 2,3-Di-O-methylglucose

Jun 11, 2022
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