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Permethylation Linkage Analysis Techniques for Residual Carbohydrates

Permethylation Linkage Analysis Techniques for Residual Carbohydrates Permethylation analysis is the classic approach to establishing the position of glycosidic linkages between sugar residues. Typically, the carbohydrate is derivatized to form acid-stable methyl ethers, hydrolyzed, peracetylated, and analyzed by gas chromatography-mass spectrometry. The position of glycosidic linkages in the starting carbohydrate are apparent from the mass spectra as determined by the location of acetyl residues. The completeness of permethylation is dependent upon the choice of base catalyst and is readily confirmed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry mass spectrometry. For the permethylation of β-cyclodextrin, Hakomori dimsyl base is shown to be superior to the NaOH–dimethyl sulfoxide system, and the use of the latter resulted in selective under-methylation of the 3-hydroxy groups. These techniques are highly applicable to residual carbohydrates from biofuel processes. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Applied Biochemistry and Biotechnology Springer Journals

Permethylation Linkage Analysis Techniques for Residual Carbohydrates

Applied Biochemistry and Biotechnology , Volume 148 (3) – Oct 2, 2007

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References (16)

Publisher
Springer Journals
Copyright
Copyright © 2007 by Humana Press Inc.
Subject
Chemistry; Biochemistry, general; Biotechnology
ISSN
0273-2289
eISSN
1559-0291
DOI
10.1007/s12010-007-8044-8
pmid
18418759
Publisher site
See Article on Publisher Site

Abstract

Permethylation analysis is the classic approach to establishing the position of glycosidic linkages between sugar residues. Typically, the carbohydrate is derivatized to form acid-stable methyl ethers, hydrolyzed, peracetylated, and analyzed by gas chromatography-mass spectrometry. The position of glycosidic linkages in the starting carbohydrate are apparent from the mass spectra as determined by the location of acetyl residues. The completeness of permethylation is dependent upon the choice of base catalyst and is readily confirmed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry mass spectrometry. For the permethylation of β-cyclodextrin, Hakomori dimsyl base is shown to be superior to the NaOH–dimethyl sulfoxide system, and the use of the latter resulted in selective under-methylation of the 3-hydroxy groups. These techniques are highly applicable to residual carbohydrates from biofuel processes.

Journal

Applied Biochemistry and BiotechnologySpringer Journals

Published: Oct 2, 2007

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