Stereoselectivity in the elution of sugars from columns of sephadex g-15

The gel-permeation characteristics of selected sugars and sugar derivatives were determined on a column of Sephadex G-15. The following observations were made: ( 1) the Sephadex G-15 column does not distinguish between enantiomeric saccharides, ( 2) a decrease in R g, value is observed on going from...

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Bibliographic Details
Published in:Carbohydrate research 1971-01, Vol.19 (2), p.189-196
Main Authors: Bertoniere, Noelie R., Martin, Lawrence F., Rowland, Stanley P.
Format: Article
Language:English
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Summary:The gel-permeation characteristics of selected sugars and sugar derivatives were determined on a column of Sephadex G-15. The following observations were made: ( 1) the Sephadex G-15 column does not distinguish between enantiomeric saccharides, ( 2) a decrease in R g, value is observed on going from a methylene (deoxy) to a hydroxyl to a methoxyl group in monosaccharides, ( 3) methylation or reduction of a particular hydroxyl group affects the R g, values selectively, ( 4) the substituted (methyl or glucosyl) α anomer is retained on the column longer than the corresponding β anomer, and ( 5) sugars having either one or no axially attached hydroxyl group are eluted in the order (increasing R g value): axially attached hydroxyl groups at C-4, at no carbon atom, at C-2, and at C-3.
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(00)81619-5