DERIVATIZATION PROCEDURES FOR REDUCING OLIGOSACCHARIDES .4. USE OF GLYCOSYLAMINES IN A REVERSIBLE DERIVATIZATION OF OLIGOSACCHARIDES WITH THE 9-FLUORENYLMETHOXYCARBONYL GROUP, AND HPLC SEPARATIONS OF THE DERIVATIVES

被引:16
作者
KALLIN, E [1 ]
LONN, H [1 ]
NORBERG, T [1 ]
SUND, T [1 ]
LUNDQVIST, M [1 ]
机构
[1] BIOCARB AB,DEPT ISOLAT & SEPARAT,S-22370 LUND,SWEDEN
关键词
D O I
10.1080/07328309108543915
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new, reversible derivatization procedure for reducing oligosaccharides was developed. Reaction of the model compound lacto-N-tetraose (beta-D-Gal-(1 --> 3)-beta-D-GlcNAc-(1 --> 3)-beta-D-Gal-(1 --> 4)-D-Glc) with aqueous ammonium bicarbonate gave the corresponding beta-glycosylamine, which was reacted with fluorenylmethoxycarbonyl chloride to give an N-fluorenylmethoxycarbonyl beta-glycosylamine (FMOC derivative). The free oligosaccharide could be recovered in high yield from the FMOC derivative by brief treatment with 15% aqueous ammonia. Complex oligosaccharide mixtures from human milk were derivatized with the new procedure, and excellent separations of the derivatives on straight-phase silica HPLC columns were achieved.
引用
收藏
页码:377 / 386
页数:10
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