کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1390370 | 1500894 | 2012 | 7 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Matched and mismatched acceptor/donor pairs in the glycosylation of a trisaccharide diol free at O-3 of two N-acylated glucosamine residues Matched and mismatched acceptor/donor pairs in the glycosylation of a trisaccharide diol free at O-3 of two N-acylated glucosamine residues](/preview/png/1390370.png)
Reciprocal donor acceptor selectivity (RDAS) and double diastereodifferentiation are two concepts that have been used to explain how a glycosyl acceptor and donor may be ‘matched’ or ‘mismatched’ in glycosylation reactions. We describe here how the α-l-fucosylation and β-d-galactosylation of a trisaccharide displaying two equatorial OH groups at C-3 of N-acylated glucosamine units led to different regioselectivities or different ‘matched’ pairs. These results may be explained under the reciprocal donor acceptor selectivity or double diastereodifferentiation concepts. We also suggest a third explanation to these results: the presence of a benzylidene at the nonreducing end acceptor led to rigidity at this residue which resulted into a mismatched pair during β-d-galactosylation but allowed α-l-fucosylation.
The α-l-fucosylation and β-d-galactosylation of a trisaccharide displaying two equatorial OH groups at C-3 of N-acylated glucosamine units led to different ‘matched’ pairs.Figure optionsDownload as PowerPoint slide
Journal: Carbohydrate Research - Volume 357, 1 August 2012, Pages 132–138