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A C-linked glycomimetic in the gas phase and in solution: synthesis and conformation of the disaccharide Manalpha(1,6)-C-ManalphaOPh.

Abstract:

The effect of carbon is subtle but sweet: The flexible C-linkage in the newly synthesised C-glycosyl mimetic, Manalpha(1,6)-C-ManalphaOPh allows OH--pi bonding, both in the gas phase and in aqueous solution. This interaction is absent in the O-linked disaccharide (see figure).The intrinsic conformational preference of a newly synthesised glycomimetic, the C-linked disaccharide Manalpha(1,6)-C-ManalphaOPh (1), has been determined in the gas phase at about 10 K by infrared ion dip spectroscopy ...

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Publication status:
Published

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Publisher copy:
10.1002/chem.200802179

Authors


Stanca-Kaposta, EC More by this author
Fairbanks, AJ More by this author
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Journal:
Chemistry (Weinheim an der Bergstrasse, Germany)
Volume:
15
Issue:
16
Pages:
4057-4069
Publication date:
2009
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
URN:
uuid:86d9f934-aa13-4568-9b66-360de38811ff
Source identifiers:
117889
Local pid:
pubs:117889

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