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Difference between revisions of "Oxazolinium ion"
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| − | An '''oxazolinium ion''' is the species that is formed by anchimeric assistence in the glycosidic bond-cleaving reaction of a 2-deoxy-2-acetamido glycoside. An oxazolinium ion can be deprotonated to give an oxazoline, which is a stable and isolable species. Oxazolinium ions are common intermediates in the [[neighboring group participation]] mechanism of [[glycoside hydrolase]]s, including glycoside hydrolases from families [[GH18]], [[GH20]], [[GH25]], [[GH56]], [[GH84]], and [[GH85]]. | + | An '''oxazolinium ion''' is the species that is formed by anchimeric assistence in the glycosidic bond-cleaving reaction of a 2-deoxy-2-acetamido glycoside <cite>Tews1997</cite>. An oxazolinium ion can be deprotonated to give an oxazoline, which is a stable and isolable species. Oxazolinium ions are common intermediates in the [[neighboring group participation]] mechanism of [[glycoside hydrolase]]s, including glycoside hydrolases from families [[GH18]], [[GH20]], [[GH25]], [[GH56]], [[GH84]], and [[GH85]]. |
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==References== | ==References== | ||
<biblio> | <biblio> | ||
| − | + | #Tews1997 Tews, I., Terwisscha van Scheltinga, A.C., Perrakis, A., Wilson, K.S., and Dijkstra, B.W. ''J. Am. Chem. Soc.'' 1997, 119, 7954-7959. | |
</biblio> | </biblio> | ||
[[Category:Definitions and explanations]] | [[Category:Definitions and explanations]] | ||
Revision as of 20:15, 2 December 2012
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- Author: Spencer Williams
- Responsible Curator: Spencer Williams
An oxazolinium ion is the species that is formed by anchimeric assistence in the glycosidic bond-cleaving reaction of a 2-deoxy-2-acetamido glycoside [1]. An oxazolinium ion can be deprotonated to give an oxazoline, which is a stable and isolable species. Oxazolinium ions are common intermediates in the neighboring group participation mechanism of glycoside hydrolases, including glycoside hydrolases from families GH18, GH20, GH25, GH56, GH84, and GH85.
See also
References
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Tews, I., Terwisscha van Scheltinga, A.C., Perrakis, A., Wilson, K.S., and Dijkstra, B.W. J. Am. Chem. Soc. 1997, 119, 7954-7959.