De novo chemoenzymatic synthesis of sialic acid

Stallforth, Pierre and Matthies, Stefan and Adibekian, Alexander and Gillingham, Dennis and Hilvert, Donald and Seeberger, Peter. (2012) De novo chemoenzymatic synthesis of sialic acid. Chemical Communications, 48 (98). pp. 11987-11989.

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Official URL: http://edoc.unibas.ch/48462/

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A chemoenzymatic synthesis of sialic acid from inexpensive N -acetyl- D -glucosamine is described. In a three-step Wittig–protection–ozonolysis strategy manno -configured aldehydes are obtained. Treatment with oxaloacetate in the presence of macrophomate synthase affords the signature α-keto-γ-hydroxy acid moiety with high diastereoselectivity.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Gillingham)
UniBasel Contributors:Gillingham, Dennis
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:17 Mar 2017 13:43
Deposited On:05 Jan 2017 11:05

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