Chemical Diversification of Sialic Acid Glycosides by Stereospecific, Chemoselective Deamination | Zendy

Navuluri Chandrasekhar | Zendy; Crich David | Zendy

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Chemical Diversification of Sialic Acid Glycosides by Stereospecific, Chemoselective Deamination

Author(s) -

Navuluri Chandrasekhar,

Crich David

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201303781

Subject(s) - glycoside , stereospecificity , deamination , sialic acid , chemistry , diversification (marketing strategy) , organic chemistry , computer science , biochemistry , business , marketing , enzyme , catalysis

Late bloomer : Nitrosation of peracetylated sialic acid glycosides followed by treatment with sodium trifluoroethoxide and then a suitable nucleophile enables the late‐stage modification of these glycosides with stereospecific replacement of the acetamido group. This method should enable access to many glycoside derivatives with a minimum of synthetic effort.

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