Koenigs-Knorr Glycosylation with Neuraminic Acid Derivatives

Joint Authors

Brossmer, Reinchard
Bovin, Nicolai
Pazynina, Galina
Tuzikov, Alexander
Nasonov, Vitaly
Maisel, Maxim
Belyanchikov, Ivan

Source

International Journal of Carbohydrate Chemistry

Issue

Vol. 2010, Issue 2010 (31 Dec. 2010), pp.1-8, 8 p.

Publisher

Hindawi Publishing Corporation

Publication Date

2010-12-02

Country of Publication

Egypt

No. of Pages

8

Main Subjects

Chemistry

Abstract EN

Earlier we reported a convenient and efficient method of preparing α2-6 sialooligosaccharides in conditions of Koenigs-Knorr reaction.

The use of Ag2CO3 allowed carrying out α2-6 sialylation of galacto-4,6-diol of mono- and disaccharides with chloride of acetylated N-acetylneuraminic acid methyl ester as glycosyl donor.

In this study we applied this approach to other derivatives of neuraminic acid, namely, Neu5Gc, 9-deoxy-9-NAc-Neu5Ac, Neu5Acα2-8Neu5Ac, and Neu5Acα2-8Neu5Acα2-8Neu5Ac as glycosyl donors; eight compounds were synthesized: Neu5Gcα-O(CH2)3NH2 (8), Neu5Gcα2-6Galβ1-4GlcNAcβ-O(CH2)3NH2 (10), 9-deoxy-9-NAc-Neu5Ac-O(CH2)3NH2 (15), 9-deoxy-9-NAc-Neu5Acα2-6Galβ1-4GlcNAcβ-O(CH2)3NH2 (17), Neu5Acα2-8Neu5Acα-O(CH2)3NH2(23) Neu5Acα2-8Neu5Acα-OCH3 (24), Neu5Acα2-8Neu5Acα-OCH2(p-C6H4)NHCOCH2NH2 (25), and Neu5Acα2-8Neu5Acα2-8Neu5Acα-O(CH2)3NH2 (32).

These sialosides were used for characterization of siglecs and other carbohydrate-binding proteins.

American Psychological Association (APA)

Pazynina, Galina& Nasonov, Vitaly& Belyanchikov, Ivan& Brossmer, Reinchard& Maisel, Maxim& Tuzikov, Alexander…[et al.]. 2010. Koenigs-Knorr Glycosylation with Neuraminic Acid Derivatives. International Journal of Carbohydrate Chemistry،Vol. 2010, no. 2010, pp.1-8.
https://search.emarefa.net/detail/BIM-483609

Modern Language Association (MLA)

Pazynina, Galina…[et al.]. Koenigs-Knorr Glycosylation with Neuraminic Acid Derivatives. International Journal of Carbohydrate Chemistry No. 2010 (2010), pp.1-8.
https://search.emarefa.net/detail/BIM-483609

American Medical Association (AMA)

Pazynina, Galina& Nasonov, Vitaly& Belyanchikov, Ivan& Brossmer, Reinchard& Maisel, Maxim& Tuzikov, Alexander…[et al.]. Koenigs-Knorr Glycosylation with Neuraminic Acid Derivatives. International Journal of Carbohydrate Chemistry. 2010. Vol. 2010, no. 2010, pp.1-8.
https://search.emarefa.net/detail/BIM-483609

Data Type

Journal Articles

Language

English

Notes

Includes bibliographical references

Record ID

BIM-483609