Chemical synthesis of polyprenyl sialyl phosphate, a probable biosynthetic intermediate of bacterial polysialic acid

Chemical synthesis of polyprenyl sialyl phosphate, a probable biosynthetic intermediate of bacterial polysialic acid Full article

Journal

Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215

Output data

Year: 2011, DOI: 10.1016/j.carres.2011.10.014

Authors

Shpirt Anna M. ¹ , Kononov Leonid O. ¹ , Maltsev Sergey D. ¹ , Shibaev Vladimir N. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of The Russian Academy of Sciences, Leninsky prosp., 47, Moscow 119991, Russian Federation

Using reaction of moraprenyl phosphate with the known N-acetylsialyl chloride and the novel N,N-diacetylsialyl (Neu5Ac2) chloride α- and β-anomers of polyprenyl sialyl phosphate were synthesized for the first time. The α-selectivity dramatically increased when Neu5Ac2 chloride was used as the glycosyl donor.

Shpirt A.M. , Kononov L.O. , Maltsev S.D. , Shibaev V.N.
Chemical synthesis of polyprenyl sialyl phosphate, a probable biosynthetic intermediate of bacterial polysialic acid
Carbohydrate Research. 2011. DOI: 10.1016/j.carres.2011.10.014 WOS Scopus OpenAlex

Web of science:	WOS:000299062800003
Scopus:	2-s2.0-82155168243
OpenAlex:	W2025385701

DB	Citing
OpenAlex	7
Scopus	10
Web of science	6