Synthesis and immunological activity of an oligosaccharide-conjugate as a vaccine candidate against Group A Streptococcus.

Abstract:

:The synthesis and immunogenicity of a tetanus toxoid (TT)-conjugate of the hexasaccharide portion of the cell-wall polysaccharide (CWPS) of the Group A Streptococcus (GAS) is described. The synthesis relies on the reaction of an allyl glycoside of the hexasaccharide with cysteamine, followed by the reaction of the resultant amine with diethyl squarate to give the monoethyl squarate adduct. Subsequent reaction with the lysine ε-amino groups on TT gives the glycoconjugate containing 30 hexasaccharide haptens per TT molecule. The immunogenicity in mice is similar to that obtained with a native CWPS-TT conjugate, validating the glycoconjugate as a vaccine candidate against GAS infections.

journal_name

Bioorg Med Chem Lett

authors

Auzanneau FI,Borrelli S,Pinto BM

doi

10.1016/j.bmcl.2013.09.042

subject

Has Abstract

pub_date

2013-11-15 00:00:00

pages

6038-42

issue

22

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(13)01116-5

journal_volume

23

pub_type

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