Regioselective thioacetylation of chitosan end-groups for nanoparticle gene delivery systems.

ABSTRACT: Chitosan (CS) end-group chemistry is a conjugation strategy that has been minimally exploited in the literature to date. Although the open-chain form of the CS reducing extremity bears a reactive aldehyde moiety, the most common method to generate a reactive end-group on CS is nitrous acid depolymerization, which produces a 2,5-anhydro-d-mannose unit (M-Unit) bearing also an aldehyde moiety. However, the availability of the latter might be low, since previous literature suggests that its hydrated and non-reactive form, namely the gem-diol form, is predominant in acidic aqueous conditions. Oxime-click chemistry has been used to react on such aldehydes with various degrees of success, but the use of a co-solvent and additional chemical reagents remain necessary to obtain the desired and stab

SUBMITTER: Pickenhahn VD 

PROVIDER: S-EPMC5667405 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature