Synthesis of a polymerizable, bivalent glycan mimetic of the HIV envelope spike gp120.

ABSTRACT: A synthetic study on the creation of a bivalent, ROMP capable monomer has the ability to be polymerized into the corresponding neo-glycopolymer mimetic of the surface glycans on gp120 envelope spike of the HIV virus. In our approach, we have developed a new strategy for orthogonally attaching both the terminal Manα1-2Man disaccharide unit of the D1 arm of Man9GlcNAc2 of HIV gp120 and the terminal Manα1-2 unit of its D2 arm to a bivalent scaffold to produce the corresponding polymerizable monomer. The Manα1-2 saccharide moieties were assembled using a nickel catalyst, Ni(4-F-PhCN)₄(OTf)₂, to activate trihaloacetimidate donors under mild and operationally simple procedure.

SUBMITTER: Sletten ET 

PROVIDER: S-EPMC4442089 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature