Some Applications in Modifications of Biopolymers

In situ click chemistry was used to assemble inhibitors for acetylcholinesterase derived from tacrine and phenylphenanthridinium azides. The in situ generated inhibitors were extremely potent acetylcholinesterase inhibitors and care should be observed in handling these neurotoxic compounds. A potent inhibitor of human o -l,3-fucosyltransferase was similarly identified from a 1,2,3-triazole library of 85 compounds prepared by the [3-1-2] cycloaddition reaction of azides with terminal alkynes . Also, protein tyrosine phosphatase inhibitors are synthesized in a similar manner.  

Scaffolded peptides are also generated through site-selective ligation of three azidoacety-lated peptides to different sites of a scaffolded molecule. For anchoring of peripheral proteins onto cellular membranes an azide labeled diacyl glycerol analogue was reacted with protein kinase C . Click chemistry is also used to produce a monofunctionalized enzyme which retained its reactivity . 

The attachment of alkyne or azide anchors to peptides can be achieved via a nucleophilic reaction using HC=C-(CH2) 0S02Ph or N3(CH2)K0S02Ph. The labels are than attached at room temperature by complimentary click chemistry. For example, F-radio labeled peptides are readily obtained by attaching [ F]fluoroalkynes to azide labeled peptides Also, F-labeled 1,4-diphenyltriazole probes are used to target -amyloid aggregates in Alzheimer disease 

The RAFT polymerization of a -azido- u-dithiopyridine affords azide-terminated het-erotelechelic polymers which were reacted with biotin/avidine glutathion and bovin serum albumine via click and thiol-disulflde exchange reactions 

Virus-glycopolymer conjugates are constructed from azide-modifled viral protein scaffolds with alkynes to provide the end-functionalized products Icosahedral virus particles 

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