Bioorthogonal Reaction Lab Report

Bioorthogonal Reaction Lab Report

5. Bioorthogonal Click reactions

Click chemistry has wide applications in biotechnology and chemical biology. For use of such reactions in the above disciplines of science, such click reactions need to be bioorthogonal. A bioorthogonal reaction is one which takes place without interfering with native biochemical processes. These type of reactions take place without interfering with components of the living system. The term bioorthogonal chemistry was coined by scientist Carolyn Bertozzi in 2003 (Wikipedia)



Bioorthogonal click chemistry can be used to visulaize protein expression, track protein localization, measure protein activity and identify protein interactions within living systems.(Singh et al., 2016)

Types of reactions that fit this definition are as follows



5.1 Condensations of Ketones and Aldehydes with Heteroatom–bound Amines

Historically, the first bio–orthogonal ligations involved ketone–aldehyde condensation reactions.

While ketones and aldehydes can form reversible imine adducts with many amines found in biological systems, this process is thermodynamically unfavourable in water.



This led to the use of hydrazides and aminooxy reagents, often called 'α–effect amines' because the heteroatom–bound amine is much more nucleophilic than simple amines and thus shifts the equilibrium dramatically to the hydrazone and oxime products, respectively. ( book)



Although ketones and aldehydes are absent from the cell surface and from macromolecules within

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