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  • Water-driven ligations using cyclic amino squarates: a class of useful SN1-like reactions.

Water-driven ligations using cyclic amino squarates: a class of useful SN1-like reactions.

Chemical communications (Cambridge, England) (2010-11-18)
Dawei Cui, Deepali Prashar, Preeti Sejwal, Yan-Yeung Luk
ABSTRACT

We report a class of water-soluble and -stable cyclic amino squarates that ligate with cysteine or lysine residues without side-products in an entirely aqueous environment. The ligations include addition-elimination reactions that are promoted by water in a way similar to S(N)1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.

MATERIALS
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Product Description

Sigma-Aldrich
3,4-Dihydroxy-3-cyclobutene-1,2-dione, ≥99.0% (HPLC)