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

Dawei Cui; Deepali Prashar; Preeti Sejwal; Yan Yeung Luk

doi:10.1039/c0cc03989f

Water-driven ligations using cyclic amino squarates: A class of useful S_N1-like reactions

Dawei Cui, Deepali Prashar, Preeti Sejwal, Yan Yeung Luk

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

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_N1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.

Original language	English (US)
Pages (from-to)	1348-1350
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	4
DOIs	https://doi.org/10.1039/c0cc03989f
State	Published - Jan 10 2011

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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 SN1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.",

author = "Dawei Cui and Deepali Prashar and Preeti Sejwal and Luk, {Yan Yeung}",

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AU - Luk, Yan Yeung

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Y1 - 2011/1/10

N2 - 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 SN1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.

AB - 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 SN1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.

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Water-driven ligations using cyclic amino squarates: A class of useful S_N1-like reactions

Abstract

ASJC Scopus subject areas

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