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Highly Stable Meldrum's Acid Derivatives for Irreversible Aqueous Covalent Modification of Amines.

ABSTRACT: This work describes the development of a highly stable and pH-responsive probe for lysine modification. The scaffold has marked stability in the presence of several biological nucleophiles and across a wide pH range (2-12). Several functional analogs showed robust labeling of a protein at pH > 9. Taken together, our system displays versatility and can be easily adapted for variety of applications, while demonstrating stability suitable for a wide range of biologically compatible systems.

SUBMITTER: Davis GJ

PROVIDER: S-EPMC7679203 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Highly Stable Meldrum's Acid Derivatives for Irreversible Aqueous Covalent Modification of Amines.

Davis Garrett J GJ Sofka Holly A HA Jewett John C JC

Organic letters 20200319 7

This work describes the development of a highly stable and pH-responsive probe for lysine modification. The scaffold has marked stability in the presence of several biological nucleophiles and across a wide pH range (2-12). Several functional analogs showed robust labeling of a protein at pH > 9. Taken together, our system displays versatility and can be easily adapted for variety of applications, while demonstrating stability suitable for a wide range of biologically compatible systems. ...[more]

PMID: 32191483

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