Published TCIMAIL newest issue No.197
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Succinimide for NHS Esterification and Trifluoroacetylation
Trifluoroacetic acid N-succinimidyl ester (TFA-NHS) is utilized not only in the esterification of carboxy groups to form NHS esters,1) but also in the trifluoroacetylation of amines.2) Furthermore, it has been reported that TFA-NHS can both protect the amino group and activate the carboxy group of aminocarboxylic acids simultaneously.3) In the presence of pyridine, the reaction of an excess amount of TFA-NHS with an aminocarboxylic acid provides the N-TFA-protected aminocarboxylic acid NHS ester in a one-pot process. Such products can be used in successive condensation reactions without any purification, and is expected to be used in chemical biology research.
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References
- 1) Exploring Binding and Effector Functions of Natural Human Antibodies Using Synthetic Immunomodulators
- 2) Reagents for the stepwise functionalization of spermine
- 3) TFA-NHS as bifunctional protecting agent: simultaneous protection and activation of amino carboxylic acids
