An Overview of the Synthesis of Highly Versatile N-Hydroxysuccinimide Esters

Anaïs Barré (1) , Mihaela-Liliana Tîntas (1) , Vincent Levacher (1) , Cyril Papamicaël (1) , Vincent Gembus (2)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
2 VFP Therapies Drugs : Highway to the Brain

N-Hydroxysuccinimide esters (NHS-esters) are important and widely used tools in various areas of chemistry including peptide synthesis, bioconjugate chemistry, functionalized materials and polymers. The usual strategy employed to prepare these active esters generally relies on the coupling reaction with a carboxylic acid and N-hydroxysuccinimide in the presence of a coupling agent. However, more recently, many other efficient strategies have emerged in the literature. This short review covers the literature devoted to the preparation of these valuable N-hydroxysuccinimide esters.

Keywords: N-hydroxysuccinimide esters; Amine-reactive crosslinker; Reactive ester; Synthesis; Activated carboxylic acid

Domains: Chemical Sciences

Anaïs Barré, Mihaela-Liliana Tîntas, Vincent Levacher, Cyril Papamicaël, Vincent Gembus. An Overview of the Synthesis of Highly Versatile N-Hydroxysuccinimide Esters. Synthesis: Journal of Synthetic Organic Chemistry, 2017, 49 (3), pp.472-483. ⟨10.1055/s-0036-1588607⟩. ⟨hal-02046258⟩