Fmoc-2-Mercaptobenzothiazole (MBT), for the Introduction of the Fmoc Moiety Free of Side-Reactions

A double side-reaction, consisting in the formation of Fmoc--Ala-OH and Fmoc--Ala-AA-OH, during the preparation of Fmoc protected amino acids (Fmoc-AA-OH) with Fmoc-OSu is discussed. Furthermore, the new Fmoc-2-MBT reagent is proposed for avoiding these side-reactions as well as the formation of...

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Detalles Bibliográficos
Autores: Isidro Llobet, Albert, Just Baringo, Xavier, Ewenson, Ariel, Álvarez Domingo, Mercedes, Albericio Palomera, Fernando
Tipo de recurso: artículo
Estado:Versión enviada para evaluación y publicación
Fecha de publicación:2007
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/48634
Acceso en línea:https://hdl.handle.net/2445/48634
Access Level:acceso abierto
Palabra clave:Reaccions químiques
Síntesi de pèptids
Chemical reactions
Peptide synthesis
Descripción
Sumario:A double side-reaction, consisting in the formation of Fmoc--Ala-OH and Fmoc--Ala-AA-OH, during the preparation of Fmoc protected amino acids (Fmoc-AA-OH) with Fmoc-OSu is discussed. Furthermore, the new Fmoc-2-MBT reagent is proposed for avoiding these side-reactions as well as the formation of the Fmoc-dipeptides (Fmoc-AA-AA-OH) and even tripeptides, which is another important side-reaction when chloroformates such as Fmoc-Cl is used for the protection of the -amino function of the amino acids.