Carregant...
Fitxers
Tipus de document
ArticleVersió
Versió acceptadaData de publicació
Tots els drets reservats
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/55265
1,2-Dimethylindole-3-sulfonyl (MIS) as protecting group for the side chain of arginine
Títol de la revista
Director/Tutor
ISSN de la revista
Títol del volum
Recurs relacionat
Resum
The protection of arginine (Arg) side chains is a crucial issue in peptide chemistry because of the propensity of the basic guanidinium group to produce side reactions. Currently, sulfonyl-type protecting groups, such as 2,2,5,7,8-pentamethylchroman (Pmc) and 2,2,4,6,7-pentamethyldihydrobenzofurane (Pbf), are the most widely used for this purpose. Nevertheless, Arg side chain protection remains problematic as a result of the acid stability of these two compounds. This issue is even more relevant in Arg-rich sequences, acid-sensitive peptides and large-scale syntheses. The 1,2-dimethylindole-3-sulfonyl (MIS) group is more acid-labile than Pmc and Pbf and can therefore be a better option for Arg side chain protection. In addition, MIS is compatible with tryptophan-containing peptides.
Matèries (anglès)
Citació
Citació
ISIDRO LLOBET, Albert, LATASSA, Daniel, GIRAUD, Matthieu, ÁLVAREZ DOMINGO, Mercedes, ALBERICIO PALOMERA, Fernando. 1,2-Dimethylindole-3-sulfonyl (MIS) as protecting group for the side chain of arginine. _Organic & Biomolecular Chemistry_. 2009. Vol. 7, núm. 12, pàgs. 2565-2569. [consulta: 27 de gener de 2026]. ISSN: 1477-0520. [Disponible a: https://hdl.handle.net/2445/55265]