Isidro Llobet, AlbertLatassa, DanielGiraud, MatthieuÁlvarez Domingo, MercedesAlbericio Palomera, Fernando2014-06-272014-06-272009-04-231477-0520https://hdl.handle.net/2445/55265The 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.5 p.application/pdfeng(c) Isidro Llobet, Albert et al., 2009Síntesi de pèptidsRadicals lliures (Química)Síntesi en fase sólidaPeptide synthesisFree radicals (Chemistry)Solid-phase synthesisinfo:eu-repo/semantics/article5722882014-06-27info:eu-repo/semantics/openAccess