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dc.contributor.authorIsidro Llobet, Albert-
dc.contributor.authorLatassa, Daniel-
dc.contributor.authorGiraud, Matthieu-
dc.contributor.authorÁlvarez Domingo, Mercedes-
dc.contributor.authorAlbericio Palomera, Fernando-
dc.description.abstractThe 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.-
dc.format.extent5 p.-
dc.publisherRoyal Society of Chemistry-
dc.relation.isformatofVersió postprint del document publicat a:
dc.relation.ispartofOrganic & Biomolecular Chemistry, 2009, vol. 7, num. 12, p. 2565-2569-
dc.rights(c) Isidro Llobet, Albert et al., 2009-
dc.sourceArticles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)-
dc.subject.classificationSíntesi de pèptids-
dc.subject.classificationRadicals lliures (Química)-
dc.subject.classificationSíntesi en fase sólida-
dc.subject.otherPeptide synthesis-
dc.subject.otherFree radicals (Chemistry)-
dc.subject.otherSolid-phase synthesis-
dc.title1,2-Dimethylindole-3-sulfonyl (MIS) as protecting group for the side chain of arginine-
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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