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Fmoc-Arg(Pbf)-OH [154445-77-9]

N-alpha-Fmoc-Ng-(2,2,4,6,7-Pentamethyldihydrobenzfuran-5-sulfonyl)-L-arginine

Other Names: Fmoc-L-Arg(Pbf)-OH; Nα-Fmoc-Ng-Pbf-L-arginine

Catalog #: AFR105

CAS 154445-77-9

Formula C34H40N4O7S

M.W. 648.7

Fmoc-Arg(Pbf)-OH

Fmoc-Arg(Pbf)-OH has been introduced to reduce the alkylation of tryptophan-containing peptides during final deprotection. The Pbf group of Fmoc-Arg(Pbf)-OH can be cleaved under moderate acid conditions and there is significantly less tryptophan alkylation, especially in the absence of scavengers. One example reported in the literature showed a 3 hour cleavage and deprotection treatment with TFA resulted 46% of the desired peptide when Fmoc-Arg(Pmc) was used versus 69% when Fmoc-Arg(Pbf) was used (C.G. Fields, G.B. Fields Tetrahedron Lett. 1993, 34, 6661-6664.)

Relative deprotection rates of common arginine side chain protection:

Pbf>Pmc>Mtr>Mts>Tos

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