Fmoc-D-Arg(Pbf)-OH [187618-60-6] HEADING_TITLE

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

Other Names: Nα-Fmoc-Ng-Pbf-D-arginine; Nα-(9-fluorenylmethoxycarbonyl)-Ng-(2,2,4,6,7-pentamethyldihydrobenzfuran-5-sulfonyl)-D-arginine

Catalog #: AFR205 CAS 187618-60-6
Formula C34H40N4O7S Molecular Weight 648.8

Fmoc-D-Arg(Pbf)-OH

 

 

 

Fmoc-D-Arg(Pbf)-OH is the commonly utilized D-arginine derivative in solid phase peptide synthesis.  It has been applied to the preparation of antimicrobial peptide analogs.  One possible application of Fmoc-D-Arg(Pbf) is in the antimicrobial peptide RLA.  Substituting  D-arginine for D-lysine improved membrane permeability and increased mitochondrial accumulation (I. Nakase, et al., Chem. Commun. (Camb.), 2012, 48, 11097-9).  A cyclic dipeptide containing D-arginine, from Bacillus cereus, has antifungal activity and also shows significant activity against breast cancer (S.K. Nishanth, B. Namisan, C. Dileep, Peptides, 2014, 53, 59-69).  Fmoc-D-Arg(Pbf)-OH is also useful in preparing analogs of the antimicrobial peptide oncocin.  Replacing the two L-Arg residues oncocin with D-Arg increased the bioavailability from 25 minutes to over 8 hours while also slightly improving the antibacterial activity (D. Knappe, N. Kabankov, R. Hoffmann, Int. J. Antimicrob. Agents, 2011, 37, 166-70).

Products Similar to Fmoc-D-Arg(Pbf)-OH

Cat. # Product Cat. # Product
AFR105 Fmoc-Arg(Pbf)-OH ABR210 Boc-D-Arg(Tos)-OH
AFR110 Fmoc-Arg(Pmc)-OH ABR201 Boc-D-Arg-OH HCl H20
AFR106 Fmoc-Arg(Mtr)-OH ABR115 Boc-Arg(Pbf)-OH
AFR115 Fmoc-Arg(Mts)-OH

ABR105

Boc-Arg(Mts)-OH
AFR120 Fmoc-Arg(Tos)-OH ABR107 Boc-Arg(Mts)-OH CHA
AFR103 Fmoc-Arg(NO2)-OH ABR103 Boc-Arg(NO2)-OH
AFR101 Fmoc-Arg-OH ABR110 Boc-Arg(Tos)-OH
AFR191 Fmoc-Arg(Pbf)-OPfp ABR101 Boc-Arg-OH HCl H2O
AFR125 Fmoc-Arg(Me)2-OH (sym) UBR122 Boc-HArg(NO2)-OH
AFR127 Fmoc-Arg(Me)2-OH (asym) UBR113 Boc-beta-HArg(Tos)-OH
UFR102 Fmoc-HArg-OH AZR101 Z-Arg-OH
UFR132 Fmoc-HArg(Pbf)-OH AZR102 Z-Arg-OH HCl
UFR133 Fmoc-beta-HArg(Pbf)-OH AZR110 Z-Arg(Mtr)-OH CHA
UFR101 Fmoc-Cit-OH AZR105 Z-Arg(Pbf)-OH
UFR201 Fmoc-D-Cit-OH AZR106 Z-Arg(Z)2-OH
AZR103 Z-Arg(NO2)-OH AZR201 Z-D-Arg-OH
AZR202 Z-D-Arg-OH HCl AZR210 Z-D-Arg(Mtr)-OH CHA
AZR205 Z-D-Arg(Pbf)-OH

MSDS