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CAS 200132-16-7

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Fmoc-Arg(Pbf)-OPfp

Description:
Fmoc-Arg(Pbf)-OPfp is a chemical compound commonly used in peptide synthesis, particularly in the field of organic chemistry and biochemistry. It features a protected arginine residue, where the Fmoc (9-fluorenylmethoxycarbonyl) group serves as a temporary protecting group for the amino group, allowing for selective reactions during peptide assembly. The Pbf (2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl) group is another protective moiety that shields the guanidino group of arginine, enhancing the stability and reactivity of the compound during synthesis. The OPfp (pentafluorophenyl) moiety acts as a leaving group, facilitating the coupling reaction with other amino acids or peptide fragments. This compound is typically utilized in solid-phase peptide synthesis (SPPS), where its protective groups can be selectively removed to yield the desired peptide product. Overall, Fmoc-Arg(Pbf)-OPfp is characterized by its stability, reactivity, and utility in synthesizing complex peptides while maintaining the integrity of sensitive functional groups.
Formula:C40H39F5N4O7S
InChI:InChI=1/C40H39F5N4O7S/c1-19-20(2)36(21(3)26-17-40(4,5)56-34(19)26)57(52,53)49-38(46)47-16-10-15-28(37(50)55-35-32(44)30(42)29(41)31(43)33(35)45)48-39(51)54-18-27-24-13-8-6-11-22(24)23-12-7-9-14-25(23)27/h6-9,11-14,27-28H,10,15-18H2,1-5H3,(H,48,51)(H3,46,47,49)/t28-/m0/s1
SMILES:Cc1c(C)c(c(C)c2CC(C)(C)Oc12)S(=O)(=O)NC(=N)NCCC[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-alpha-Fmoc-N-gamma-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine pentafluorophenyl ester
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