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CAS 105751-13-1

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FMOC-SER(TBU)-OPFP

Description:
FMOC-SER(TBU)-OPFP is a chemical compound commonly used in peptide synthesis and is characterized by its protective groups that facilitate the selective modification of amino acids. The FMOC (9-fluorenylmethoxycarbonyl) group serves as a temporary protecting group for the amino functionality, allowing for the synthesis of peptides without unwanted side reactions. The TBU (tert-butyl) group protects the hydroxyl group of serine, enhancing the stability of the molecule during synthesis. OPFP (o-nitrophenyl phosphonofluoridate) is a reactive moiety that can be used for coupling reactions. This compound is typically utilized in solid-phase peptide synthesis, where its protective groups can be selectively removed under specific conditions, allowing for the stepwise assembly of peptides. The overall structure contributes to the compound's solubility and reactivity, making it a valuable intermediate in the production of biologically active peptides. Its careful handling and storage are essential due to the reactive nature of the OPFP group, which can hydrolyze in the presence of moisture.
Formula:C28H24F5NO5
InChI:InChI=1/C28H24F5NO5/c1-28(2,3)38-13-19(26(35)39-25-23(32)21(30)20(29)22(31)24(25)33)34-27(36)37-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,34,36)/t19-/m0/s1
SMILES:CC(C)(C)OC[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-Alpha-(9-Fluorenylmethyloxycarbonyl)-O-T-Butyl-L-Serine Pentafluorphenol Ester
  • Fmoc-Serine(Tbu)-Opfp
  • Fmoc-L-Ser(Tbu)-Opfp
  • Fmoc-O-Tert-Butyl-L-Serine Pentafluorophenyl Ester
  • Fmoc-O-T-Butyl-L-Serine Pentafluorophenyl Ester
  • Fmoc-O-Tert-Butyl-L-Serine Pentafluoro-Phenyl Ester, Techn 90+% (Hplc)
  • pentafluorophenyl O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serinate
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