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CAS 132990-14-8

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Fmoc-Lys(Fmoc)-OPfp

Description:
Fmoc-Lys(Fmoc)-OPfp, with the CAS number 132990-14-8, is a chemical compound commonly used in peptide synthesis and solid-phase peptide synthesis (SPPS). It features a lysine residue protected by two Fmoc (9-fluorenylmethoxycarbonyl) groups, which are commonly employed to protect amino groups during peptide synthesis. The presence of the OPfp (pentafluorophenyl) moiety indicates that it is an active ester, facilitating the coupling of amino acids in peptide chains. This compound is characterized by its stability under basic conditions, making it suitable for various synthetic protocols. The Fmoc protection allows for selective deprotection under mild conditions, enabling the controlled assembly of peptides. Additionally, the pentafluorophenyl group enhances the reactivity of the carboxylic acid, promoting efficient coupling reactions. Overall, Fmoc-Lys(Fmoc)-OPfp is a valuable reagent in the field of organic chemistry and biochemistry, particularly in the synthesis of complex peptides and proteins.
Formula:C42H33F5N2O6
InChI:InChI=1/C42H33F5N2O6/c43-34-35(44)37(46)39(38(47)36(34)45)55-40(50)33(49-42(52)54-22-32-29-17-7-3-13-25(29)26-14-4-8-18-30(26)32)19-9-10-20-48-41(51)53-21-31-27-15-5-1-11-23(27)24-12-2-6-16-28(24)31/h1-8,11-18,31-33H,9-10,19-22H2,(H,48,51)(H,49,52)/t33-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=NCCCC[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12)O
Synonyms:
  • N,N'-Bis[(9H-Fluoren-9-Ylmethoxy)Carbonyl]-L-Lysine Pentafluorophenyl Ester
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