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CAS 86060-94-8

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fmoc-L-methionine pentafluorophenyl ester

Description:
Fmoc-L-methionine pentafluorophenyl ester is a chemical compound commonly used in peptide synthesis and related applications. It is an amino acid derivative where the methionine is protected by the fluorenylmethoxycarbonyl (Fmoc) group, which facilitates selective reactions during peptide assembly. The pentafluorophenyl ester moiety enhances the reactivity of the carboxylic acid group, making it more suitable for coupling reactions. This compound is typically characterized by its stability under basic conditions and its ability to be deprotected under mild acidic conditions, allowing for the release of the free amino acid. The presence of the pentafluorophenyl group also contributes to its hydrophobicity and can influence solubility in various solvents. Fmoc-L-methionine pentafluorophenyl ester is often utilized in solid-phase peptide synthesis due to its efficiency in forming peptide bonds and its compatibility with various coupling reagents. Overall, it is a valuable reagent in the field of organic and medicinal chemistry, particularly in the synthesis of peptides and proteins.
Formula:C26H20F5NO4S
InChI:InChI=1/C26H20F5NO4S/c1-37-11-10-18(25(33)36-24-22(30)20(28)19(27)21(29)23(24)31)32-26(34)35-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,32,34)/t18-/m0/s1
InChI key:InChIKey=OKDPSRDTLNXPFQ-SFHVURJKSA-N
SMILES:C(OC(N[C@H](C(OC1=C(F)C(F)=C(F)C(F)=C1F)=O)CCSC)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • (2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanyl-butanoate
  • <span class="text-smallcaps">L</span>-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
  • <span class="text-smallcaps">L</span>-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
  • Fmoc-Met-OPfp
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-methionine 2,3,4,5,6-pentafluorophenyl ester
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-L-methionine pentafluorphenyl ester
  • L-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-methionine 2,3,4,5,6-pentafluorophenyl ester
  • L-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Met-OPfp
  • See more synonyms
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