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CAS 144701-23-5

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DL-Fmoc-Methionine

Description:
DL-Fmoc-Methionine is a derivative of the amino acid methionine, characterized by the presence of a fluorenylmethyloxycarbonyl (Fmoc) protecting group. This compound is commonly used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), due to its ability to protect the amino group of methionine while allowing for further coupling reactions. The Fmoc group is stable under basic conditions and can be removed under mild acidic conditions, making it a versatile choice for protecting amino acids. DL-Fmoc-Methionine is a white to off-white powder, and its solubility is generally good in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but limited in water. The presence of the sulfur atom in the methionine side chain contributes to its unique properties, including its role in protein synthesis and function. As with many amino acid derivatives, care should be taken when handling this compound, as it may pose health risks if ingested or inhaled.
Formula:C20H21NO4S
InChI:InChI=1S/C20H21NO4S/c1-26-11-10-18(19(22)23)21-20(24)25-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,21,24)(H,22,23)
InChI key:InChIKey=BUBGAUHBELNDEW-UHFFFAOYSA-N
SMILES:C(OC(NC(CCSC)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • DL-Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • N-(9-Fluorenylmethoxycarbonyl)-DL-methionine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]methionine
  • DL-Fmoc-Methionine
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