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CAS 324017-21-2

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FMOC-4-AMINO-D-PHENYLALANINE

Description:
FMOC-4-amino-D-phenylalanine is a derivative of the amino acid phenylalanine, specifically modified with a 9-fluorenylmethoxycarbonyl (FMOC) protecting group on the amino group. This compound is characterized by its use in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the FMOC group serves as a protective group that can be easily removed under mild basic conditions. The D-configuration of the amino acid indicates that it is the enantiomer of the naturally occurring L-phenylalanine, which can be important in studies of peptide conformation and biological activity. FMOC-4-amino-D-phenylalanine is typically a white to off-white solid and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its unique properties make it valuable in the synthesis of peptides with specific stereochemical configurations, allowing researchers to explore the effects of chirality on biological interactions and functions.
Formula:C24H22N2O4
InChI:InChI=1S/C24H22N2O4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14,25H2,(H,26,29)(H,27,28)/t22-/m1/s1
InChI key:VALNSJHHRPSUDO-JOCHJYFZSA-N
SMILES:C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@H](CC4=CC=C(C=C4)N)C(=O)O
Synonyms:
  • Fmoc-D-Phe(4-NH2)-OH
Found 4 products.