CymitQuimica logo

CAS 206060-42-6

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-nitro-L-phenylalanine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-nitro-L-phenylalanine, commonly referred to as Fmoc-3-nitro-L-phenylalanine, is a derivative of the amino acid phenylalanine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group and a nitro substituent at the meta position of the phenyl ring. This compound is typically used in peptide synthesis as a protected amino acid, allowing for selective reactions during the assembly of peptides. The Fmoc group is stable under basic conditions and can be removed under mild acidic conditions, making it a popular choice in solid-phase peptide synthesis. The presence of the nitro group introduces additional polarity and can influence the compound's solubility and reactivity. Fmoc-3-nitro-L-phenylalanine is characterized by its ability to participate in various coupling reactions, and its structural features contribute to the overall properties of the peptides it helps to form. As with many chemical substances, safety precautions should be observed when handling this compound, as it may pose health risks if ingested or inhaled.
Formula:C24H20N2O6
InChI:InChI=1S/C24H20N2O6/c27-23(28)22(13-15-6-5-7-16(12-15)26(30)31)25-24(29)32-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,25,29)(H,27,28)/t22-/m0/s1
InChI key:InChIKey=UDIZJKKIJYRJIN-QFIPXVFZSA-N
SMILES:C(OC(N[C@@H](CC1=CC(N(=O)=O)=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • <span class="text-smallcaps">L</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-nitro-
  • Fmoc-3-Nitro-L-phenylalanine
  • Fmoc-L-3-Nitrophenylalanine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-nitro-<span class="text-smallcaps">L</span>-phenylalanine
  • L-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-nitro-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-nitro-L-phenylalanine
Found 5 products.