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CAS 209252-15-3

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(S)-N-FMOC-3-Amino-3-phenylpropanoic acid

Description:
(S)-N-FMOC-3-Amino-3-phenylpropanoic acid is a chiral amino acid derivative commonly used in peptide synthesis and research. It features a phenyl group attached to the alpha carbon, which contributes to its hydrophobic characteristics, making it useful in the design of peptides with specific structural properties. The FMOC (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide synthesis. This compound is typically solid at room temperature and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dichloromethane, but less soluble in water. Its chirality is significant for biological applications, as it can influence the conformation and activity of peptides. The compound is often utilized in the synthesis of peptide libraries and in the development of pharmaceuticals, particularly in the context of drug design and discovery. Proper handling and storage conditions are essential to maintain its stability and reactivity, as with many sensitive chemical compounds.
Formula:C24H20NO4
InChI:InChI=1/C24H21NO4/c26-23(27)14-22(16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/p-1/t22-/m1/s1
SMILES:c1ccc(cc1)[C@@H](CC(=O)[O-])N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • (S)-N-(9-Fluorenylmethoxycarbonyl)-3-amino-3-phenylpropanoic acid
  • (S)-N-FMOC-beta-phenyl-beta-alanine
  • Fmoc-beta-D-Phe-OH
  • Fmoc-(S)-3-amino-3-phenylpropionic acid
  • Fmoc-L-3-3-Amino-3-phenylpropionic acid
  • (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoate
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