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CAS 3588-57-6

:

N-(Benzyloxycarbonyl)-DL-phenylalanine

Description:
N-(Benzyloxycarbonyl)-DL-phenylalanine, commonly referred to as Z-DL-phenylalanine, is an amino acid derivative characterized by the presence of a benzyloxycarbonyl (Z) protecting group attached to the amino group of phenylalanine. This compound is typically a white to off-white crystalline powder and is soluble in organic solvents such as methanol and dimethyl sulfoxide, but has limited solubility in water. The Z group serves to protect the amino functionality during peptide synthesis, making it a valuable intermediate in the production of peptides and proteins. The compound exhibits typical amino acid properties, including the ability to participate in peptide bond formation. Its structure includes a phenyl side chain, contributing to its hydrophobic characteristics, which can influence the folding and stability of peptides in which it is incorporated. Additionally, Z-DL-phenylalanine is used in various biochemical applications, including studies of enzyme activity and as a building block in pharmaceutical synthesis. Safety data should be consulted for handling and storage, as with all chemical substances.
Formula:C17H17NO4
InChI:InChI=1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)
InChI key:InChIKey=RRONHWAVOYADJL-UHFFFAOYSA-N
SMILES:C(CC1=CC=CC=C1)(NC(OCC2=CC=CC=C2)=O)C(O)=O
Synonyms:
  • 2-((Benzyloxycarbonyl)amino)-3-phenylpropanoic acid
  • 3-Phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
  • <span class="text-smallcaps">DL</span>-(Carbobenzyloxy)phenylalanine
  • <span class="text-smallcaps">DL</span>-Cbz phenylalanine
  • <span class="text-smallcaps">DL</span>-N-(Benzoxycarbonyl)phenylalanine
  • Alanine, N-carboxy-3-phenyl-, N-benzyl ester, <span class="text-smallcaps">DL</span>-
  • Carbobenzoxy-<span class="text-smallcaps">DL</span>-phenylalanine
  • Carbobenzoxyphenylalanine
  • Cbz-DL-phenylalanine
  • N-(Benzyloxycarbonyl)-<span class="text-smallcaps">DL</span>-phenylalanine
  • See more synonyms
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