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59891 Sigma-Aldrich

N-Acetyl-DL-β-phenylalanine

≥97.0% (HPLC)

Synonym: (±)-3-(Acetylamino)-3-phenylpropionic acid, Hydrocinnamic acid

  • CAS Number 40638-98-0

  • Empirical Formula (Hill Notation) C11H13NO3

  • Molecular Weight 207.23

  •  Beilstein/REAXYS Number 2726794

  •  MDL number MFCD00181164

  •  PubChem Substance ID 57651704

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Properties

Related Categories A - H, Amino Acids, Beta-Amino Acids, Biochemicals and Reagents, Chemical Biology,
assay   ≥97.0% (HPLC)
SMILES string   CC(=O)NC(CC(O)=O)c1ccccc1
InChI   1S/C11H13NO3/c1-8(13)12-10(7-11(14)15)9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)
InChI key   HTWAFOFDKZAKQP-UHFFFAOYSA-N

Description

Biochem/physiol Actions

N-Acetyl-β-phenylalanine is a substrate for bacterial tRNA(Phe) peptidyltransferase. Hydrocinnamic acid is an aromatic lignin monomer.

N-Acetyl-DL-β-phenylalanine is a racemic mixture of N-acetylated β-phenylalanine enantiomers. N-Acetyl-DL-β-phenylalanine is a product generated from the chromogenic substrate N-acetyl-DL-phenylalanine β-napthyl ester by specific esterase(s).

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

β-Amino Acids and Homologs

Although they are less abundant than their α-analogues, β-amino acids occur in nature both in free form and bound to peptides. Oligomers composed exclusively of β-amino acids (so-called β-peptides) m...
Matthias Junkers
Aldrich ChemFiles 2008, 8.7, 11.
Keywords: Chemfiles, Degradations, Metabolism, Peptidomimetics

Peer-Reviewed Papers
15

References

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