L-2-Aminooxy-3-phenylpropanoic acid

• CAT Number: I045346
• CAS Number: 42990-62-5
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.19
• Purity: ≥95%
• Synonyms: (2S)-2-aminooxy-3-phenylpropanoic acid
• InChI: InChI=1S/C9H11NO3/c10-13-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
• InChIKey: BRKLOAHUJZWUQQ-QMMMGPOBSA-N
• SMILES: C1=CC=C(C=C1)CC(C(=O)O)ON

L-2-Aminooxy-3-phenylpropanoic acid (Cat No.: I045346) is a synthetic amino acid analog featuring an aminooxy functional group, which enables it to inhibit pyridoxal phosphate (PLP)-dependent enzymes. By mimicking the structure of natural amino acids, it competitively binds to the active sites of aminotransferases and decarboxylases, disrupting amino acid metabolism. Its phenylpropanoic acid backbone contributes to enhanced biological activity. This compound is widely used in biochemical research to study enzyme mechanisms, neurotransmitter biosynthesis, and metabolic pathways involving PLP-dependent enzymatic reactions.

Reference

[1]. NikolausAmrhein, et al. α-aminooxy-β-phenylpropionic acid — a potent inhibitor of L-phenylalanine ammonia-lyase in vitro and in vivo. Plant Science Letters Volume 8, Issue 4, April 1977, Pages 313-317.